├── Agenda.pdf ├── Notebooks ├── Landrum_WhatsNew.ipynb └── data │ ├── RGD_sets │ ├── assemble-chembl.ipynb │ ├── assemble.ipynb │ └── data │ │ ├── jm6b00372.sdf │ │ └── jm6b01356.sdf │ ├── aromatic_bridge_mols.sdf │ ├── aromatic_bridge_qs.sdf │ ├── aromatic_neighbors_mols.sdf │ ├── aromatic_neighbors_queries.sdf │ ├── drugcentral_filtered.tsv │ ├── dsgdb9nsd_107313.xyz │ ├── dsgdb9nsd_127185.xyz │ ├── five_ring_mols.sdf │ ├── five_ring_queries.sdf │ └── my_templates.smi ├── Presentations ├── Berenger_Encoding_3D_pharmacophore_features.pdf ├── Gerebtzoff_Leveraging_the_power_of_Datagrok_with_RDKit.pdf ├── Heyndrickx_Tuberculosis_MLbased_virtual_screening.pdf ├── Hoyt_Reproducibility.pdf ├── Landrum_StateOfTheToolkit.pdf ├── Landrum_lwreg.pdf ├── Lanini_Prefer.pdf ├── Leung_AZ_legacy_systems_and_RDKit.pdf ├── Moreau_RDKitJSWhatWeCanDoBetter.pdf ├── OBoyle_SmiZip.pdf ├── Penner_Descriptive_Grammars.pdf ├── Pirie_ExtractingImpliedRxns.pdf ├── Reid_SARkush.pdf ├── Tandon_and_Baltruschat_X-FP.pdf ├── Tosco_A_stub_a_day_keeps_the_docstrings_at_bay.pdf ├── Tosco_RDKit_Office_hours.pdf ├── Vandermeersch_CTSmarts.pdf └── Vandermeersch_CTSmarts.tgz ├── README.md ├── images └── sponsors.png └── logistics.pdf /Agenda.pdf: -------------------------------------------------------------------------------- https://raw.githubusercontent.com/rdkit/UGM_2023/44803676e0ccdcfa4297b667eff964b55dd31961/Agenda.pdf -------------------------------------------------------------------------------- /Notebooks/data/aromatic_bridge_mols.sdf: -------------------------------------------------------------------------------- 1 | 2 | Mrv2007 05282015132D 3 | 4 | 0 0 0 0 0 999 V3000 5 | M V30 BEGIN CTAB 6 | M V30 COUNTS 12 13 0 0 0 7 | M V30 BEGIN ATOM 8 | M V30 1 C -4.5833 -5.21 0 0 9 | M V30 2 C -5.917 -5.98 0 0 10 | M V30 3 C -5.917 -7.52 0 0 11 | M V30 4 N -4.5833 -8.29 0 0 12 | M V30 5 N -3.2497 -7.52 0 0 13 | M V30 6 C -3.2497 -5.98 0 0 14 | M V30 7 C -4.5833 -3.67 0 0 15 | M V30 8 C -4.5833 -0.5899 0 0 16 | M V30 9 N -5.917 -1.3599 0 0 17 | M V30 10 C -5.917 -2.8999 0 0 18 | M V30 11 C -3.2497 -2.8999 0 0 19 | M V30 12 C -3.2497 -1.3599 0 0 20 | M V30 END ATOM 21 | M V30 BEGIN BOND 22 | M V30 1 1 1 2 23 | M V30 2 2 2 3 24 | M V30 3 1 3 4 25 | M V30 4 2 4 5 26 | M V30 5 1 5 6 27 | M V30 6 2 1 6 28 | M V30 7 1 1 7 29 | M V30 8 1 8 9 30 | M V30 9 2 9 10 31 | M V30 10 1 11 12 32 | M V30 11 2 8 12 33 | M V30 12 1 10 7 34 | M V30 13 2 7 11 35 | M V30 END BOND 36 | M V30 END CTAB 37 | M END 38 | $$$$ 39 | 40 | Mrv2007 05282015142D 41 | 42 | 0 0 0 0 0 999 V3000 43 | M V30 BEGIN CTAB 44 | M V30 COUNTS 14 16 0 0 0 45 | M V30 BEGIN ATOM 46 | M V30 1 C -4.5833 -5.21 0 0 47 | M V30 2 C -5.917 -5.98 0 0 48 | M V30 3 C -5.917 -7.52 0 0 49 | M V30 4 N -4.5833 -8.29 0 0 50 | M V30 5 N -3.2497 -7.52 0 0 51 | M V30 6 C -3.2497 -5.98 0 0 52 | M V30 7 C -4.5833 -3.67 0 0 53 | M V30 8 C -4.5833 -0.5899 0 0 54 | M V30 9 N -5.917 -1.3599 0 0 55 | M V30 10 C -5.917 -2.8999 0 0 56 | M V30 11 C -3.2497 -2.8999 0 0 57 | M V30 12 C -3.2497 -1.3599 0 0 58 | M V30 13 C -7.2507 -3.67 0 0 59 | M V30 14 C -7.2507 -5.21 0 0 60 | M V30 END ATOM 61 | M V30 BEGIN BOND 62 | M V30 1 2 1 2 63 | M V30 2 1 2 3 64 | M V30 3 2 3 4 65 | M V30 4 1 4 5 66 | M V30 5 2 5 6 67 | M V30 6 1 1 6 68 | M V30 7 2 8 9 69 | M V30 8 1 9 10 70 | M V30 9 2 11 12 71 | M V30 10 1 8 12 72 | M V30 11 2 10 7 73 | M V30 12 1 7 11 74 | M V30 13 2 13 14 75 | M V30 14 1 10 13 76 | M V30 15 1 14 2 77 | M V30 16 1 1 7 78 | M V30 END BOND 79 | M V30 END CTAB 80 | M END 81 | $$$$ 82 | 83 | Mrv2007 05282015202D 84 | 85 | 0 0 0 0 0 999 V3000 86 | M V30 BEGIN CTAB 87 | M V30 COUNTS 14 16 0 0 0 88 | M V30 BEGIN ATOM 89 | M V30 1 C -4.5833 -5.21 0 0 90 | M V30 2 C -5.917 -5.98 0 0 91 | M V30 3 C -5.917 -7.52 0 0 92 | M V30 4 N -4.5833 -8.29 0 0 93 | M V30 5 N -3.2497 -7.52 0 0 94 | M V30 6 C -3.2497 -5.98 0 0 95 | M V30 7 C -4.5833 -3.67 0 0 96 | M V30 8 C -4.5833 -0.5899 0 0 97 | M V30 9 N -5.917 -1.3599 0 0 98 | M V30 10 C -5.917 -2.8999 0 0 99 | M V30 11 C -3.2497 -2.8999 0 0 100 | M V30 12 C -3.2497 -1.3599 0 0 101 | M V30 13 C -7.2507 -3.67 0 0 102 | M V30 14 C -7.2507 -5.21 0 0 103 | M V30 END ATOM 104 | M V30 BEGIN BOND 105 | M V30 1 2 1 2 106 | M V30 2 1 2 3 107 | M V30 3 2 3 4 108 | M V30 4 1 4 5 109 | M V30 5 2 5 6 110 | M V30 6 1 1 6 111 | M V30 7 2 8 9 112 | M V30 8 1 9 10 113 | M V30 9 2 11 12 114 | M V30 10 1 8 12 115 | M V30 11 2 10 7 116 | M V30 12 1 7 11 117 | M V30 13 1 13 14 118 | M V30 14 1 10 13 119 | M V30 15 1 14 2 120 | M V30 16 1 1 7 121 | M V30 END BOND 122 | M V30 END CTAB 123 | M END 124 | $$$$ 125 | 126 | Mrv2007 05282015272D 127 | 128 | 0 0 0 0 0 999 V3000 129 | M V30 BEGIN CTAB 130 | M V30 COUNTS 16 19 0 0 0 131 | M V30 BEGIN ATOM 132 | M V30 1 C -4.5833 -5.21 0 0 133 | M V30 2 C -5.917 -5.98 0 0 134 | M V30 3 C -5.917 -7.52 0 0 135 | M V30 4 N -4.5833 -8.29 0 0 136 | M V30 5 N -3.2497 -7.52 0 0 137 | M V30 6 C -3.2497 -5.98 0 0 138 | M V30 7 C -4.5833 -3.67 0 0 139 | M V30 8 C -4.5833 -0.5899 0 0 140 | M V30 9 N -5.917 -1.3599 0 0 141 | M V30 10 C -5.917 -2.8999 0 0 142 | M V30 11 C -3.2497 -2.8999 0 0 143 | M V30 12 C -3.2497 -1.3599 0 0 144 | M V30 13 C -7.2507 -3.67 0 0 145 | M V30 14 C -7.2507 -5.21 0 0 146 | M V30 15 C -1.916 -5.21 0 0 147 | M V30 16 C -1.916 -3.6699 0 0 148 | M V30 END ATOM 149 | M V30 BEGIN BOND 150 | M V30 1 1 1 2 151 | M V30 2 2 2 3 152 | M V30 3 1 3 4 153 | M V30 4 2 4 5 154 | M V30 5 1 5 6 155 | M V30 6 2 1 6 156 | M V30 7 1 8 9 157 | M V30 8 2 9 10 158 | M V30 9 1 11 12 159 | M V30 10 2 8 12 160 | M V30 11 1 10 7 161 | M V30 12 2 7 11 162 | M V30 13 1 13 14 163 | M V30 14 1 10 13 164 | M V30 15 1 14 2 165 | M V30 16 2 15 16 166 | M V30 17 1 11 16 167 | M V30 18 1 7 1 168 | M V30 19 1 6 15 169 | M V30 END BOND 170 | M V30 END CTAB 171 | M END 172 | $$$$ 173 | -------------------------------------------------------------------------------- /Notebooks/data/aromatic_bridge_qs.sdf: -------------------------------------------------------------------------------- 1 | 2 | Mrv2007 05282015132D 3 | 4 | 0 0 0 0 0 999 V3000 5 | M V30 BEGIN CTAB 6 | M V30 COUNTS 12 13 0 0 0 7 | M V30 BEGIN ATOM 8 | M V30 1 C -4.5833 -5.21 0 0 9 | M V30 2 C -5.917 -5.98 0 0 10 | M V30 3 C -5.917 -7.52 0 0 11 | M V30 4 N -4.5833 -8.29 0 0 12 | M V30 5 N -3.2497 -7.52 0 0 13 | M V30 6 C -3.2497 -5.98 0 0 14 | M V30 7 C -4.5833 -3.67 0 0 15 | M V30 8 C -4.5833 -0.5899 0 0 16 | M V30 9 N -5.917 -1.3599 0 0 17 | M V30 10 C -5.917 -2.8999 0 0 18 | M V30 11 C -3.2497 -2.8999 0 0 19 | M V30 12 C -3.2497 -1.3599 0 0 20 | M V30 END ATOM 21 | M V30 BEGIN BOND 22 | M V30 1 1 1 2 23 | M V30 2 2 2 3 24 | M V30 3 1 3 4 25 | M V30 4 2 4 5 26 | M V30 5 1 5 6 27 | M V30 6 2 1 6 28 | M V30 7 1 1 7 29 | M V30 8 1 8 9 30 | M V30 9 2 9 10 31 | M V30 10 1 11 12 32 | M V30 11 2 8 12 33 | M V30 12 1 10 7 34 | M V30 13 2 7 11 35 | M V30 END BOND 36 | M V30 END CTAB 37 | M END 38 | $$$$ 39 | 40 | Mrv2007 05282015202D 41 | 42 | 0 0 0 0 0 999 V3000 43 | M V30 BEGIN CTAB 44 | M V30 COUNTS 14 16 0 0 0 45 | M V30 BEGIN ATOM 46 | M V30 1 C -4.5833 -5.21 0 0 47 | M V30 2 C -5.917 -5.98 0 0 48 | M V30 3 C -5.917 -7.52 0 0 49 | M V30 4 N -4.5833 -8.29 0 0 50 | M V30 5 N -3.2497 -7.52 0 0 51 | M V30 6 C -3.2497 -5.98 0 0 52 | M V30 7 C -4.5833 -3.67 0 0 53 | M V30 8 C -4.5833 -0.5899 0 0 54 | M V30 9 N -5.917 -1.3599 0 0 55 | M V30 10 C -5.917 -2.8999 0 0 56 | M V30 11 C -3.2497 -2.8999 0 0 57 | M V30 12 C -3.2497 -1.3599 0 0 58 | M V30 13 C -7.2507 -3.67 0 0 59 | M V30 14 C -7.2507 -5.21 0 0 60 | M V30 END ATOM 61 | M V30 BEGIN BOND 62 | M V30 1 2 1 2 63 | M V30 2 1 2 3 64 | M V30 3 2 3 4 65 | M V30 4 1 4 5 66 | M V30 5 2 5 6 67 | M V30 6 1 1 6 68 | M V30 7 2 8 9 69 | M V30 8 1 9 10 70 | M V30 9 2 11 12 71 | M V30 10 1 8 12 72 | M V30 11 2 10 7 73 | M V30 12 1 7 11 74 | M V30 13 1 13 14 75 | M V30 14 1 10 13 76 | M V30 15 1 14 2 77 | M V30 16 1 1 7 78 | M V30 END BOND 79 | M V30 END CTAB 80 | M END 81 | -------------------------------------------------------------------------------- /Notebooks/data/aromatic_neighbors_mols.sdf: -------------------------------------------------------------------------------- 1 | 2 | Mrv2007 05282014022D 3 | 4 | 0 0 0 0 0 999 V3000 5 | M V30 BEGIN CTAB 6 | M V30 COUNTS 7 7 0 0 0 7 | M V30 BEGIN ATOM 8 | M V30 1 C -8.625 3.3317 0 0 9 | M V30 2 C -9.9587 2.5617 0 0 10 | M V30 3 C -9.9587 1.0216 0 0 11 | M V30 4 N -8.625 0.2516 0 0 12 | M V30 5 N -7.2913 1.0216 0 0 13 | M V30 6 C -7.2913 2.5617 0 0 14 | M V30 7 C -8.625 4.8717 0 0 15 | M V30 END ATOM 16 | M V30 BEGIN BOND 17 | M V30 1 1 1 2 18 | M V30 2 2 2 3 19 | M V30 3 1 3 4 20 | M V30 4 2 4 5 21 | M V30 5 1 5 6 22 | M V30 6 2 1 6 23 | M V30 7 1 1 7 24 | M V30 END BOND 25 | M V30 END CTAB 26 | M END 27 | $$$$ 28 | 29 | Mrv2007 05282014022D 30 | 31 | 0 0 0 0 0 999 V3000 32 | M V30 BEGIN CTAB 33 | M V30 COUNTS 8 8 0 0 0 34 | M V30 BEGIN ATOM 35 | M V30 1 C -8.625 3.3317 0 0 36 | M V30 2 C -9.9587 2.5617 0 0 37 | M V30 3 C -9.9587 1.0216 0 0 38 | M V30 4 N -8.625 0.2516 0 0 39 | M V30 5 N -7.2913 1.0216 0 0 40 | M V30 6 C -7.2913 2.5617 0 0 41 | M V30 7 C -8.625 4.8717 0 0 42 | M V30 8 C -7.2913 5.6417 0 0 43 | M V30 END ATOM 44 | M V30 BEGIN BOND 45 | M V30 1 1 1 2 46 | M V30 2 2 2 3 47 | M V30 3 1 3 4 48 | M V30 4 2 4 5 49 | M V30 5 1 5 6 50 | M V30 6 2 1 6 51 | M V30 7 1 1 7 52 | M V30 8 1 7 8 53 | M V30 END BOND 54 | M V30 END CTAB 55 | M END 56 | $$$$ 57 | 58 | Mrv2007 05282014042D 59 | 60 | 0 0 0 0 0 999 V3000 61 | M V30 BEGIN CTAB 62 | M V30 COUNTS 10 11 0 0 0 63 | M V30 BEGIN ATOM 64 | M V30 1 C -8.625 3.3317 0 0 65 | M V30 2 C -9.9587 2.5617 0 0 66 | M V30 3 C -9.9587 1.0216 0 0 67 | M V30 4 N -8.625 0.2516 0 0 68 | M V30 5 N -7.2913 1.0216 0 0 69 | M V30 6 C -7.2913 2.5617 0 0 70 | M V30 7 C -8.625 4.8717 0 0 71 | M V30 8 C -7.2913 5.6417 0 0 72 | M V30 9 C -5.9577 3.3317 0 0 73 | M V30 10 C -5.9577 4.8717 0 0 74 | M V30 END ATOM 75 | M V30 BEGIN BOND 76 | M V30 1 2 1 2 77 | M V30 2 1 2 3 78 | M V30 3 2 3 4 79 | M V30 4 1 4 5 80 | M V30 5 2 5 6 81 | M V30 6 1 1 6 82 | M V30 7 1 1 7 83 | M V30 8 1 7 8 84 | M V30 9 1 9 10 85 | M V30 10 1 8 10 86 | M V30 11 1 6 9 87 | M V30 END BOND 88 | M V30 END CTAB 89 | M END 90 | $$$$ 91 | 92 | Mrv2007 05282014042D 93 | 94 | 0 0 0 0 0 999 V3000 95 | M V30 BEGIN CTAB 96 | M V30 COUNTS 10 11 0 0 0 97 | M V30 BEGIN ATOM 98 | M V30 1 C -8.625 3.3317 0 0 99 | M V30 2 C -9.9587 2.5617 0 0 100 | M V30 3 C -9.9587 1.0216 0 0 101 | M V30 4 N -8.625 0.2516 0 0 102 | M V30 5 N -7.2913 1.0216 0 0 103 | M V30 6 C -7.2913 2.5617 0 0 104 | M V30 7 C -8.625 4.8717 0 0 105 | M V30 8 C -7.2913 5.6417 0 0 106 | M V30 9 C -5.9577 3.3317 0 0 107 | M V30 10 C -5.9577 4.8717 0 0 108 | M V30 END ATOM 109 | M V30 BEGIN BOND 110 | M V30 1 2 1 2 111 | M V30 2 1 2 3 112 | M V30 3 2 3 4 113 | M V30 4 1 4 5 114 | M V30 5 2 5 6 115 | M V30 6 1 1 6 116 | M V30 7 1 1 7 117 | M V30 8 2 9 10 118 | M V30 9 1 8 10 119 | M V30 10 1 6 9 120 | M V30 11 2 7 8 121 | M V30 END BOND 122 | M V30 END CTAB 123 | M END 124 | $$$$ 125 | 126 | Mrv2007 05282014052D 127 | 128 | 0 0 0 0 0 999 V3000 129 | M V30 BEGIN CTAB 130 | M V30 COUNTS 11 12 0 0 0 131 | M V30 BEGIN ATOM 132 | M V30 1 C -8.625 3.3317 0 0 133 | M V30 2 C -9.9587 2.5617 0 0 134 | M V30 3 C -9.9587 1.0216 0 0 135 | M V30 4 N -8.625 0.2516 0 0 136 | M V30 5 N -7.2913 1.0216 0 0 137 | M V30 6 C -7.2913 2.5617 0 0 138 | M V30 7 C -8.625 4.8717 0 0 139 | M V30 8 C -7.2913 5.6417 0 0 140 | M V30 9 C -5.9577 3.3317 0 0 141 | M V30 10 C -5.9577 4.8717 0 0 142 | M V30 11 C -9.9587 5.6417 0 0 143 | M V30 END ATOM 144 | M V30 BEGIN BOND 145 | M V30 1 2 1 2 146 | M V30 2 1 2 3 147 | M V30 3 2 3 4 148 | M V30 4 1 4 5 149 | M V30 5 2 5 6 150 | M V30 6 1 1 6 151 | M V30 7 1 1 7 152 | M V30 8 1 9 10 153 | M V30 9 1 8 10 154 | M V30 10 1 6 9 155 | M V30 11 1 7 8 156 | M V30 12 1 7 11 157 | M V30 END BOND 158 | M V30 END CTAB 159 | M END 160 | $$$$ 161 | 162 | Mrv2007 05282014042D 163 | 164 | 0 0 0 0 0 999 V3000 165 | M V30 BEGIN CTAB 166 | M V30 COUNTS 11 12 0 0 0 167 | M V30 BEGIN ATOM 168 | M V30 1 C -8.625 3.3317 0 0 169 | M V30 2 C -9.9587 2.5617 0 0 170 | M V30 3 C -9.9587 1.0216 0 0 171 | M V30 4 N -8.625 0.2516 0 0 172 | M V30 5 N -7.2913 1.0216 0 0 173 | M V30 6 C -7.2913 2.5617 0 0 174 | M V30 7 C -8.625 4.8717 0 0 175 | M V30 8 C -7.2913 5.6417 0 0 176 | M V30 9 C -5.9577 3.3317 0 0 177 | M V30 10 C -5.9577 4.8717 0 0 178 | M V30 11 C -9.9587 5.6417 0 0 179 | M V30 END ATOM 180 | M V30 BEGIN BOND 181 | M V30 1 2 1 2 182 | M V30 2 1 2 3 183 | M V30 3 2 3 4 184 | M V30 4 1 4 5 185 | M V30 5 2 5 6 186 | M V30 6 1 1 6 187 | M V30 7 1 1 7 188 | M V30 8 2 9 10 189 | M V30 9 1 8 10 190 | M V30 10 1 6 9 191 | M V30 11 2 7 8 192 | M V30 12 1 7 11 193 | M V30 END BOND 194 | M V30 END CTAB 195 | M END 196 | $$$$ 197 | 198 | Mrv2007 05282014072D 199 | 200 | 0 0 0 0 0 999 V3000 201 | M V30 BEGIN CTAB 202 | M V30 COUNTS 6 6 0 0 0 203 | M V30 BEGIN ATOM 204 | M V30 1 N -6.6667 0.9767 0 0 205 | M V30 2 C -7.9125 0.0714 0 0 206 | M V30 3 C -7.4367 -1.3931 0 0 207 | M V30 4 C -5.8967 -1.3931 0 0 208 | M V30 5 C -5.4208 0.0714 0 0 209 | M V30 6 C -3.9562 0.5473 0 0 210 | M V30 END ATOM 211 | M V30 BEGIN BOND 212 | M V30 1 1 1 2 213 | M V30 2 2 2 3 214 | M V30 3 1 3 4 215 | M V30 4 2 4 5 216 | M V30 5 1 1 5 217 | M V30 6 1 5 6 218 | M V30 END BOND 219 | M V30 END CTAB 220 | M END 221 | $$$$ 222 | 223 | Mrv2007 05282014072D 224 | 225 | 0 0 0 0 0 999 V3000 226 | M V30 BEGIN CTAB 227 | M V30 COUNTS 7 7 0 0 0 228 | M V30 BEGIN ATOM 229 | M V30 1 N -6.6667 0.9767 0 0 230 | M V30 2 C -7.9125 0.0714 0 0 231 | M V30 3 C -7.4367 -1.3931 0 0 232 | M V30 4 C -5.8967 -1.3931 0 0 233 | M V30 5 C -5.4208 0.0714 0 0 234 | M V30 6 C -3.9562 0.5473 0 0 235 | M V30 7 C -3.636 2.0537 0 0 236 | M V30 END ATOM 237 | M V30 BEGIN BOND 238 | M V30 1 1 1 2 239 | M V30 2 2 2 3 240 | M V30 3 1 3 4 241 | M V30 4 2 4 5 242 | M V30 5 1 1 5 243 | M V30 6 1 5 6 244 | M V30 7 1 6 7 245 | M V30 END BOND 246 | M V30 END CTAB 247 | M END 248 | $$$$ 249 | 250 | Mrv2007 05282014082D 251 | 252 | 0 0 0 0 0 999 V3000 253 | M V30 BEGIN CTAB 254 | M V30 COUNTS 9 10 0 0 0 255 | M V30 BEGIN ATOM 256 | M V30 1 N -6.6667 0.9767 0 0 257 | M V30 2 C -7.9125 0.0714 0 0 258 | M V30 3 C -7.4367 -1.3931 0 0 259 | M V30 4 C -5.8967 -1.3931 0 0 260 | M V30 5 C -5.4208 0.0714 0 0 261 | M V30 6 C -3.9042 0.3389 0 0 262 | M V30 7 C -4.9576 -2.5554 0 0 263 | M V30 8 C -3.441 -2.288 0 0 264 | M V30 9 C -2.9143 -0.8408 0 0 265 | M V30 END ATOM 266 | M V30 BEGIN BOND 267 | M V30 1 1 1 2 268 | M V30 2 2 2 3 269 | M V30 3 1 3 4 270 | M V30 4 2 4 5 271 | M V30 5 1 1 5 272 | M V30 6 2 7 8 273 | M V30 7 1 8 9 274 | M V30 8 2 6 9 275 | M V30 9 1 6 5 276 | M V30 10 1 4 7 277 | M V30 END BOND 278 | M V30 END CTAB 279 | M END 280 | $$$$ 281 | 282 | Mrv2007 05282014082D 283 | 284 | 0 0 0 0 0 999 V3000 285 | M V30 BEGIN CTAB 286 | M V30 COUNTS 9 10 0 0 0 287 | M V30 BEGIN ATOM 288 | M V30 1 N -6.6667 0.9767 0 0 289 | M V30 2 C -7.9125 0.0714 0 0 290 | M V30 3 C -7.4367 -1.3931 0 0 291 | M V30 4 C -5.8967 -1.3931 0 0 292 | M V30 5 C -5.4208 0.0714 0 0 293 | M V30 6 C -3.9042 0.3389 0 0 294 | M V30 7 C -4.9576 -2.5554 0 0 295 | M V30 8 C -3.441 -2.288 0 0 296 | M V30 9 C -2.9143 -0.8408 0 0 297 | M V30 END ATOM 298 | M V30 BEGIN BOND 299 | M V30 1 1 1 2 300 | M V30 2 2 2 3 301 | M V30 3 1 3 4 302 | M V30 4 2 4 5 303 | M V30 5 1 1 5 304 | M V30 6 1 7 8 305 | M V30 7 1 8 9 306 | M V30 8 1 6 9 307 | M V30 9 1 6 5 308 | M V30 10 1 4 7 309 | M V30 END BOND 310 | M V30 END CTAB 311 | M END 312 | -------------------------------------------------------------------------------- /Notebooks/data/aromatic_neighbors_queries.sdf: -------------------------------------------------------------------------------- 1 | 2 | Mrv2007 05282014022D 3 | 4 | 0 0 0 0 0 999 V3000 5 | M V30 BEGIN CTAB 6 | M V30 COUNTS 7 7 0 0 0 7 | M V30 BEGIN ATOM 8 | M V30 1 C -8.625 3.3317 0 0 9 | M V30 2 C -9.9587 2.5617 0 0 10 | M V30 3 C -9.9587 1.0216 0 0 11 | M V30 4 N -8.625 0.2516 0 0 12 | M V30 5 N -7.2913 1.0216 0 0 13 | M V30 6 C -7.2913 2.5617 0 0 14 | M V30 7 C -8.625 4.8717 0 0 15 | M V30 END ATOM 16 | M V30 BEGIN BOND 17 | M V30 1 1 1 2 18 | M V30 2 2 2 3 19 | M V30 3 1 3 4 20 | M V30 4 2 4 5 21 | M V30 5 1 5 6 22 | M V30 6 2 1 6 23 | M V30 7 1 1 7 24 | M V30 END BOND 25 | M V30 END CTAB 26 | M END 27 | $$$$ 28 | 29 | Mrv2007 05282014022D 30 | 31 | 0 0 0 0 0 999 V3000 32 | M V30 BEGIN CTAB 33 | M V30 COUNTS 8 8 0 0 0 34 | M V30 BEGIN ATOM 35 | M V30 1 C -8.625 3.3317 0 0 36 | M V30 2 C -9.9587 2.5617 0 0 37 | M V30 3 C -9.9587 1.0216 0 0 38 | M V30 4 N -8.625 0.2516 0 0 39 | M V30 5 N -7.2913 1.0216 0 0 40 | M V30 6 C -7.2913 2.5617 0 0 41 | M V30 7 C -8.625 4.8717 0 0 42 | M V30 8 C -7.2913 5.6417 0 0 43 | M V30 END ATOM 44 | M V30 BEGIN BOND 45 | M V30 1 1 1 2 46 | M V30 2 2 2 3 47 | M V30 3 1 3 4 48 | M V30 4 2 4 5 49 | M V30 5 1 5 6 50 | M V30 6 2 1 6 51 | M V30 7 1 1 7 52 | M V30 8 1 7 8 53 | M V30 END BOND 54 | M V30 END CTAB 55 | M END 56 | $$$$ 57 | 58 | Mrv2007 05282014072D 59 | 60 | 0 0 0 0 0 999 V3000 61 | M V30 BEGIN CTAB 62 | M V30 COUNTS 6 6 0 0 0 63 | M V30 BEGIN ATOM 64 | M V30 1 N -6.6667 0.9767 0 0 65 | M V30 2 C -7.9125 0.0714 0 0 66 | M V30 3 C -7.4367 -1.3931 0 0 67 | M V30 4 C -5.8967 -1.3931 0 0 68 | M V30 5 C -5.4208 0.0714 0 0 69 | M V30 6 C -3.9562 0.5473 0 0 70 | M V30 END ATOM 71 | M V30 BEGIN BOND 72 | M V30 1 1 1 2 73 | M V30 2 2 2 3 74 | M V30 3 1 3 4 75 | M V30 4 2 4 5 76 | M V30 5 1 1 5 77 | M V30 6 1 5 6 78 | M V30 END BOND 79 | M V30 END CTAB 80 | M END 81 | $$$$ 82 | 83 | Mrv2007 05282014072D 84 | 85 | 0 0 0 0 0 999 V3000 86 | M V30 BEGIN CTAB 87 | M V30 COUNTS 7 7 0 0 0 88 | M V30 BEGIN ATOM 89 | M V30 1 N -6.6667 0.9767 0 0 90 | M V30 2 C -7.9125 0.0714 0 0 91 | M V30 3 C -7.4367 -1.3931 0 0 92 | M V30 4 C -5.8967 -1.3931 0 0 93 | M V30 5 C -5.4208 0.0714 0 0 94 | M V30 6 C -3.9562 0.5473 0 0 95 | M V30 7 C -3.636 2.0537 0 0 96 | M V30 END ATOM 97 | M V30 BEGIN BOND 98 | M V30 1 1 1 2 99 | M V30 2 2 2 3 100 | M V30 3 1 3 4 101 | M V30 4 2 4 5 102 | M V30 5 1 1 5 103 | M V30 6 1 5 6 104 | M V30 7 1 6 7 105 | M V30 END BOND 106 | M V30 END CTAB 107 | M END 108 | $$$$ -------------------------------------------------------------------------------- /Notebooks/data/drugcentral_filtered.tsv: -------------------------------------------------------------------------------- 1 | SMILES InChI InChIKey ID INN CAS_RN 2 | CCCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)/t16-/m0/s1 LEBVLXFERQHONN-INIZCTEOSA-N 4 levobupivacaine 27262-47-1 3 | COC(=O)C1=C(C)NC(C)=C([C@H]1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OCCN(C)CC1=CC=CC=C1 InChI=1S/C26H29N3O6/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19/h5-12,15,24,27H,13-14,16H2,1-4H3/t24-/m0/s1 ZBBHBTPTTSWHBA-DEOSSOPVSA-N 5 (S)-nicardipine 76093-36-2 4 | CCOC(=O)C1=C(C)NC(C)=C([C@@H]1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC InChI=1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3/t16-/m0/s1 PVHUJELLJLJGLN-INIZCTEOSA-N 6 (S)-nitrendipine 80873-62-7 5 | C[C@@H](CCC1=CC=C(O)C=C1)NCCC1=CC=C(O)C(O)=C1 InChI=1S/C18H23NO3/c1-13(2-3-14-4-7-16(20)8-5-14)19-11-10-15-6-9-17(21)18(22)12-15/h4-9,12-13,19-22H,2-3,10-11H2,1H3/t13-/m0/s1 JRWZLRBJNMZMFE-ZDUSSCGKSA-N 13 levdobutamine 61661-06-1 6 | NC1=NC2=NC=C(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N=C2C(N)=N1 InChI=1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27)/t12-/m0/s1 TVZGACDUOSZQKY-LBPRGKRZSA-N 21 aminopterin 54-62-6 7 | NCC1=CC=C(C=C1)C(O)=O InChI=1S/C8H9NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5,9H2,(H,10,11) QCTBMLYLENLHLA-UHFFFAOYSA-N 22 aminomethylbenzoic acid 56-91-7 8 | OC(=O)CCCC1=CC=CC=C1 InChI=1S/C10H12O2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H,11,12) OBKXEAXTFZPCHS-UHFFFAOYSA-N 24 phenylbutanoic acid 1821-12-1 9 | NC1=NC(=O)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1 NMUSYJAQQFHJEW-KVTDHHQDSA-N 25 azacitidine 320-67-2 10 | FC1=CNC(=O)NC1=O InChI=1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9) GHASVSINZRGABV-UHFFFAOYSA-N 26 fluorouracil 51-21-8 11 | CC(=O)OC[C@H]1O[C@H]([C@H](OC(C)=O)[C@@H]1OC(C)=O)N1N=CC(=O)NC1=O InChI=1S/C14H17N3O9/c1-6(18)23-5-9-11(24-7(2)19)12(25-8(3)20)13(26-9)17-14(22)16-10(21)4-15-17/h4,9,11-13H,5H2,1-3H3,(H,16,21,22)/t9-,11-,12-,13-/m1/s1 QQOBRRFOVWGIMD-OJAKKHQRSA-N 27 azaribine 2169-64-4 12 | COC1=C2OC=CC2=CC2=C1OC(=O)C=C2 InChI=1S/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3 QXKHYNVANLEOEG-UHFFFAOYSA-N 30 methoxsalen 298-81-7 13 | CC(=O)OCC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C InChI=1S/C23H34O4/c1-14(24)27-13-21(26)20-7-6-18-17-5-4-15-12-16(25)8-10-22(15,2)19(17)9-11-23(18,20)3/h4,16-20,25H,5-13H2,1-3H3/t16-,17-,18-,19-,20+,22-,23-/m0/s1 MDJRZSNPHZEMJH-MTMZYOSNSA-N 33 artisone acetate 566-78-9 14 | NC1=NC(NC2CC2)=C2N=CN([C@@H]3C[C@H](CO)C=C3)C2=N1 InChI=1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m1/s1 MCGSCOLBFJQGHM-SCZZXKLOSA-N 34 abacavir 136470-78-5 15 | NC(=O)C1=C(N)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1 RTRQQBHATOEIAF-UUOKFMHZSA-N 37 acadesine 2627-69-2 16 | CC(=O)NCCCS(O)(=O)=O InChI=1S/C5H11NO4S/c1-5(7)6-3-2-4-11(8,9)10/h2-4H2,1H3,(H,6,7)(H,8,9,10) AFCGFAGUEYAMAO-UHFFFAOYSA-N 38 acamprosate 77337-76-9 17 | CCCC(=O)NC1=CC(C(C)=O)=C(OCC(O)CNC(C)C)C=C1 InChI=1S/C18H28N2O4/c1-5-6-18(23)20-14-7-8-17(16(9-14)13(4)21)24-11-15(22)10-19-12(2)3/h7-9,12,15,19,22H,5-6,10-11H2,1-4H3,(H,20,23) GOEMGAFJFRBGGG-UHFFFAOYSA-N 40 acebutolol 37517-30-9 18 | CCC(Br)(CC)C(=O)NC(=O)NC(C)=O InChI=1S/C9H15BrN2O3/c1-4-9(10,5-2)7(14)12-8(15)11-6(3)13/h4-5H2,1-3H3,(H2,11,12,13,14,15) SAZUGELZHZOXHB-UHFFFAOYSA-N 42 acecarbromal 77-66-7 19 | OC(=O)COC(=O)CC1=C(NC2=C(Cl)C=CC=C2Cl)C=CC=C1 InChI=1S/C16H13Cl2NO4/c17-11-5-3-6-12(18)16(11)19-13-7-2-1-4-10(13)8-15(22)23-9-14(20)21/h1-7,19H,8-9H2,(H,20,21) MNIPYSSQXLZQLJ-UHFFFAOYSA-N 43 aceclofenac 89796-99-6 20 | NC1=CC=C(C=C1)S(=O)(=O)C1=CC=C(NCC(O)=O)C=C1 InChI=1S/C14H14N2O4S/c15-10-1-5-12(6-2-10)21(19,20)13-7-3-11(4-8-13)16-9-14(17)18/h1-8,16H,9,15H2,(H,17,18) FKKUMFTYSTZUJG-UHFFFAOYSA-N 44 acediasulfone 80-03-5 21 | CC(=O)O[C@H]1[C@H]2OC(=O)[C@H](OC(C)=O)[C@H]2OC1=O InChI=1S/C10H10O8/c1-3(11)15-7-5-6(18-9(7)13)8(10(14)17-5)16-4(2)12/h5-8H,1-2H3/t5-,6-,7-,8+/m0/s1 ZOZKYEHVNDEUCO-DKXJUACHSA-N 45 aceglatone 642-83-1 22 | CC(=O)N[C@@H](CCC(N)=O)C(O)=O InChI=1S/C7H12N2O4/c1-4(10)9-5(7(12)13)2-3-6(8)11/h5H,2-3H2,1H3,(H2,8,11)(H,9,10)(H,12,13)/t5-/m0/s1 KSMRODHGGIIXDV-YFKPBYRVSA-N 46 aceglutamide 2490-97-3 23 | COC1=CC2=C(C=C1)N(C(=O)C1=CC=C(Cl)C=C1)C(C)=C2CC(=O)OCC(O)=O InChI=1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25) FSQKKOOTNAMONP-UHFFFAOYSA-N 47 acemetacin 53164-05-9 24 | CC(=O)CC(C1=CC=C(C=C1)[N+]([O-])=O)C1=C(O)C2=C(OC1=O)C=CC=C2 InChI=1S/C19H15NO6/c1-11(21)10-15(12-6-8-13(9-7-12)20(24)25)17-18(22)14-4-2-3-5-16(14)26-19(17)23/h2-9,15,22H,10H2,1H3 VABCILAOYCMVPS-UHFFFAOYSA-N 48 acenocoumarol 152-72-7 25 | CN1C2=C(N(CC(O)=O)C=N2)C(=O)N(C)C1=O InChI=1S/C9H10N4O4/c1-11-7-6(8(16)12(2)9(11)17)13(4-10-7)3-5(14)15/h4H,3H2,1-2H3,(H,14,15) HCYFGRCYSCXKNQ-UHFFFAOYSA-N 49 acefylline 652-37-9 26 | CC(CN1C2=CC=CC=C2SC2=C1C=C(C=C2)C(C)=O)N(C)C InChI=1S/C19H22N2OS/c1-13(20(3)4)12-21-16-7-5-6-8-18(16)23-19-10-9-15(14(2)22)11-17(19)21/h5-11,13H,12H2,1-4H3 XLOQNFNTQIRSOX-UHFFFAOYSA-N 50 aceprometazine 13461-01-3 27 | CCN(CC)C(=O)COC1=C(OC)C=C(CC=C)C=C1 InChI=1S/C16H23NO3/c1-5-8-13-9-10-14(15(11-13)19-4)20-12-16(18)17(6-2)7-3/h5,9-11H,1,6-8,12H2,2-4H3 AXNKGLDCLYLVLQ-UHFFFAOYSA-N 51 acetamidoeugenol 305-13-5 28 | CC(=O)NC1=CC=C(O)C=C1 InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10) RZVAJINKPMORJF-UHFFFAOYSA-N 52 paracetamol 103-90-2 29 | CC(=O)NC1=CC=C(OC(=O)C2=C(O)C=CC=C2)C=C1 InChI=1S/C15H13NO4/c1-10(17)16-11-6-8-12(9-7-11)20-15(19)13-4-2-3-5-14(13)18/h2-9,18H,1H3,(H,16,17) TWIIVLKQFJBFPW-UHFFFAOYSA-N 53 acetaminosalol 118-57-0 30 | CC(=O)NC1=CC=CC=C1 InChI=1S/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10) FZERHIULMFGESH-UHFFFAOYSA-N 54 acetanilide 103-84-4 31 | CC(=O)NC1=CC(=CC=C1O)[As](O)(O)=O InChI=1S/C8H10AsNO5/c1-5(11)10-7-4-6(9(13,14)15)2-3-8(7)12/h2-4,12H,1H3,(H,10,11)(H2,13,14,15) ODFJOVXVLFUVNQ-UHFFFAOYSA-N 55 acetarsol 97-44-9 32 | CC(=O)NC1=NN=C(S1)S(N)(=O)=O InChI=1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H2,5,10,11)(H,6,7,9) BZKPWHYZMXOIDC-UHFFFAOYSA-N 56 acetazolamide 59-66-5 33 | CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1 InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19) VGZSUPCWNCWDAN-UHFFFAOYSA-N 57 acetohexamide 968-81-0 34 | CC(=O)NO InChI=1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4) RRUDCFGSUDOHDG-UHFFFAOYSA-N 58 acetohydroxamic acid 546-88-3 35 | CC(=O)C1=CC=C2SC3=CC=CC=C3N(CCCN3CCN(CCO)CC3)C2=C1 InChI=1S/C23H29N3O2S/c1-18(28)19-7-8-23-21(17-19)26(20-5-2-3-6-22(20)29-23)10-4-9-24-11-13-25(14-12-24)15-16-27/h2-3,5-8,17,27H,4,9-16H2,1H3 WNTYBHLDCKXEOT-UHFFFAOYSA-N 59 acetophenazine 2751-68-0 36 | CC(=O)SCC(CC1=CC=CC=C1)C(=O)NCC(=O)OCC1=CC=CC=C1 InChI=1S/C21H23NO4S/c1-16(23)27-15-19(12-17-8-4-2-5-9-17)21(25)22-13-20(24)26-14-18-10-6-3-7-11-18/h2-11,19H,12-15H2,1H3,(H,22,25) ODUOJXZPIYUATO-UHFFFAOYSA-N 60 racecadotril 81110-73-8 37 | CC(=O)NS(=O)(=O)C1=C(C=CC(N)=C1)S(=O)(=O)C1=CC=C(N)C=C1 InChI=1S/C14H15N3O5S2/c1-9(18)17-24(21,22)14-8-11(16)4-7-13(14)23(19,20)12-5-2-10(15)3-6-12/h2-8H,15-16H2,1H3,(H,17,18) RAMPGXSXWLFXFU-UHFFFAOYSA-N 61 sulfadiasulfone 80-80-8 38 | CC(=O)O[C@H]1CC[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2C(=O)C=C2[C@@H]4C[C@](C)(CC[C@]4(C)CC[C@@]32C)C(O)=O)C1(C)C InChI=1S/C32H48O5/c1-19(33)37-24-10-11-30(6)23(27(24,2)3)9-12-32(8)25(30)22(34)17-20-21-18-29(5,26(35)36)14-13-28(21,4)15-16-31(20,32)7/h17,21,23-25H,9-16,18H2,1-8H3,(H,35,36)/t21-,23-,24-,25+,28+,29-,30-,31+,32+/m0/s1 FTQDJVZNPJRVPG-XWEVEMRCSA-N 62 acetoxolone 6277-14-1 39 | CC(=O)NC1=C(I)C(C(O)=O)=C(I)C=C1I InChI=1S/C9H6I3NO3/c1-3(14)13-8-5(11)2-4(10)6(7(8)12)9(15)16/h2H,1H3,(H,13,14)(H,15,16) GNOGSFBXBWBTIG-UHFFFAOYSA-N 63 acetrizoic acid 85-36-9 40 | CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C InChI=1S/C9H17NO4/c1-7(11)14-8(5-9(12)13)6-10(2,3)4/h8H,5-6H2,1-4H3/t8-/m1/s1 RDHQFKQIGNGIED-MRVPVSSYSA-N 64 acetylcarnitine 3040-38-8 41 | CC(=O)OCC[N+](C)(C)C InChI=1S/C7H16NO2/c1-7(9)10-6-5-8(2,3)4/h5-6H2,1-4H3/q+1 OIPILFWXSMYKGL-UHFFFAOYSA-N 65 acetylcholine 51-84-3 42 | CC(=O)N[C@@H](CS)C(O)=O InChI=1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m0/s1 PWKSKIMOESPYIA-BYPYZUCNSA-N 66 acetylcysteine 616-91-1 43 | COC1=CC=C2C[C@@H]3[C@@H]4CC[C@H](OC(C)=O)[C@@H]5OC1=C2[C@]45CCN3C InChI=1S/C20H25NO4/c1-11(22)24-16-7-5-13-14-10-12-4-6-15(23-3)18-17(12)20(13,19(16)25-18)8-9-21(14)2/h4,6,13-14,16,19H,5,7-10H2,1-3H3/t13-,14+,16-,19-,20-/m0/s1 LGGDXXJAGWBUSL-BKRJIHRRSA-N 69 acetyldihydrocodeine 3861-72-1 44 | NC1=NN=C(\C=C\C2=CC=C(O2)[N+]([O-])=O)C=N1 InChI=1S/C9H7N5O3/c10-9-11-5-6(12-13-9)1-2-7-3-4-8(17-7)14(15)16/h1-5H,(H2,10,11,13)/b2-1+ RWOLIGKRDWLZSV-OWOJBTEDSA-N 70 furalazine 1789-26-0 45 | CC(C)CC(NC(C)=O)C(O)=O InChI=1S/C8H15NO3/c1-5(2)4-7(8(11)12)9-6(3)10/h5,7H,4H2,1-3H3,(H,9,10)(H,11,12) WXNXCEHXYPACJF-UHFFFAOYSA-N 71 acetylleucine 99-15-0 46 | CCC(C(=O)NC(=O)NC(C)=O)C1=CC=CC=C1 InChI=1S/C13H16N2O3/c1-3-11(10-7-5-4-6-8-10)12(17)15-13(18)14-9(2)16/h4-8,11H,3H2,1-2H3,(H2,14,15,16,17,18) GBPZSCQLDXUGNO-UHFFFAOYSA-N 72 acetylpheneturide 13402-08-9 47 | CN(C)CCCN1C2=CC=CC=C2SC2=CC=C(C=C12)C(C)=O InChI=1S/C19H22N2OS/c1-14(22)15-9-10-19-17(13-15)21(12-6-11-20(2)3)16-7-4-5-8-18(16)23-19/h4-5,7-10,13H,6,11-12H2,1-3H3 NOSIYYJFMPDDSA-UHFFFAOYSA-N 73 acepromazine 61-00-7 48 | CC(=O)OC1=CC=CC=C1C(O)=O InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12) BSYNRYMUTXBXSQ-UHFFFAOYSA-N 74 acetylsalicylic acid 50-78-2 49 | CC1=CN=C(C=[N+]1[O-])C(O)=O InChI=1S/C6H6N2O3/c1-4-2-7-5(6(9)10)3-8(4)11/h2-3H,1H3,(H,9,10) DJQOOSBJCLSSEY-UHFFFAOYSA-N 76 acipimox 51037-30-0 50 | OC(=O)C(=O)NC1=CC=CC(=C1)C1=NN=NN1 InChI=1S/C9H7N5O3/c15-8(9(16)17)10-6-3-1-2-5(4-6)7-11-13-14-12-7/h1-4H,(H,10,15)(H,16,17)(H,11,12,13,14) VWQZJJZGISNFOE-UHFFFAOYSA-N 77 acitazanolast 114607-46-4 51 | COC1=C(C)C(C)=C(\C=C\C(\C)=C\C=C\C(\C)=C\C(O)=O)C(C)=C1 InChI=1S/C21H26O3/c1-14(8-7-9-15(2)12-21(22)23)10-11-19-16(3)13-20(24-6)18(5)17(19)4/h7-13H,1-6H3,(H,22,23)/b9-7+,11-10+,14-8+,15-12+ IHUNBGSDBOWDMA-AQFIFDHZSA-N 78 acitretin 55079-83-9 52 | CC(OC(C)=O)C(=O)OCC[N+](C)(C)C InChI=1S/C10H20NO4/c1-8(15-9(2)12)10(13)14-7-6-11(3,4)5/h8H,6-7H2,1-5H3/q+1 SRZGFCNCQUMTCP-UHFFFAOYSA-N 81 aclatonium 55077-25-3 53 | CC1=CC=C(C=C1)C(=C/CN1CCCC1)\C1=CC=CC(\C=C\C(O)=O)=N1 InChI=1S/C22H24N2O2/c1-17-7-9-18(10-8-17)20(13-16-24-14-2-3-15-24)21-6-4-5-19(23-21)11-12-22(25)26/h4-13H,2-3,14-16H2,1H3,(H,25,26)/b12-11+,20-13+ PWACSDKDOHSSQD-IUTFFREVSA-N 82 acrivastine 87848-99-5 54 | CCN1C=C(C(O)=O)C(=O)C2=CC=C(C=C12)C1=CC=NC=C1 InChI=1S/C17H14N2O3/c1-2-19-10-14(17(21)22)16(20)13-4-3-12(9-15(13)19)11-5-7-18-8-6-11/h3-10H,2H2,1H3,(H,21,22) XBPZXDSZHPDXQU-UHFFFAOYSA-N 83 rosoxacin 40034-42-2 55 | CC(=O)NC1=CC=C(CC(O)=O)C=C1 InChI=1S/C10H11NO3/c1-7(12)11-9-4-2-8(3-5-9)6-10(13)14/h2-5H,6H2,1H3,(H,11,12)(H,13,14) MROJXXOCABQVEF-UHFFFAOYSA-N 84 actarit 18699-02-0 56 | NC1=NC2=C(N=CN2COCCO)C(=O)N1 InChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15) MKUXAQIIEYXACX-UHFFFAOYSA-N 85 aciclovir 59277-89-3 57 | CN(CC1=C(NC(C)=O)C(Br)=CC(Br)=C1)C12CC3CC(CC(C3)C1)C2 InChI=1S/C20H26Br2N2O/c1-12(25)23-19-16(6-17(21)7-18(19)22)11-24(2)20-8-13-3-14(9-20)5-15(4-13)10-20/h6-7,13-15H,3-5,8-11H2,1-2H3,(H,23,25) HJJAXSOTUNRQSF-UHFFFAOYSA-N 86 adamexine 54785-02-3 58 | COC1=CC=C(C=C1C12CC3CC(CC(C3)C1)C2)C1=CC=C2C=C(C=CC2=C1)C(O)=O InChI=1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30) LZCDAPDGXCYOEH-UHFFFAOYSA-N 87 adapalene 106685-40-9 59 | CC(C)(C)C(=O)OCOP(=O)(COCCN1C=NC2=C1N=CN=C2N)OCOC(=O)C(C)(C)C InChI=1S/C20H32N5O8P/c1-19(2,3)17(26)30-11-32-34(28,33-12-31-18(27)20(4,5)6)13-29-8-7-25-10-24-14-15(21)22-9-23-16(14)25/h9-10H,7-8,11-13H2,1-6H3,(H2,21,22,23) WOZSCQDILHKSGG-UHFFFAOYSA-N 88 adefovir dipivoxil 142340-99-6 60 | NC1=NC=NC2=C1NC=N2 InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) GFFGJBXGBJISGV-UHFFFAOYSA-N 89 adenine 73-24-5 61 | NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1 InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 OIRDTQYFTABQOQ-KQYNXXCUSA-N 90 adenosine 58-61-7 62 | NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ZKHQWZAMYRWXGA-KQYNXXCUSA-N 91 adenosine triphosphate 56-65-5 63 | NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 UDMBCSSLTHHNCD-KQYNXXCUSA-N 92 adenosine phosphate 61-19-8 64 | CN(C)CC1=NN=C2CN=C(C3=CC=CC=C3)C3=CC(Cl)=CC=C3N12 InChI=1S/C19H18ClN5/c1-24(2)12-18-23-22-17-11-21-19(13-6-4-3-5-7-13)15-10-14(20)8-9-16(15)25(17)18/h3-10H,11-12H2,1-2H3 GJSLOMWRLALDCT-UHFFFAOYSA-N 93 adinazolam 37115-32-5 65 | CCN(CC)CCOC(=O)C(C1=CC=CC=C1)C1=CC=CC=C1 InChI=1S/C20H25NO2/c1-3-21(4-2)15-16-23-20(22)19(17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14,19H,3-4,15-16H2,1-2H3 JGOAIQNSOGZNBX-UHFFFAOYSA-N 94 adiphenine 64-95-9 66 | ONC(=O)CS(=O)C(C1=CC=CC=C1)C1=CC=CC=C1 InChI=1S/C15H15NO3S/c17-14(16-18)11-20(19)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15,18H,11H2,(H,16,17) CGNMLOKEMNBUAI-UHFFFAOYSA-N 95 adrafinil 63547-13-7 67 | CNCC(=O)C1=CC(O)=C(O)C=C1 InChI=1S/C9H11NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,10-12H,5H2,1H3 PZMVOUYYNKPMSI-UHFFFAOYSA-N 96 adrenalone 99-45-6 68 | CC1=CC=CC=C1N1C(CF)=NC2=C(C=C(N)C=C2)C1=O InChI=1S/C16H14FN3O/c1-10-4-2-3-5-14(10)20-15(9-17)19-13-7-6-11(18)8-12(13)16(20)21/h2-8H,9,18H2,1H3 VDOSWXIDETXFET-UHFFFAOYSA-N 98 afloqualone 56287-74-2 69 | COC1=CC2=C(C=CC=C2CCNC(C)=O)C=C1 InChI=1S/C15H17NO2/c1-11(17)16-9-8-13-5-3-4-12-6-7-14(18-2)10-15(12)13/h3-7,10H,8-9H2,1-2H3,(H,16,17) YJYPHIXNFHFHND-UHFFFAOYSA-N 99 agomelatine 138112-76-2 70 | CC[C@H]1[C@@H]2C[C@H]3[C@@H]4N(C)C5=CC=CC=C5[C@]44C[C@@H]([C@H]2[C@H]4O)N3[C@@H]1O InChI=1S/C20H26N2O2/c1-3-10-11-8-14-17-20(12-6-4-5-7-13(12)21(17)2)9-15(16(11)18(20)23)22(14)19(10)24/h4-7,10-11,14-19,23-24H,3,8-9H2,1-2H3/t10-,11-,14-,15-,16-,17-,18+,19+,20+/m0/s1 CJDRUOGAGYHKKD-RQBLFBSQSA-N 100 ajmaline 4360-12-7 71 | C[C@H](CSC(C)=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O InChI=1S/C20H26N2O5S/c1-13(12-28-14(2)23)19(25)22-10-6-9-17(22)18(24)21-16(20(26)27)11-15-7-4-3-5-8-15/h3-5,7-8,13,16-17H,6,9-12H2,1-2H3,(H,21,24)(H,26,27)/t13-,16+,17+/m1/s1 FHHHOYXPRDYHEZ-COXVUDFISA-N 101 alacepril 74258-86-9 72 | C[C@H](N)C(=O)N[C@@H](C)C(=O)N[C@@H]1[C@H]2CN(C[C@@H]12)C1=C(F)C=C2C(=O)C(=CN(C3=C(F)C=C(F)C=C3)C2=N1)C(O)=O InChI=1S/C26H25F3N6O5/c1-10(30)24(37)31-11(2)25(38)32-20-14-7-34(8-15(14)20)23-18(29)6-13-21(36)16(26(39)40)9-35(22(13)33-23)19-4-3-12(27)5-17(19)28/h3-6,9-11,14-15,20H,7-8,30H2,1-2H3,(H,31,37)(H,32,38)(H,39,40)/t10-,11-,14-,15+,20+/m0/s1 UUZPPAMZDFLUHD-VUJLHGSVSA-N 102 alatrofloxacin 146961-76-4 73 | CCCSC1=CC2=C(C=C1)N=C(NC(=O)OC)N2 InChI=1S/C12H15N3O2S/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16) HXHWSAZORRCQMX-UHFFFAOYSA-N 103 albendazole 54965-21-8 74 | CCCS(=O)C1=CC=C2N=C(NC(=O)OC)NC2=C1 InChI=1S/C12H15N3O3S/c1-3-6-19(17)8-4-5-9-10(7-8)14-11(13-9)15-12(16)18-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16) VXTGHWHFYNYFFV-UHFFFAOYSA-N 104 albendazole sulfoxide 54029-12-8 75 | CC(C)(C)NCC(O)C1=CC(CO)=C(O)C=C1 InChI=1S/C13H21NO3/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15/h4-6,12,14-17H,7-8H2,1-3H3 NDAUXUAQIAJITI-UHFFFAOYSA-N 105 salbutamol 18559-94-9 76 | CC(C)CC1NC(=S)N(CC=C)C1=O InChI=1S/C10H16N2OS/c1-4-5-12-9(13)8(6-7(2)3)11-10(12)14/h4,7-8H,1,5-6H2,2-3H3,(H,11,14) RATGSRSDPNECNO-UHFFFAOYSA-N 106 albutoin 830-89-7 77 | OC(=O)CC1=CC(Cl)=C(OCC=C)C=C1 InChI=1S/C11H11ClO3/c1-2-5-15-10-4-3-8(6-9(10)12)7-11(13)14/h2-4,6H,1,5,7H2,(H,13,14) ARHWPKZXBHOEEE-UHFFFAOYSA-N 107 alclofenac 22131-79-9 78 | C[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CC[C@H](C(=O)CO)[C@]3(C[C@H](O)[C@H]21)C=O InChI=1S/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1 PQSUYGKTWSAVDQ-ZVIOFETBSA-N 111 aldosterone 52-39-1 79 | NCCCC(O)(P(O)(O)=O)P(O)(O)=O InChI=1S/C4H13NO7P2/c5-3-1-2-4(6,13(7,8)9)14(10,11)12/h6H,1-3,5H2,(H2,7,8,9)(H2,10,11,12) OGSPWJRAVKPPFI-UHFFFAOYSA-N 112 alendronic acid 66376-36-1 80 | CCCCC(CC)CNC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NCC(CC)CCCC InChI=1S/C26H56N10/c1-5-9-15-21(7-3)19-33-25(29)35-23(27)31-17-13-11-12-14-18-32-24(28)36-26(30)34-20-22(8-4)16-10-6-2/h21-22H,5-20H2,1-4H3,(H5,27,29,31,33,35)(H5,28,30,32,34,36) LFVVNPBBFUSSHL-UHFFFAOYSA-N 113 alexidine 22573-93-9 81 | CCN1N=NN(CCN2CCC(COC)(CC2)N(C(=O)CC)C2=CC=CC=C2)C1=O InChI=1S/C21H32N6O3/c1-4-19(28)27(18-9-7-6-8-10-18)21(17-30-3)11-13-24(14-12-21)15-16-26-20(29)25(5-2)22-23-26/h6-10H,4-5,11-17H2,1-3H3 IDBPHNDTYPBSNI-UHFFFAOYSA-N 114 alfentanil 71195-58-9 82 | COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N(C)CCCNC(=O)C1CCCO1 InChI=1S/C19H27N5O4/c1-24(8-5-7-21-18(25)14-6-4-9-28-14)19-22-13-11-16(27-3)15(26-2)10-12(13)17(20)23-19/h10-11,14H,4-9H2,1-3H3,(H,21,25)(H2,20,22,23) WNMJYKCGWZFFKR-UHFFFAOYSA-N 115 alfuzosin 81403-80-7 83 | COC1=CC(CC=C)=CC(C(=O)NCCO)=C1O InChI=1S/C13H17NO4/c1-3-4-9-7-10(13(17)14-5-6-15)12(16)11(8-9)18-2/h3,7-8,15-16H,1,4-6H2,2H3,(H,14,17) UMJHTFHIQDEGKB-UHFFFAOYSA-N 117 alibendol 26750-81-2 84 | COCCCOC1=C(OC)C=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@@H](C(C)C)C(=O)NCC(C)(C)C(N)=O)C(C)C)=C1 InChI=1S/C30H53N3O6/c1-19(2)22(14-21-10-11-26(38-8)27(15-21)39-13-9-12-37-7)16-24(31)25(34)17-23(20(3)4)28(35)33-18-30(5,6)29(32)36/h10-11,15,19-20,22-25,34H,9,12-14,16-18,31H2,1-8H3,(H2,32,36)(H,33,35)/t22-,23-,24-,25-/m0/s1 UXOWGYHJODZGMF-QORCZRPOSA-N 119 aliskiren 173334-57-1 85 | COC1=CC2=C(C=C1C(=O)NCC1CCCN1CC=C)N=NN2 InChI=1S/C16H21N5O2/c1-3-6-21-7-4-5-11(21)10-17-16(22)12-8-13-14(19-20-18-13)9-15(12)23-2/h3,8-9,11H,1,4-7,10H2,2H3,(H,17,22)(H,18,19,20) KSEYRUGYKHXGFW-UHFFFAOYSA-N 120 alizapride 59338-93-1 86 | NC1=CC=C(C=C1)S(=O)(=O)C(CC(=O)C1=CC=CC=C1)C1=CC=CC=C1 InChI=1S/C21H19NO3S/c22-18-11-13-19(14-12-18)26(24,25)21(17-9-5-2-6-10-17)15-20(23)16-7-3-1-4-8-16/h1-14,21H,15,22H2 VWEMSUCCUQSLME-UHFFFAOYSA-N 121 alkofanone 7527-94-8 87 | C=CCC1(CC=C)C(=O)NC(=O)NC1=O InChI=1S/C10H12N2O3/c1-3-5-10(6-4-2)7(13)11-9(15)12-8(10)14/h3-4H,1-2,5-6H2,(H2,11,12,13,14,15) FDQGNLOWMMVRQL-UHFFFAOYSA-N 122 allobarbital 52-43-7 88 | CCN(CC)CCNC(=O)C1=C(OCC=C)C=C(Cl)C=C1 InChI=1S/C16H23ClN2O2/c1-4-11-21-15-12-13(17)7-8-14(15)16(20)18-9-10-19(5-2)6-3/h4,7-8,12H,1,5-6,9-11H2,2-3H3,(H,18,20) UHWFVIPXDFZTFA-UHFFFAOYSA-N 123 alloclamide 5486-77-1 89 | OC1=NC=NC2=C1C=NN2 InChI=1S/C5H4N4O/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10) OFCNXPDARWKPPY-UHFFFAOYSA-N 124 allopurinol 315-30-0 90 | C[C@]12CC[C@H]3[C@@H](CCC4=CCCC[C@H]34)[C@@H]1CC[C@@]2(O)CC=C InChI=1S/C21H32O/c1-3-12-21(22)14-11-19-18-9-8-15-6-4-5-7-16(15)17(18)10-13-20(19,21)2/h3,6,16-19,22H,1,4-5,7-14H2,2H3/t16-,17+,18+,19-,20-,21-/m0/s1 ATXHVCQZZJYMCF-XUDSTZEESA-N 125 allylestrenol 432-60-0 91 | CC(C(O)=O)C1=CC=C(NCC(C)=C)C=C1 InChI=1S/C13H17NO2/c1-9(2)8-14-12-6-4-11(5-7-12)10(3)13(15)16/h4-7,10,14H,1,8H2,2-3H3,(H,15,16) FPHLBGOJWPEVME-UHFFFAOYSA-N 126 alminoprofen 39718-89-3 92 | FC1=CC=C(C=C1)C(N1CCN(CC1)C1=NC(NCC=C)=NC(NCC=C)=N1)C1=CC=C(F)C=C1 InChI=1S/C26H29F2N7/c1-3-13-29-24-31-25(30-14-4-2)33-26(32-24)35-17-15-34(16-18-35)23(19-5-9-21(27)10-6-19)20-7-11-22(28)12-8-20/h3-12,23H,1-2,13-18H2,(H2,29,30,31,32,33) OBDOVFRMEYHSQB-UHFFFAOYSA-N 127 almitrine 27469-53-0 93 | CN(C)CCC1=CNC2=C1C=C(CS(=O)(=O)N1CCCC1)C=C2 InChI=1S/C17H25N3O2S/c1-19(2)10-7-15-12-18-17-6-5-14(11-16(15)17)13-23(21,22)20-8-3-4-9-20/h5-6,11-12,18H,3-4,7-10,13H2,1-2H3 WKEMJKQOLOHJLZ-UHFFFAOYSA-N 128 almotriptan 154323-57-6 94 | CN1C2=C(C3=C1C=CC=C3)C(=O)N(CC1=C(C)N=CN1)CC2 InChI=1S/C17H18N4O/c1-11-13(19-10-18-11)9-21-8-7-15-16(17(21)22)12-5-3-4-6-14(12)20(15)2/h3-6,10H,7-9H2,1-2H3,(H,18,19) JSWZEAMFRNKZNL-UHFFFAOYSA-N 129 alosetron 122852-42-0 95 | CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C InChI=1S/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11+,22-12-/t19-,23-,24-,25+,26+,27-/m1/s1 OFHCOWSQAMBJIW-AVJTYSNKSA-N 130 alfacalcidol 41294-56-8 96 | CCC(=O)O[C@@]1(CCN(C)C[C@@H]1C)C1=CC=CC=C1 InChI=1S/C16H23NO2/c1-4-15(18)19-16(14-8-6-5-7-9-14)10-11-17(3)12-13(16)2/h5-9,13H,4,10-12H2,1-3H3/t13-,16+/m0/s1 UVAZQQHAVMNMHE-XJKSGUPXSA-N 132 alphaprodine 77-20-3 97 | CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C(=O)C[C@]12C InChI=1S/C21H32O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h13-17,19,23H,4-11H2,1-3H3/t13-,14+,15-,16+,17-,19+,20-,21+/m0/s1 DUHUCHOQIDJXAT-OLVMNOGESA-N 133 alfaxalone 23930-19-0 98 | CCCN(CCC)C(=O)CC1=C(N=C2C=CC(Cl)=CN12)C1=CC=C(Cl)C=C1 InChI=1S/C21H23Cl2N3O/c1-3-11-25(12-4-2)20(27)13-18-21(15-5-7-16(22)8-6-15)24-19-10-9-17(23)14-26(18)19/h5-10,14H,3-4,11-13H2,1-2H3 JRTIDHTUMYMPRU-UHFFFAOYSA-N 134 alpidem 82626-01-5 99 | CNS(=O)(=O)C1=CC(C(=O)NCC2CCCN2CC=C)=C(OC)C=C1N InChI=1S/C17H26N4O4S/c1-4-7-21-8-5-6-12(21)11-20-17(22)13-9-16(26(23,24)19-2)14(18)10-15(13)25-3/h4,9-10,12,19H,1,5-8,11,18H2,2-3H3,(H,20,22) QRQMZZNDJGHPHZ-UHFFFAOYSA-N 135 alpiropride 81982-32-3 100 | CC1=NN=C2CN=C(C3=CC=CC=C3)C3=CC(Cl)=CC=C3N12 InChI=1S/C17H13ClN4/c1-11-20-21-16-10-19-17(12-5-3-2-4-6-12)14-9-13(18)7-8-15(14)22(11)16/h2-9H,10H2,1H3 VREFGVBLTWBCJP-UHFFFAOYSA-N 136 alprazolam 28981-97-7 101 | CC(C)NCC(O)COC1=C(CC=C)C=CC=C1 InChI=1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3 PAZJSJFMUHDSTF-UHFFFAOYSA-N 137 alprenolol 13655-52-2 102 | CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1 GMVPRGQOIOIIMI-DWKJAMRDSA-N 138 alprostadil 745-65-3 103 | NS(=O)(=O)C1=CC2=C(NC(CSCC=C)NS2(=O)=O)C=C1Cl InChI=1S/C11H14ClN3O4S3/c1-2-3-20-6-11-14-8-4-7(12)9(21(13,16)17)5-10(8)22(18,19)15-11/h2,4-5,11,14-15H,1,3,6H2,(H2,13,16,17) VGLGVJVUHYTIIU-UHFFFAOYSA-N 140 altizide 5588-16-9 104 | CN(C)C1=NC(=NC(=N1)N(C)C)N(C)C InChI=1S/C9H18N6/c1-13(2)7-10-8(14(3)4)12-9(11-7)15(5)6/h1-6H3 UUVWYPNAQBNQJQ-UHFFFAOYSA-N 141 altretamine 645-05-6 105 | CCN(CCCC1=CC=CC=C1)CCCC1=CC=CC=C1 InChI=1S/C20H27N/c1-2-21(17-9-15-19-11-5-3-6-12-19)18-10-16-20-13-7-4-8-14-20/h3-8,11-14H,2,9-10,15-18H2,1H3 ZPFXAOWNKLFJDN-UHFFFAOYSA-N 142 alverine 150-59-4 106 | C[C@H]1CN(C[C@H](CC2=CC=CC=C2)C(=O)NCC(O)=O)CC[C@@]1(C)C1=CC(O)=CC=C1 InChI=1S/C25H32N2O4/c1-18-16-27(12-11-25(18,2)21-9-6-10-22(28)14-21)17-20(24(31)26-15-23(29)30)13-19-7-4-3-5-8-19/h3-10,14,18,20,28H,11-13,15-17H2,1-2H3,(H,26,31)(H,29,30)/t18-,20-,25+/m0/s1 UPNUIXSCZBYVBB-JVFUWBCBSA-N 143 alvimopan 156053-89-3 107 | NC12CC3CC(CC(C3)C1)C2 InChI=1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2 DKNWSYNQZKUICI-UHFFFAOYSA-N 144 amantadine 768-94-5 108 | NC(=N)NN=C1C=CC(C=C1)=NNC(N)=S InChI=1S/C8H11N7S/c9-7(10)14-12-5-1-3-6(4-2-5)13-15-8(11)16/h1-4H,(H4,9,10,14)(H3,11,15,16)/b12-5-,13-6+ MLMFUKWWZIZRHX-UWRPRBHNSA-N 145 ambazone 539-21-9 109 | CC[N+](CC)(CCNC(=O)C(=O)NCC[N+](CC)(CC)CC1=C(Cl)C=CC=C1)CC1=C(Cl)C=CC=C1 InChI=1S/C28H40Cl2N4O2/c1-5-33(6-2,21-23-13-9-11-15-25(23)29)19-17-31-27(35)28(36)32-18-20-34(7-3,8-4)22-24-14-10-12-16-26(24)30/h9-16H,5-8,17-22H2,1-4H3/p+2 OMHBPUNFVFNHJK-UHFFFAOYSA-P 146 ambenonium 7648-98-8 110 | NC1=C(CN[C@H]2CC[C@H](O)CC2)C=C(Br)C=C1Br InChI=1S/C13H18Br2N2O/c14-9-5-8(13(16)12(15)6-9)7-17-10-1-3-11(18)4-2-10/h5-6,10-11,17-18H,1-4,7,16H2/t10-,11- JBDGDEWWOUBZPM-XYPYZODXSA-N 147 ambroxol 18683-91-5 111 | CCCCN(CCCC)C(C(N)=O)C1=CC=C(OC)C=C1 InChI=1S/C17H28N2O2/c1-4-6-12-19(13-7-5-2)16(17(18)20)14-8-10-15(21-3)11-9-14/h8-11,16H,4-7,12-13H2,1-3H3,(H2,18,20) WUSAVCGXMSWMQM-UHFFFAOYSA-N 148 ambucetamide 519-88-0 112 | CC[N+](C)(C)CCC(C(N)=O)(C1=CC=CC=C1)C1=CC=CC=C1 InChI=1S/C20H26N2O/c1-4-22(2,3)16-15-20(19(21)23,17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14H,4,15-16H2,1-3H3,(H-,21,23)/p+1 KFZMXOLSYABOSE-UHFFFAOYSA-O 149 ambutonium 14007-49-9 113 | CC(=O)OCC(=O)[C@@]12OC3(CCCC3)O[C@@H]1C[C@H]1[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]21C InChI=1S/C28H35FO7/c1-16(30)34-15-22(33)28-23(35-26(36-28)9-4-5-10-26)13-20-19-7-6-17-12-18(31)8-11-24(17,2)27(19,29)21(32)14-25(20,28)3/h8,11-12,19-21,23,32H,4-7,9-10,13-15H2,1-3H3/t19-,20-,21-,23+,24-,25-,27-,28+/m0/s1 ILKJAFIWWBXGDU-MOGDOJJUSA-N 150 amcinonide 51022-69-6 114 | COC1=CC(N)=CN=[N+]1C1=CC=CC=C1 InChI=1S/C11H11N3O/c1-15-11-7-9(12)8-13-14(11)10-5-3-2-4-6-10/h2-8,12H,1H3/p+1 VXROHTDSRBRJLN-UHFFFAOYSA-O 153 amezinium metilsulfate 30578-37-1 115 | CNCC(O)C1=CC(NS(C)(=O)=O)=CC=C1 InChI=1S/C10H16N2O3S/c1-11-7-10(13)8-4-3-5-9(6-8)12-16(2,14)15/h3-6,10-13H,7H2,1-2H3 ZHOWHMXTJFZXRB-UHFFFAOYSA-N 155 amidefrine 37571-84-9 116 | NCCCNCCSP(O)(O)=O InChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10) JKOQGQFVAUAYPM-UHFFFAOYSA-N 156 amifostine 20537-88-6 117 | NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1 LKCWBDHBTVXHDL-RMDFUYIESA-N 157 amikacin 37517-28-5 118 | NC(=N)NC(=O)C1=C(N)N=C(N)C(Cl)=N1 InChI=1S/C6H8ClN7O/c7-2-4(9)13-3(8)1(12-2)5(15)14-6(10)11/h(H4,8,9,13)(H4,10,11,14,15) XSDQTOBWRPYKKA-UHFFFAOYSA-N 158 amiloride 2609-46-3 119 | CC1=C(O)C2=CC=CC=C2C(O)=C1OC(=O)C1=CC=C(N)C=C1 InChI=1S/C18H15NO4/c1-10-15(20)13-4-2-3-5-14(13)16(21)17(10)23-18(22)11-6-8-12(19)9-7-11/h2-9,20-21H,19H2,1H3 YLMPBJUYFTWHKJ-UHFFFAOYSA-N 159 aminaphthone 14748-94-8 120 | NC1=C2C=CC=CC2=NC2=CC=CC=C12 InChI=1S/C13H10N2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H,(H2,14,15) XJGFWWJLMVZSIG-UHFFFAOYSA-N 160 aminoacridine 90-45-9 121 | OC(=O)CCCCCCNC1C2=CC=CC=C2CCC2=CC=CC=C12 InChI=1S/C22H27NO2/c24-21(25)13-3-1-2-8-16-23-22-19-11-6-4-9-17(19)14-15-18-10-5-7-12-20(18)22/h4-7,9-12,22-23H,1-3,8,13-16H2,(H,24,25) ONNOFKFOZAJDHT-UHFFFAOYSA-N 161 amineptine 57574-09-1 122 | CC(=O)NC1=NC=C(S1)[N+]([O-])=O InChI=1S/C5H5N3O3S/c1-3(9)7-5-6-2-4(12-5)8(10)11/h2H,1H3,(H,6,7,9) UJRRDDHEMZLWFI-UHFFFAOYSA-N 162 aminitrozole 140-40-9 123 | NCCCCCC(O)=O InChI=1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9) SLXKOJJOQWFEFD-UHFFFAOYSA-N 163 aminocaproic acid 60-32-2 124 | CCC1(CCC(=O)NC1=O)C1=CC=C(N)C=C1 InChI=1S/C13H16N2O2/c1-2-13(8-7-11(16)15-12(13)17)9-3-5-10(14)6-4-9/h3-6H,2,7-8,14H2,1H3,(H,15,16,17) ROBVIMPUHSLWNV-UHFFFAOYSA-N 164 aminoglutethimide 125-84-8 125 | NC1=CC=C(C=C1)C(=O)NCC(O)=O InChI=1S/C9H10N2O3/c10-7-3-1-6(2-4-7)9(14)11-5-8(12)13/h1-4H,5,10H2,(H,11,14)(H,12,13) HSMNQINEKMPTIC-UHFFFAOYSA-N 165 aminohippuric acid 61-78-9 126 | NCC(=O)CCC(O)=O InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9) ZGXJTSGNIOSYLO-UHFFFAOYSA-N 166 aminolevulinic acid 106-60-5 127 | CCCCCCOC(=O)CCC(=O)CN InChI=1S/C11H21NO3/c1-2-3-4-5-8-15-11(14)7-6-10(13)9-12/h2-9,12H2,1H3 RYQOILLJDKPETL-UHFFFAOYSA-N 167 5-aminolevulinic acid hexyl ester 140898-97-1 128 | COC(=O)CCC(=O)CN InChI=1S/C6H11NO3/c1-10-6(9)3-2-5(8)4-7/h2-4,7H2,1H3 YUUAYBAIHCDHHD-UHFFFAOYSA-N 168 methyl aminolevulinate 33320-16-0 129 | CCN1C(=O)C=C(N)N(CC=C)C1=O InChI=1S/C9H13N3O2/c1-3-5-12-7(10)6-8(13)11(4-2)9(12)14/h3,6H,1,4-5,10H2,2H3 NGXUUAFYUCOICP-UHFFFAOYSA-N 169 aminometradine 642-44-4 130 | CC(CC(C(N)=O)(C1=CC=CC=C1)C1=CC=CC=C1)N(C)C InChI=1S/C19H24N2O/c1-15(21(2)3)14-19(18(20)22,16-10-6-4-7-11-16)17-12-8-5-9-13-17/h4-13,15H,14H2,1-3H3,(H2,20,22) NARHAGIVSFTMIG-UHFFFAOYSA-N 170 dimevamide 60-46-8 131 | CN(C)C1=C(C)N(C)N(C1=O)C1=CC=CC=C1 InChI=1S/C13H17N3O/c1-10-12(14(2)3)13(17)16(15(10)4)11-8-6-5-7-9-11/h5-9H,1-4H3 RMMXTBMQSGEXHJ-UHFFFAOYSA-N 171 aminophenazone 58-15-1 132 | CC1=CC=NC(N)=C1 InChI=1S/C6H8N2/c1-5-2-3-8-6(7)4-5/h2-4H,1H3,(H2,7,8) ORLGLBZRQYOWNA-UHFFFAOYSA-N 172 aminopicoline 695-34-1 133 | CN(C)CC(CN1C2=CC=CC=C2SC2=C1C=CC=C2)N(C)C InChI=1S/C19H25N3S/c1-20(2)13-15(21(3)4)14-22-16-9-5-7-11-18(16)23-19-12-8-6-10-17(19)22/h5-12,15H,13-14H2,1-4H3 YZQNFFLGIYEXMM-UHFFFAOYSA-N 173 aminopromazine 58-37-7 134 | CC1=NC2=CC=C(NC(=O)NC3=CC=C4N=C(C)C=C(N)C4=C3)C=C2C(N)=C1 InChI=1S/C21H20N6O/c1-11-7-17(22)15-9-13(3-5-19(15)24-11)26-21(28)27-14-4-6-20-16(10-14)18(23)8-12(2)25-20/h3-10H,1-2H3,(H2,22,24)(H2,23,25)(H2,26,27,28) HOUSDILKOJMENG-UHFFFAOYSA-N 174 aminoquinuride 3811-56-1 135 | NC1=NCC(O1)C1=CC=CC=C1 InChI=1S/C9H10N2O/c10-9-11-6-8(12-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H2,10,11) SYAKTDIEAPMBAL-UHFFFAOYSA-N 175 aminorex 2207-50-3 136 | NC1=NC(N)=C(S1)C1=CC=CC=C1 InChI=1S/C9H9N3S/c10-8-7(13-9(11)12-8)6-4-2-1-3-5-6/h1-5H,10H2,(H2,11,12) UPOYFZYFGWBUKL-UHFFFAOYSA-N 177 amiphenazole 490-55-1 137 | CCN1CCCC1CNC(=O)C1=C(OC)C=C(N)C(=C1)S(=O)(=O)CC InChI=1S/C17H27N3O4S/c1-4-20-8-6-7-12(20)11-19-17(21)13-9-16(25(22,23)5-2)14(18)10-15(13)24-3/h9-10,12H,4-8,11,18H2,1-3H3,(H,19,21) NTJOBXMMWNYJFB-UHFFFAOYSA-N 179 amisulpride 71675-85-9 138 | CN(C)CCC=C1C2=CC=CC=C2CCC2=C1C=CC=C2 InChI=1S/C20H23N/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-12H,7,13-15H2,1-2H3 KRMDCWKBEZIMAB-UHFFFAOYSA-N 180 amitriptyline 50-48-6 139 | C[N+](C)([O-])CCC=C1C2=CC=CC=C2CCC2=C1C=CC=C2 InChI=1S/C20H23NO/c1-21(2,22)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-12H,7,13-15H2,1-2H3 ZPMKQFOGINQDAM-UHFFFAOYSA-N 181 amitriptylinoxide 4317-14-0 140 | CC(C)C1=CC=C2OC3=C(C=C(C(O)=O)C(N)=N3)C(=O)C2=C1 InChI=1S/C16H14N2O4/c1-7(2)8-3-4-12-9(5-8)13(19)10-6-11(16(20)21)14(17)18-15(10)22-12/h3-7H,1-2H3,(H2,17,18)(H,20,21) SGRYPYWGNKJSDL-UHFFFAOYSA-N 182 amlexanox 68302-57-8 141 | CCOC(=O)C1=C(COCCN)NC(C)=C(C1C1=C(Cl)C=CC=C1)C(=O)OC InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3 HTIQEAQVCYTUBX-UHFFFAOYSA-N 183 amlodipine 88150-42-9 142 | CCC1(CCC(C)C)C(=O)NC(=O)NC1=O InChI=1S/C11H18N2O3/c1-4-11(6-5-7(2)3)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16) VIROVYVQCGLCII-UHFFFAOYSA-N 184 amobarbital 57-43-2 143 | CN1CCN(CC1)C(=S)NC1=CC=C(NC2=CC=C(C=C2)[N+]([O-])=O)C=C1 InChI=1S/C18H21N5O2S/c1-21-10-12-22(13-11-21)18(26)20-16-4-2-14(3-5-16)19-15-6-8-17(9-7-15)23(24)25/h2-9,19H,10-13H2,1H3,(H,20,26) UFLRJROFPAGRPN-UHFFFAOYSA-N 185 amocarzine 36590-19-9 144 | CCN(CC)CC1=C(O)C=CC(NC2=CC=NC3=CC(Cl)=CC=C23)=C1 InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23) OVCDSSHSILBFBN-UHFFFAOYSA-N 186 amodiaquine 86-42-0 145 | CCN(CC)CCC1(C(=O)OC2=C1C=CC=C2)C1=CC=CC=C1 InChI=1S/C20H23NO2/c1-3-21(4-2)15-14-20(16-10-6-5-7-11-16)17-12-8-9-13-18(17)23-19(20)22/h5-13H,3-4,14-15H2,1-2H3 HPITVGRITATAFY-UHFFFAOYSA-N 187 amolanone 76-65-3 146 | CCC(C)(C)C1=CC=C(CC(C)CN2C[C@H](C)O[C@H](C)C2)C=C1 InChI=1S/C21H35NO/c1-7-21(5,6)20-10-8-19(9-11-20)12-16(2)13-22-14-17(3)23-18(4)15-22/h8-11,16-18H,7,12-15H2,1-6H3/t16?,17-,18+ MQHLMHIZUIDKOO-AYHJJNSGSA-N 188 amorolfine 78613-35-1 147 | [O-][N+](=O)C1=CC=C(NC2=CC=C(C=C2)N=C=S)C=C1 InChI=1S/C13H9N3O2S/c17-16(18)13-7-5-12(6-8-13)15-11-3-1-10(2-4-11)14-9-19/h1-8,15H DKVNAGXPRSYHLB-UHFFFAOYSA-N 189 amoscanate 26328-53-0 148 | COC1=C(OCCNCC(O)C2=CC=C(C)C(=C2)S(N)(=O)=O)C=CC=C1 InChI=1S/C18H24N2O5S/c1-13-7-8-14(11-18(13)26(19,22)23)15(21)12-20-9-10-25-17-6-4-3-5-16(17)24-2/h3-8,11,15,20-21H,9-10,12H2,1-2H3,(H2,19,22,23) LVEXHFZHOIWIIP-UHFFFAOYSA-N 190 amosulalol 85320-68-9 149 | ClC1=CC=C2OC3=C(C=CC=C3)N=C(N3CCNCC3)C2=C1 InChI=1S/C17H16ClN3O/c18-12-5-6-15-13(11-12)17(21-9-7-19-8-10-21)20-14-3-1-2-4-16(14)22-15/h1-6,11,19H,7-10H2 QWGDMFLQWFTERH-UHFFFAOYSA-N 191 amoxapine 14028-44-5 150 | CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=C(O)C=C3)C(=O)N2[C@H]1C(O)=O InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 192 amoxicillin 26787-78-0 151 | CCNC(=O)N1CCN(CCCC(C2=CC=C(F)C=C2)C2=CC=C(F)C=C2)CC1 InChI=1S/C23H29F2N3O/c1-2-26-23(29)28-16-14-27(15-17-28)13-3-4-22(18-5-9-20(24)10-6-18)19-7-11-21(25)12-8-19/h5-12,22H,2-4,13-17H2,1H3,(H,26,29) NNAIYOXJNVGUOM-UHFFFAOYSA-N 193 amperozide 75558-90-6 152 | NC1=CC=CC(=C1)N1C=CC=CC1=O InChI=1S/C11H10N2O/c12-9-4-3-5-10(8-9)13-7-2-1-6-11(13)14/h1-8H,12H2 ZVSGUZQJNXHNIL-UHFFFAOYSA-N 194 amphenidone 134-37-2 153 | CC(N)CC1=CC=CC=C1 InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3 KWTSXDURSIMDCE-UHFFFAOYSA-N 195 amfetamine 300-62-9 154 | CC(CC1=CC=CC=C1)NC(C#N)C1=CC=CC=C1 InChI=1S/C17H18N2/c1-14(12-15-8-4-2-5-9-15)19-17(13-18)16-10-6-3-7-11-16/h2-11,14,17,19H,12H2,1H3 NFHVTCJKAHYEQN-UHFFFAOYSA-N 196 amfetaminil 17590-01-1 155 | CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)C3=CC=CC=C3)C(=O)N2[C@H]1C(O)=O InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1 AVKUERGKIZMTKX-NJBDSQKTSA-N 198 ampicillin 69-53-4 156 | CCOC(=O)OC(C)OC1=C(N(C)S(=O)(=O)C2=CC=CC=C12)C(=O)NC1=CC=CC=N1 InChI=1S/C20H21N3O7S/c1-4-28-20(25)30-13(2)29-18-14-9-5-6-10-15(14)31(26,27)23(3)17(18)19(24)22-16-11-7-8-12-21-16/h5-13H,4H2,1-3H3,(H,21,22,24) LSNWBKACGXCGAJ-UHFFFAOYSA-N 199 ampiroxicam 99464-64-9 157 | CC(C)CN(C[C@@H](O)[C@H](CC1=CC=CC=C1)NC(=O)O[C@H]1CCOC1)S(=O)(=O)C1=CC=C(N)C=C1 InChI=1S/C25H35N3O6S/c1-18(2)15-28(35(31,32)22-10-8-20(26)9-11-22)16-24(29)23(14-19-6-4-3-5-7-19)27-25(30)34-21-12-13-33-17-21/h3-11,18,21,23-24,29H,12-17,26H2,1-2H3,(H,27,30)/t21-,23-,24+/m0/s1 YMARZQAQMVYCKC-OEMFJLHTSA-N 200 amprenavir 161814-49-9 158 | NC1=CC(=CNC1=O)C1=CC=NC=C1 InChI=1S/C10H9N3O/c11-9-5-8(6-13-10(9)14)7-1-3-12-4-2-7/h1-6H,11H2,(H,13,14) RNLQIBCLLYYYFJ-UHFFFAOYSA-N 201 amrinone 60719-84-8 159 | CC(=O)[C@@]1(N)C[C@H](O[C@H]2C[C@H](O)[C@H](O)CO2)C2=C(O)C3=C(C(O)=C2C1)C(=O)C1=CC=CC=C1C3=O InChI=1S/C25H25NO9/c1-10(27)25(26)7-13-18(16(8-25)35-17-6-14(28)15(29)9-34-17)24(33)20-19(23(13)32)21(30)11-4-2-3-5-12(11)22(20)31/h2-5,14-17,28-29,32-33H,6-9,26H2,1H3/t14-,15+,16-,17-,25-/m0/s1 VJZITPJGSQKZMX-XDPRQOKASA-N 202 amrubicin 110267-81-7 160 | COC1=C(NC2=C3C=CC=CC3=NC3=CC=CC=C23)C=CC(NS(C)(=O)=O)=C1 InChI=1S/C21H19N3O3S/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21/h3-13,24H,1-2H3,(H,22,23) XCPGHVQEEXUHNC-UHFFFAOYSA-N 203 amsacrine 51264-14-3 161 | COC1=C(OC(=O)CNC(=O)CC2=CC=C(N2C)C(=O)C2=CC=C(C)C=C2)C=CC=C1 InChI=1S/C24H24N2O5/c1-16-8-10-17(11-9-16)24(29)19-13-12-18(26(19)2)14-22(27)25-15-23(28)31-21-7-5-4-6-20(21)30-3/h4-13H,14-15H2,1-3H3,(H,25,27) CWJNMKKMGIAGDK-UHFFFAOYSA-N 204 amtolmetin guacil 87344-06-7 162 | CCC(C)(CN(C)C)OC(=O)C1=CC=CC=C1 InChI=1S/C14H21NO2/c1-5-14(2,11-15(3)4)17-13(16)12-9-7-6-8-10-12/h6-10H,5,11H2,1-4H3 FDMBBCOBEAVDAO-UHFFFAOYSA-N 206 amylocaine 644-26-8 163 | C[C@H]1C[C@H]2[C@@H]3CC[C@](OC(C)=O)(C(C)=O)[C@@]3(C)CC[C@@H]2[C@@]2(C)CCCC=C12 InChI=1S/C24H36O3/c1-15-14-18-20(22(4)11-7-6-8-19(15)22)9-12-23(5)21(18)10-13-24(23,16(2)25)27-17(3)26/h8,15,18,20-21H,6-7,9-14H2,1-5H3/t15-,18+,20-,21-,22-,23-,24-/m0/s1 KDLNOQQQEBKBQM-DICPTYMLSA-N 208 anagestone acetate 3137-73-3 164 | ClC1=CC=C2N=C3NC(=O)CN3CC2=C1Cl InChI=1S/C10H7Cl2N3O/c11-6-1-2-7-5(9(6)12)3-15-4-8(16)14-10(15)13-7/h1-2H,3-4H2,(H,13,14,16) OTBXOEAOVRKTNQ-UHFFFAOYSA-N 209 anagrelide 68475-42-3 165 | CC(C)(C#N)C1=CC(=CC(CN2C=NC=N2)=C1)C(C)(C)C#N InChI=1S/C17H19N5/c1-16(2,9-18)14-5-13(8-22-12-20-11-21-22)6-15(7-14)17(3,4)10-19/h5-7,11-12H,8H2,1-4H3 YBBLVLTVTVSKRW-UHFFFAOYSA-N 210 anastrozole 120511-73-1 166 | OC[C@H]1O[C@@H]2[C@@H](OC3=NC(=N)C=CN23)[C@@H]1O InChI=1S/C9H11N3O4/c10-5-1-2-12-8-7(16-9(12)11-5)6(14)4(3-13)15-8/h1-2,4,6-8,10,13-14H,3H2/t4-,6-,7+,8-/m1/s1 BBDAGFIXKZCXAH-CCXZUQQUSA-N 212 ancitabine 31698-14-3 167 | C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4CC5=NOC=C5C[C@]4(C)[C@H]3CC[C@]12C InChI=1S/C21H31NO2/c1-19-11-13-12-24-22-18(13)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)23/h12,14-17,23H,4-11H2,1-3H3/t14-,15+,16-,17-,19-,20-,21-/m0/s1 NSYTUNFHWYMMHU-IYRCEVNGSA-N 213 androisoxazole 360-66-7 168 | C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@]34C)[C@@H]1CC[C@@H]2O InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-17,20-21H,4-11H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1 QADHLRWLCPCEKT-LOVVWNRFSA-N 214 androstenediol 521-17-5 169 | C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CCC2=O InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1 AEMFNILZOJDQLW-QAGGRKNESA-N 215 androstenedione 63-05-8 170 | CC(=O)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)C3=CC[C@]12C InChI=1S/C23H30O5/c1-14(24)28-13-20(26)23(27)11-8-19-17-5-4-15-12-16(25)6-9-21(15,2)18(17)7-10-22(19,23)3/h7,12,17,19,27H,4-6,8-11,13H2,1-3H3/t17-,19+,21+,22+,23+/m1/s1 YUWPMEXLKGOSBF-GACAOOTBSA-N 217 anecortave 7753-60-8 171 | COC1=CC=C(C=C1)C1=CC(=S)SS1 InChI=1S/C10H8OS3/c1-11-8-4-2-7(3-5-8)9-6-10(12)14-13-9/h2-6H,1H3 KYLIZBIRMBGUOP-UHFFFAOYSA-N 218 anethole trithione 532-11-6 172 | CCOC(=O)C1(CCN(CCC2=CC=C(N)C=C2)CC1)C1=CC=CC=C1 InChI=1S/C22H28N2O2/c1-2-26-21(25)22(19-6-4-3-5-7-19)13-16-24(17-14-22)15-12-18-8-10-20(23)11-9-18/h3-11H,2,12-17,23H2,1H3 LKYQLAWMNBFNJT-UHFFFAOYSA-N 220 anileridine 144-14-9 173 | COC1=CC=C(C=C1)C(=O)N1CCCC1=O InChI=1S/C12H13NO3/c1-16-10-6-4-9(5-7-10)12(15)13-8-2-3-11(13)14/h4-7H,2-3,8H2,1H3 ZXNRTKGTQJPIJK-UHFFFAOYSA-N 221 aniracetam 72432-10-1 174 | COC1=CC=C(C=C1)C1C(=O)C2=C(C=CC=C2)C1=O InChI=1S/C16H12O3/c1-19-11-8-6-10(7-9-11)14-15(17)12-4-2-3-5-13(12)16(14)18/h2-9,14H,1H3 XRCFXMGQEVUZFC-UHFFFAOYSA-N 222 anisindione 117-37-3 175 | CCCC(CCC)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)[N+]2(C)C InChI=1S/C17H32NO2/c1-5-7-13(8-6-2)17(19)20-16-11-14-9-10-15(12-16)18(14,3)4/h13-16H,5-12H2,1-4H3/q+1/t14-,15+,16+ XGGHHHBGPSNXFE-ZSHCYNCHSA-N 223 octatropine methylbromide 80-50-2 176 | C(N(CC1=CC=CC=C1)C1=CC=CC=C1)C1=NCCN1 InChI=1S/C17H19N3/c1-3-7-15(8-4-1)13-20(14-17-18-11-12-19-17)16-9-5-2-6-10-16/h1-10H,11-14H2,(H,18,19) REYFJDPCWQRWAA-UHFFFAOYSA-N 224 antazoline 91-75-8 177 | CN(C)CCN(CC1=CC=CC=C1)C1=CC=CC=C1 InChI=1S/C17H22N2/c1-18(2)13-14-19(17-11-7-4-8-12-17)15-16-9-5-3-6-10-16/h3-12H,13-15H2,1-2H3 CHOBRHHOYQKCOU-UHFFFAOYSA-N 225 phenbenzamine 961-71-7 178 | OC1=CC=CC2=C1C(=O)C1=C(O)C=CC=C1C2 InChI=1S/C14H10O3/c15-10-5-1-3-8-7-9-4-2-6-11(16)13(9)14(17)12(8)10/h1-6,15-16H,7H2 NUZWLKWWNNJHPT-UHFFFAOYSA-N 226 dithranol 1143-38-0 179 | CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](NC(=O)C3=C(O)C4=NC=CC=C4N=C3)C3=CC=CC=C3)C(=O)N2[C@H]1C(O)=O InChI=1S/C25H23N5O6S/c1-25(2)19(24(35)36)30-22(34)17(23(30)37-25)29-21(33)15(12-7-4-3-5-8-12)28-20(32)13-11-27-14-9-6-10-26-16(14)18(13)31/h3-11,15,17,19,23H,1-2H3,(H,27,31)(H,28,32)(H,29,33)(H,35,36)/t15-,17-,19+,23-/m1/s1 XMQVYNAURODYCQ-SLFBBCNNSA-N 227 apalcillin 63469-19-2 180 | CN1CCC2=C3[C@H]1CC1=CC=C(O)C(O)=C1C3=CC=C2 InChI=1S/C17H17NO2/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12/h2-6,13,19-20H,7-9H2,1H3/t13-/m1/s1 VMWNQDUVQKEIOC-CYBMUJFWSA-N 228 apomorphine 58-00-4 181 | NC1=CC(Cl)=C(NC2=NCCN2)C(Cl)=C1 InChI=1S/C9H10Cl2N4/c10-6-3-5(12)4-7(11)8(6)15-9-13-1-2-14-9/h3-4H,1-2,12H2,(H2,13,14,15) IEJXVRYNEISIKR-UHFFFAOYSA-N 229 apraclonidine 66711-21-5 182 | C[C@@H](O[C@H]1OCCN(CC2=NNC(=O)N2)[C@H]1C1=CC=C(F)C=C1)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F InChI=1S/C23H21F7N4O3/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)37-20-19(13-2-4-17(24)5-3-13)34(6-7-36-20)11-18-31-21(35)33-32-18/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H2,31,32,33,35)/t12-,19+,20-/m1/s1 ATALOFNDEOCMKK-OITMNORJSA-N 230 aprepitant 170729-80-3 183 | CCN(CC)CCCN(C1CC2=C(C1)C=CC=C2)C1=CC=CC=C1 InChI=1S/C22H30N2/c1-3-23(4-2)15-10-16-24(21-13-6-5-7-14-21)22-17-19-11-8-9-12-20(19)18-22/h5-9,11-14,22H,3-4,10,15-18H2,1-2H3 NZLBHDRPUJLHCE-UHFFFAOYSA-N 231 aprindine 37640-71-4 184 | CC(C)C1(CC=C)C(=O)NC(=O)NC1=O InChI=1S/C10H14N2O3/c1-4-5-10(6(2)3)7(13)11-9(15)12-8(10)14/h4,6H,1,5H2,2-3H3,(H2,11,12,13,14,15) UORJNBVJVRLXMQ-UHFFFAOYSA-N 232 aprobarbital 77-02-1 185 | COC(=O)C1=C(C)NC(C)=C(C1C1=C(C=CC=C1)[N+]([O-])=O)C(=O)OCC(C)=O InChI=1S/C19H20N2O7/c1-10(22)9-28-19(24)16-12(3)20-11(2)15(18(23)27-4)17(16)13-7-5-6-8-14(13)21(25)26/h5-8,17,20H,9H2,1-4H3 NCUCGYYHUFIYNU-UHFFFAOYSA-N 234 aranidipine 86780-90-7 186 | NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)CC[C@H]2N)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O InChI=1S/C22H44N6O10/c23-4-3-12(30)20(34)28-11-5-10(26)18(37-21-9(25)2-1-8(6-24)35-21)17(33)19(11)38-22-16(32)14(27)15(31)13(7-29)36-22/h8-19,21-22,29-33H,1-7,23-27H2,(H,28,34)/t8-,9+,10-,11+,12-,13+,14-,15+,16+,17-,18+,19-,21+,22+/m0/s1 MKKYBZZTJQGVCD-XTCKQBCOSA-N 235 arbekacin 51025-85-5 187 | O[C@@H](CNCCCCC1=CC=C(O)C=C1)C1=CC(O)=C(O)C=C1 InChI=1S/C18H23NO4/c20-15-7-4-13(5-8-15)3-1-2-10-19-12-18(23)14-6-9-16(21)17(22)11-14/h4-9,11,18-23H,1-3,10,12H2/t18-/m0/s1 IIRWWTKISYTTBL-SFHVURJKSA-N 237 arbutamine 128470-16-6 188 | C[C@@H]1CCN([C@H](C1)C(O)=O)C(=O)[C@H](CCCNC(N)=N)NS(=O)(=O)C1=CC=CC2=C1NCC(C)C2 InChI=1S/C23H36N6O5S/c1-14-8-10-29(18(12-14)22(31)32)21(30)17(6-4-9-26-23(24)25)28-35(33,34)19-7-3-5-16-11-15(2)13-27-20(16)19/h3,5,7,14-15,17-18,27-28H,4,6,8-13H2,1-2H3,(H,31,32)(H4,24,25,26)/t14-,15?,17+,18-/m1/s1 KXNPVXPOPUZYGB-IOVMHBDKSA-N 239 argatroban 74863-84-6 189 | ClC1=CC=CC(N2CCN(CCCCOC3=CC=C4CCC(=O)NC4=C3)CC2)=C1Cl InChI=1S/C23H27Cl2N3O2/c24-19-4-3-5-21(23(19)25)28-13-11-27(12-14-28)10-1-2-15-30-18-8-6-17-7-9-22(29)26-20(17)16-18/h3-6,8,16H,1-2,7,9-15H2,(H,26,29) CEUORZQYGODEFX-UHFFFAOYSA-N 242 aripiprazole 129722-12-9 190 | CC(C)(C)NCC(O)CSC1=NC(=CS1)C1=CC=C(S1)C(N)=O InChI=1S/C15H21N3O2S3/c1-15(2,3)17-6-9(19)7-21-14-18-10(8-22-14)11-4-5-12(23-11)13(16)20/h4-5,8-9,17,19H,6-7H2,1-3H3,(H2,16,20) BHIAIPWSVYSKJS-UHFFFAOYSA-N 243 arotinolol 68377-92-4 191 | O=[As]O[As]=O InChI=1S/As2O3/c3-1-5-2-4 IKWTVSLWAPBBKU-UHFFFAOYSA-N 244 arsenic trioxide 1327-53-3 192 | CO[C@H]1O[C@@H]2O[C@@]3(C)CC[C@H]4[C@H](C)CC[C@@H]([C@H]1C)[C@@]24OO3 InChI=1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13+,14-,15-,16-/m1/s1 SXYIRMFQILZOAM-HVNFFKDJSA-N 245 artemether 71963-77-4 193 | CCO[C@H]1O[C@@H]2O[C@@]3(C)CC[C@H]4[C@H](C)CC[C@@H]([C@H]1C)[C@@]24OO3 InChI=1S/C17H28O5/c1-5-18-14-11(3)13-7-6-10(2)12-8-9-16(4)20-15(19-14)17(12,13)22-21-16/h10-15H,5-9H2,1-4H3/t10-,11-,12+,13+,14+,15-,16-,17-/m1/s1 NLYNIRQVMRLPIQ-XQLAAWPRSA-N 246 artemotil 75887-54-6 194 | C[C@@H]1CC[C@H]2[C@@H](C)[C@H](OC(=O)CCC(O)=O)O[C@@H]3O[C@@]4(C)CC[C@@H]1[C@@]23OO4 InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,16-,17-,18-,19-/m1/s1 FIHJKUPKCHIPAT-AHIGJZGOSA-N 247 artesunate 88495-63-0 195 | CNC(=O)C[C@@H](N)C(=O)N[C@@H](C(=O)N[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O)C1=CC=C(O)C=C1 InChI=1S/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/t11-,13-,14-,15+,19-/m1/s1 BHELIUBJHYAEDK-OAIUPTLZSA-N 248 aspoxicillin 63358-49-6 196 | COC1=CC=C(CCN2CCC(CC2)NC2=NC3=C(C=CC=C3)N2CC2=CC=C(F)C=C2)C=C1 InChI=1S/C28H31FN4O/c1-34-25-12-8-21(9-13-25)14-17-32-18-15-24(16-19-32)30-28-31-26-4-2-3-5-27(26)33(28)20-22-6-10-23(29)11-7-22/h2-13,24H,14-20H2,1H3,(H,30,31) GXDALQBWZGODGZ-UHFFFAOYSA-N 249 astemizole 68844-77-9 197 | CO[C@H]1[C@@H](O)[C@H](N)[C@@H](O[C@H]2O[C@@H](CC[C@H]2N)[C@H](C)N)[C@H](O)[C@@H]1N(C)C(=O)CN InChI=1S/C17H35N5O6/c1-7(19)9-5-4-8(20)17(27-9)28-15-11(21)13(24)16(26-3)12(14(15)25)22(2)10(23)6-18/h7-9,11-17,24-25H,4-6,18-21H2,1-3H3/t7-,8+,9-,11-,12-,13-,14+,15+,16+,17+/m0/s1 BIDUPMYXGFNAEJ-APGVDKLISA-N 250 astromicin 55779-06-1 198 | CNC(=O)C1=CC=CC2=C(NC3=C(OC)C=C(NS(C)(=O)=O)C=C3)C3=CC=CC(C)=C3N=C12 InChI=1S/C24H24N4O4S/c1-14-7-5-8-16-21(14)27-23-17(9-6-10-18(23)24(29)25-2)22(16)26-19-12-11-15(13-20(19)32-3)28-33(4,30)31/h5-13,28H,1-4H3,(H,25,29)(H,26,27) TWHSQQYCDVSBRK-UHFFFAOYSA-N 252 asulacrine 80841-47-0 199 | CN1CCCC(C1)=C(C1=CC=CS1)C1=CC=CS1 InChI=1S/C15H17NS2/c1-16-8-2-5-12(11-16)15(13-6-3-9-17-13)14-7-4-10-18-14/h3-4,6-7,9-10H,2,5,8,11H2,1H3 JWIXXNLOKOAAQT-UHFFFAOYSA-N 253 tipepidine 5169-78-8 200 | CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1 InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18) METKIMKYRPQLGS-UHFFFAOYSA-N 255 atenolol 29122-68-7 201 | CNCC[C@@H](OC1=C(C)C=CC=C1)C1=CC=CC=C1 InChI=1S/C17H21NO/c1-14-8-6-7-11-16(14)19-17(12-13-18-2)15-9-4-3-5-10-15/h3-11,17-18H,12-13H2,1-2H3/t17-/m1/s1 VHGCDTVCOLNTBX-QGZVFWFLSA-N 256 atomoxetine 83015-26-3 202 | -------------------------------------------------------------------------------- /Notebooks/data/dsgdb9nsd_107313.xyz: -------------------------------------------------------------------------------- 1 | 19 2 | gdb 107313 2.67642 1.59305 1.14971 3.3443 81.12 -0.2359 -0.0506 0.1853 1106.1507 0.159794 -385.918216 -385.909962 -385.909018 -385.950934 31.892 3 | C 0.0645055554 1.4843171326 0.3723315122 -0.379845 4 | C -0.001915467 0.0516984051 -0.1729357038 -0.277772 5 | C -1.4001624807 -0.5304376801 -0.1487075838 0.233551 6 | C -1.9909553844 -1.0379429662 1.1601625215 -0.307513 7 | C -1.7182271444 -1.9962888369 0.0152208454 -0.158294 8 | C -2.905416575 -2.2627721735 -0.8489696604 -0.065615 9 | C -3.3347497536 -1.1525477782 -1.4661914556 -0.191532 10 | C -2.4353480328 -0.0114763902 -1.1388331005 0.336742 11 | O -2.4853518918 1.1093228549 -1.595794586 -0.340877 12 | H 1.0876615149 1.8699729825 0.3263064541 0.106173 13 | H -0.5836533924 2.142053447 -0.2101812431 0.152698 14 | H -0.2626541721 1.5210712578 1.4170099662 0.108877 15 | H 0.3710335675 0.0343653078 -1.2041622283 0.107526 16 | H 0.662791197 -0.6008609283 0.4071642198 0.091428 17 | H -1.3142481944 -1.0584396879 2.0096409673 0.122076 18 | H -3.0252533013 -0.8199288984 1.4038330438 0.125348 19 | H -0.9412329872 -2.7436632889 0.1278385726 0.101319 20 | H -3.37329736 -3.2394582332 -0.9072563749 0.118603 21 | H -4.2004762777 -1.0463782959 -2.1061677066 0.117109 22 | 88.1998 132.6788 204.3282 214.9254 283.2151 320.8425 354.2003 451.4683 471.7609 631.475 661.0085 735.6532 750.9738 778.4916 839.8756 849.5692 876.8931 897.9162 967.6602 980.1789 992.0568 1026.4327 1049.1839 1072.0692 1075.099 1111.0662 1128.3577 1138.5104 1233.4573 1265.5356 1338.63 1352.428 1365.7919 1389.2764 1408.176 1477.5353 1487.9659 1495.4859 1514.6888 1630.2685 1799.8365 3021.0204 3038.158 3057.8354 3101.9102 3122.4464 3138.2864 3177.3129 3193.7776 3214.9261 3232.806 23 | CCC12CC1C=CC2=O CC[C@]12C[C@H]1C=CC2=O 24 | InChI=1S/C8H10O/c1-2-8-5-6(8)3-4-7(8)9/h3-4,6H,2,5H2,1H3 InChI=1S/C8H10O/c1-2-8-5-6(8)3-4-7(8)9/h3-4,6H,2,5H2,1H3/t6-,8+/m1/s1 25 | -------------------------------------------------------------------------------- /Notebooks/data/dsgdb9nsd_127185.xyz: -------------------------------------------------------------------------------- 1 | 15 2 | gdb 127185 4.29323 1.09691 0.87855 4.6456 69.91 -0.2459 -0.0286 0.2173 1230.3265 0.112935 -453.958637 -453.950549 -453.949605 -453.992895 28.59 3 | C 0.0343546019 1.4639396412 -0.0144520966 -0.361171 4 | N -0.0018739742 0.0062875584 -0.0044099801 -0.196331 5 | C -0.0457696794 -0.6642298904 1.2086465826 0.156131 6 | O -0.0565161874 -0.1089919849 2.28244531 -0.326354 7 | C 0.0083539541 -0.6841610686 -1.2118312396 0.513963 8 | N -0.0233437319 -2.0013900353 -1.2648642138 -0.230097 9 | O -0.0002281464 -2.314369194 -2.6220230127 -0.163605 10 | C 0.0441188079 -1.183798074 -3.3313825838 0.094642 11 | C 0.0525841108 -0.1011404452 -2.5152711708 -0.371522 12 | H 0.9466596103 1.8281913111 -0.4975049341 0.137346 13 | H -0.8358831816 1.8721866674 -0.5382185074 0.137352 14 | H 0.0186904 1.7899970035 1.0243575247 0.178512 15 | H -0.0698703346 -1.7553522141 1.0774626862 0.139247 16 | H 0.0656421551 -1.2995764425 -4.4039746324 0.16026 17 | H 0.0848079256 0.9381598974 -2.7901810822 0.131627 18 | 17.9008 128.3238 170.8512 194.7276 282.5922 328.7574 370.7691 450.9924 483.4724 596.9999 723.6258 784.0287 805.6778 869.9142 919.8679 947.7584 954.0948 1038.0719 1042.8011 1092.813 1158.3611 1173.358 1189.095 1297.5423 1354.3521 1427.8579 1437.0495 1451.86 1501.1767 1507.1187 1530.8571 1622.7001 1800.7537 3036.7612 3048.8167 3096.4867 3170.5244 3265.626 3298.5102 19 | CN(C=O)C1=NOC=C1 CN(C=O)c1nocc1 20 | InChI=1S/C5H6N2O2/c1-7(4-8)5-2-3-9-6-5/h2-4H,1H3 InChI=1S/C5H6N2O2/c1-7(4-8)5-2-3-9-6-5/h2-4H,1H3 21 | -------------------------------------------------------------------------------- /Notebooks/data/five_ring_mols.sdf: -------------------------------------------------------------------------------- 1 | 2 | Mrv2007 05282011082D 3 | 4 | 0 0 0 0 0 999 V3000 5 | M V30 BEGIN CTAB 6 | M V30 COUNTS 5 5 0 0 0 7 | M V30 BEGIN ATOM 8 | M V30 1 C -4.9583 2.185 0 0 9 | M V30 2 C -6.2042 1.2798 0 0 10 | M V30 3 C -5.7283 -0.1848 0 0 11 | M V30 4 C -4.1883 -0.1848 0 0 12 | M V30 5 C -3.7125 1.2798 0 0 13 | M V30 END ATOM 14 | M V30 BEGIN BOND 15 | M V30 1 1 1 2 16 | M V30 2 1 3 4 17 | M V30 3 1 1 5 18 | M V30 4 2 2 3 19 | M V30 5 2 4 5 20 | M V30 END BOND 21 | M V30 END CTAB 22 | M END 23 | $$$$ 24 | 25 | Mrv2007 05282011092D 26 | 27 | 0 0 0 0 0 999 V3000 28 | M V30 BEGIN CTAB 29 | M V30 COUNTS 5 5 0 0 0 30 | M V30 BEGIN ATOM 31 | M V30 1 N -4.9583 2.185 0 0 32 | M V30 2 C -6.2042 1.2798 0 0 33 | M V30 3 C -5.7283 -0.1848 0 0 34 | M V30 4 C -4.1883 -0.1848 0 0 35 | M V30 5 C -3.7125 1.2798 0 0 36 | M V30 END ATOM 37 | M V30 BEGIN BOND 38 | M V30 1 1 1 2 39 | M V30 2 1 3 4 40 | M V30 3 1 1 5 41 | M V30 4 2 2 3 42 | M V30 5 2 4 5 43 | M V30 END BOND 44 | M V30 END CTAB 45 | M END 46 | $$$$ 47 | 48 | Mrv2007 05282011092D 49 | 50 | 0 0 0 0 0 999 V3000 51 | M V30 BEGIN CTAB 52 | M V30 COUNTS 5 5 0 0 0 53 | M V30 BEGIN ATOM 54 | M V30 1 S -4.9583 2.185 0 0 55 | M V30 2 C -6.2042 1.2798 0 0 56 | M V30 3 C -5.7283 -0.1848 0 0 57 | M V30 4 C -4.1883 -0.1848 0 0 58 | M V30 5 C -3.7125 1.2798 0 0 59 | M V30 END ATOM 60 | M V30 BEGIN BOND 61 | M V30 1 1 1 2 62 | M V30 2 1 3 4 63 | M V30 3 1 1 5 64 | M V30 4 2 2 3 65 | M V30 5 2 4 5 66 | M V30 END BOND 67 | M V30 END CTAB 68 | M END 69 | $$$$ 70 | 71 | Mrv2007 05282011092D 72 | 73 | 0 0 0 0 0 999 V3000 74 | M V30 BEGIN CTAB 75 | M V30 COUNTS 5 5 0 0 0 76 | M V30 BEGIN ATOM 77 | M V30 1 O -4.9583 2.185 0 0 78 | M V30 2 C -6.2042 1.2798 0 0 79 | M V30 3 C -5.7283 -0.1848 0 0 80 | M V30 4 C -4.1883 -0.1848 0 0 81 | M V30 5 C -3.7125 1.2798 0 0 82 | M V30 END ATOM 83 | M V30 BEGIN BOND 84 | M V30 1 1 1 2 85 | M V30 2 1 3 4 86 | M V30 3 1 1 5 87 | M V30 4 2 2 3 88 | M V30 5 2 4 5 89 | M V30 END BOND 90 | M V30 END CTAB 91 | M END 92 | $$$$ 93 | 94 | Mrv2007 05282011092D 95 | 96 | 0 0 0 0 0 999 V3000 97 | M V30 BEGIN CTAB 98 | M V30 COUNTS 7 7 0 0 0 99 | M V30 BEGIN ATOM 100 | M V30 1 S -4.9583 2.185 0 0 101 | M V30 2 C -6.2042 1.2798 0 0 102 | M V30 3 C -5.7283 -0.1848 0 0 103 | M V30 4 C -4.1883 -0.1848 0 0 104 | M V30 5 C -3.7125 1.2798 0 0 105 | M V30 6 O -6.1801 3.1225 0 0 106 | M V30 7 O -4.369 3.6078 0 0 107 | M V30 END ATOM 108 | M V30 BEGIN BOND 109 | M V30 1 1 1 2 110 | M V30 2 1 3 4 111 | M V30 3 1 1 5 112 | M V30 4 2 2 3 113 | M V30 5 2 4 5 114 | M V30 6 2 1 6 115 | M V30 7 2 1 7 116 | M V30 END BOND 117 | M V30 END CTAB 118 | M END 119 | $$$$ 120 | 121 | Mrv2007 05282013382D 122 | 123 | 0 0 0 0 0 999 V3000 124 | M V30 BEGIN CTAB 125 | M V30 COUNTS 12 15 0 0 0 126 | M V30 BEGIN ATOM 127 | M V30 1 C -1.2461 0.1444 0 0 128 | M V30 2 C 0.2487 -0.4074 0 0 129 | M V30 3 C 0.245 -1.9952 0 0 130 | M V30 4 C -1.2467 -2.5717 0 0 131 | M V30 5 C -1.8721 -1.2161 0 0 132 | M V30 6 C -3.2924 -1.216 0 0 133 | M V30 7 C -2.593 -3.4851 0 0 134 | M V30 8 C -3.9301 -2.5662 0 0 135 | M V30 9 C -2.581 1.06 0 0 136 | M V30 10 C -3.9164 0.143 0 0 137 | M V30 11 C -5.4213 -1.9966 0 0 138 | M V30 12 C -5.4118 -0.4102 0 0 139 | M V30 END ATOM 140 | M V30 BEGIN BOND 141 | M V30 1 1 1 2 142 | M V30 2 2 2 3 143 | M V30 3 2 4 5 144 | M V30 4 1 1 5 145 | M V30 5 1 3 4 146 | M V30 6 2 7 8 147 | M V30 7 1 6 8 148 | M V30 8 1 4 7 149 | M V30 9 1 6 5 150 | M V30 10 1 9 10 151 | M V30 11 2 1 9 152 | M V30 12 2 10 6 153 | M V30 13 2 11 12 154 | M V30 14 1 8 11 155 | M V30 15 1 10 12 156 | M V30 END BOND 157 | M V30 END CTAB 158 | M END 159 | $$$$ -------------------------------------------------------------------------------- /Notebooks/data/five_ring_queries.sdf: -------------------------------------------------------------------------------- 1 | 2 | Mrv2007 05282011072D 3 | 4 | 0 0 0 0 0 999 V3000 5 | M V30 BEGIN CTAB 6 | M V30 COUNTS 5 5 0 0 0 7 | M V30 BEGIN ATOM 8 | M V30 1 [C,N,O] -4.9583 2.185 0 0 9 | M V30 2 C -6.2042 1.2798 0 0 10 | M V30 3 C -5.7283 -0.1848 0 0 11 | M V30 4 C -4.1883 -0.1848 0 0 12 | M V30 5 C -3.7125 1.2798 0 0 13 | M V30 END ATOM 14 | M V30 BEGIN BOND 15 | M V30 1 1 1 2 16 | M V30 2 1 3 4 17 | M V30 3 1 1 5 18 | M V30 4 2 2 3 19 | M V30 5 2 4 5 20 | M V30 END BOND 21 | M V30 END CTAB 22 | M END 23 | $$$$ 24 | 25 | Mrv2007 05282011072D 26 | 27 | 0 0 0 0 0 999 V3000 28 | M V30 BEGIN CTAB 29 | M V30 COUNTS 5 5 0 0 0 30 | M V30 BEGIN ATOM 31 | M V30 1 A -4.9583 2.185 0 0 32 | M V30 2 C -6.2042 1.2798 0 0 33 | M V30 3 C -5.7283 -0.1848 0 0 34 | M V30 4 C -4.1883 -0.1848 0 0 35 | M V30 5 C -3.7125 1.2798 0 0 36 | M V30 END ATOM 37 | M V30 BEGIN BOND 38 | M V30 1 1 1 2 39 | M V30 2 1 3 4 40 | M V30 3 1 1 5 41 | M V30 4 2 2 3 42 | M V30 5 2 4 5 43 | M V30 END BOND 44 | M V30 END CTAB 45 | M END 46 | $$$$ 47 | 48 | Mrv2007 05282011072D 49 | 50 | 0 0 0 0 0 999 V3000 51 | M V30 BEGIN CTAB 52 | M V30 COUNTS 5 5 0 0 0 53 | M V30 BEGIN ATOM 54 | M V30 1 C -4.9583 2.185 0 0 55 | M V30 2 C -6.2042 1.2798 0 0 56 | M V30 3 C -5.7283 -0.1848 0 0 57 | M V30 4 C -4.1883 -0.1848 0 0 58 | M V30 5 C -3.7125 1.2798 0 0 59 | M V30 END ATOM 60 | M V30 BEGIN BOND 61 | M V30 1 1 1 2 62 | M V30 2 1 3 4 63 | M V30 3 1 1 5 64 | M V30 4 2 2 3 65 | M V30 5 2 4 5 66 | M V30 END BOND 67 | M V30 END CTAB 68 | M END 69 | $$$$ 70 | 71 | Mrv2007 05282011082D 72 | 73 | 0 0 0 0 0 999 V3000 74 | M V30 BEGIN CTAB 75 | M V30 COUNTS 5 5 0 0 0 76 | M V30 BEGIN ATOM 77 | M V30 1 S -4.9583 2.185 0 0 78 | M V30 2 C -6.2042 1.2798 0 0 79 | M V30 3 C -5.7283 -0.1848 0 0 80 | M V30 4 C -4.1883 -0.1848 0 0 81 | M V30 5 C -3.7125 1.2798 0 0 82 | M V30 END ATOM 83 | M V30 BEGIN BOND 84 | M V30 1 1 1 2 85 | M V30 2 1 3 4 86 | M V30 3 1 1 5 87 | M V30 4 2 2 3 88 | M V30 5 2 4 5 89 | M V30 END BOND 90 | M V30 END CTAB 91 | M END 92 | $$$$ 93 | all single bonds is not affected 94 | Mrv2007 05282011082D 95 | 96 | 0 0 0 0 0 999 V3000 97 | M V30 BEGIN CTAB 98 | M V30 COUNTS 5 5 0 0 0 99 | M V30 BEGIN ATOM 100 | M V30 1 C -4.9583 2.185 0 0 101 | M V30 2 C -6.2042 1.2798 0 0 102 | M V30 3 C -5.7283 -0.1848 0 0 103 | M V30 4 C -4.1883 -0.1848 0 0 104 | M V30 5 C -3.7125 1.2798 0 0 105 | M V30 END ATOM 106 | M V30 BEGIN BOND 107 | M V30 1 1 1 2 108 | M V30 2 1 3 4 109 | M V30 3 1 1 5 110 | M V30 4 1 2 3 111 | M V30 5 1 4 5 112 | M V30 END BOND 113 | M V30 END CTAB 114 | M END 115 | $$$$ 116 | query bonds are not affected 117 | Mrv2007 05282013572D 118 | 119 | 0 0 0 0 0 999 V3000 120 | M V30 BEGIN CTAB 121 | M V30 COUNTS 5 5 0 0 0 122 | M V30 BEGIN ATOM 123 | M V30 1 S -4.4583 -1.3987 0 0 124 | M V30 2 C -5.792 -0.6287 0 0 125 | M V30 3 C -5.792 0.9113 0 0 126 | M V30 4 C -3.1247 0.9113 0 0 127 | M V30 5 C -3.1247 -0.6287 0 0 128 | M V30 END ATOM 129 | M V30 BEGIN BOND 130 | M V30 1 7 4 5 131 | M V30 2 7 2 3 132 | M V30 3 6 3 4 133 | M V30 4 6 1 5 134 | M V30 5 6 1 2 135 | M V30 END BOND 136 | M V30 END CTAB 137 | M END 138 | -------------------------------------------------------------------------------- /Notebooks/data/my_templates.smi: -------------------------------------------------------------------------------- 1 | C1CC2CCOC3OC4CCC(C1)C23OO4 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-------------------------------------------------------------------------------- 1 | # RDKit UGM 2023 2 | 3 | - **When**: 20-22 September 4 | - **Where**: Mainz, Germany 5 | - **Organizer**: Paul Czodrowski 6 | 7 | # Materials 8 | 9 | Coming after the UGM 10 | 11 | 12 | # Sponsors 13 | 14 | We're only able to keep having the RDKit UGM in its current form thanks to generous financial support from our sponsors. 15 | 16 | ![Sponsors mosaic](images/sponsors.png) 17 | -------------------------------------------------------------------------------- /images/sponsors.png: -------------------------------------------------------------------------------- https://raw.githubusercontent.com/rdkit/UGM_2023/44803676e0ccdcfa4297b667eff964b55dd31961/images/sponsors.png -------------------------------------------------------------------------------- /logistics.pdf: -------------------------------------------------------------------------------- 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