| [ |
| { |
| "id": "000001", |
| "op_type": "remove_atom", |
| "image_path": "images/000001.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([OH:9])[c:10]([O:11][CH3:13])[cH:12]1", |
| "correct_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 13}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 13 |
| } |
| }, |
| "restored_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000002", |
| "op_type": "add_atom", |
| "image_path": "images/000002.png", |
| "wrong_smiles_mapped": "[CH:1]([CH3:2])([CH3:3])[c:4]1[cH:5][cH:6][c:7]([OH:8])[c:9]([OH:10])[cH:11]1", |
| "correct_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 1}, \"group\": \"CH3\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "group": "CH3" |
| }, |
| "restored_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000000", |
| "op_type": "change_atom_element", |
| "image_path": "images/000000.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]([SH:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([OH:9])[c:10]([OH:11])[cH:12]1", |
| "correct_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 3}, \"element\": \"C\"}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 3 |
| }, |
| "element": "C" |
| }, |
| "restored_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000003", |
| "op_type": "remove_bond", |
| "image_path": "images/000003.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]1([CH3:4])[CH2:3][O:9][c:8]2[cH:7][cH:6][c:5]1[cH:12][c:10]2[OH:11]", |
| "correct_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 3}, \"atom2\": {\"map_num\": 9}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 3 |
| }, |
| "atom2": { |
| "map_num": 9 |
| } |
| } |
| }, |
| "restored_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000005", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000005.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]([F:13])[c:8]([OH:9])[c:10]([OH:11])[cH:12]1", |
| "correct_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "predicted_raw": "{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 13}}", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 13 |
| } |
| }, |
| "restored_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000010", |
| "op_type": "remove_atom", |
| "image_path": "images/000010.png", |
| "wrong_smiles_mapped": "[NH2:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][cH:7][c:8]([O:9][NH2:14])[cH:10]1)[C:11](=[O:12])[OH:13]", |
| "correct_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 14}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 14 |
| } |
| }, |
| "restored_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000006", |
| "op_type": "add_functional_group", |
| "image_path": "images/000006.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][cH:8][c:9]([OH:10])[cH:11]1", |
| "correct_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 8}, \"group\": \"OH\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 8 |
| }, |
| "group": "OH" |
| }, |
| "restored_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000009", |
| "op_type": "change_atom_element", |
| "image_path": "images/000009.png", |
| "wrong_smiles_mapped": "[NH2:1][N:2]([CH2:3][c:4]1[cH:5][cH:6][cH:7][c:8]([OH:9])[cH:10]1)[C:11](=[O:12])[OH:13]", |
| "correct_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 2}, \"element\": \"C\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 2 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000012", |
| "op_type": "change_charge", |
| "image_path": "images/000012.png", |
| "wrong_smiles_mapped": "[NH2:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][cH:7][c:8]([OH:9])[cH:10]1)[C:11](=[OH+:12])[OH:13]", |
| "correct_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 12}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 12 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000004", |
| "op_type": "add_bond", |
| "image_path": "images/000004.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([OH:9])[cH:10][cH:12]1.[OH2:11]", |
| "correct_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "predicted_raw": "{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 11}, \"atom2\": {\"map_num\": 7}}, \"order\": \"SINGLE\"}", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 11 |
| }, |
| "atom2": { |
| "map_num": 7 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000007", |
| "op_type": "move_substituent", |
| "image_path": "images/000007.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]([CH3:3])([CH3:4])[c:7]1[cH:6][cH:5][cH:12][c:10]([OH:11])[c:8]1[OH:9]", |
| "correct_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "predicted_raw": "{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 11}, \"from_atom\": {\"map_num\": 10}, \"to_atom\": {\"map_num\": 5}}", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 11 |
| }, |
| "from_atom": { |
| "map_num": 10 |
| }, |
| "to_atom": { |
| "map_num": 5 |
| } |
| }, |
| "restored_smiles": "CC(C)(C)c1cc(O)ccc1O", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000011", |
| "op_type": "add_atom", |
| "image_path": "images/000011.png", |
| "wrong_smiles_mapped": "[NH2:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][cH:7][c:8]([OH:9])[cH:10]1)[CH:11]=[O:12]", |
| "correct_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 11}, \"element\": \"O\", \"bond_order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 11 |
| }, |
| "element": "O", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000013", |
| "op_type": "change_bond_order", |
| "image_path": "images/000013.png", |
| "wrong_smiles_mapped": "[NH:1]=[C:2]([CH2:3][c:4]1[cH:5][cH:6][cH:7][c:8]([OH:9])[cH:10]1)[C:11](=[O:12])[OH:13]", |
| "correct_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 1}, \"atom2\": {\"map_num\": 2}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 1 |
| }, |
| "atom2": { |
| "map_num": 2 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000017", |
| "op_type": "add_functional_group", |
| "image_path": "images/000017.png", |
| "wrong_smiles_mapped": "[NH2:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[C:10](=[O:11])[OH:12]", |
| "correct_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 6}, \"group\": \"OH\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 6 |
| }, |
| "group": "OH" |
| }, |
| "restored_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000014", |
| "op_type": "remove_bond", |
| "image_path": "images/000014.png", |
| "wrong_smiles_mapped": "[NH2:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][c:7]2[c:8]([cH:10]1)[O:9]2)[C:11](=[O:12])[OH:13]", |
| "correct_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 7}, \"atom2\": {\"map_num\": 9}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 7 |
| }, |
| "atom2": { |
| "map_num": 9 |
| } |
| } |
| }, |
| "restored_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000015", |
| "op_type": "add_bond", |
| "image_path": "images/000015.png", |
| "wrong_smiles_mapped": "[NH2:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][cH:7][c:8]([OH:9])[cH:10]1)[CH:11]=[O:12].[OH2:13]", |
| "correct_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 11}, \"atom2\": {\"map_num\": 13}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 11 |
| }, |
| "atom2": { |
| "map_num": 13 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000016", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000016.png", |
| "wrong_smiles_mapped": "[NH2:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][c:7]([F:14])[c:8]([OH:9])[cH:10]1)[C:11](=[O:12])[OH:13]", |
| "correct_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 14}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 14 |
| } |
| }, |
| "restored_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000018", |
| "op_type": "move_substituent", |
| "image_path": "images/000018.png", |
| "wrong_smiles_mapped": "[NH2:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][cH:7][cH:8][c:10]1[OH:9])[C:11](=[O:12])[OH:13]", |
| "correct_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 9}, \"from_atom\": {\"map_num\": 10}, \"to_atom\": {\"map_num\": 8}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 9 |
| }, |
| "from_atom": { |
| "map_num": 10 |
| }, |
| "to_atom": { |
| "map_num": 8 |
| } |
| }, |
| "restored_smiles": "NC(Cc1cccc(O)c1)C(=O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000020", |
| "op_type": "remove_atom", |
| "image_path": "images/000020.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]3[c:8]([cH:9][cH:10][c:11]4[cH:12][c:13]([CH2:14][OH:21])[cH:15][cH:16][c:17]34)[cH:18][c:19]2[cH:20]1", |
| "correct_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveGroup\", \"anchor\": {\"map_num\": 13}, \"group\": \"OH\"}\n```", |
| "predicted_action": { |
| "type": "RemoveGroup", |
| "anchor": { |
| "map_num": 13 |
| }, |
| "group": "OH" |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": "RemoveGroup failed: group='OH' not found at anchor=12" |
| }, |
| { |
| "id": "000008", |
| "op_type": "swap_substituents", |
| "image_path": "images/000008.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]([CH3:3])([CH3:4])[c:10]1[c:8]([OH:9])[cH:7][cH:6][c:5]([OH:11])[cH:12]1", |
| "correct_smiles": "CC(C)(C)c1ccc(O)c(O)c1", |
| "predicted_raw": "{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 11}, \"from_atom\": {\"map_num\": 5}, \"to_atom\": {\"map_num\": 7}}", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 11 |
| }, |
| "from_atom": { |
| "map_num": 5 |
| }, |
| "to_atom": { |
| "map_num": 7 |
| } |
| }, |
| "restored_smiles": "CC(C)(C)c1cccc(O)c1O", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000019", |
| "op_type": "change_atom_element", |
| "image_path": "images/000019.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]3[c:8]([cH:9][cH:10][c:11]4[cH:12][c:13]([SH:14])[cH:15][cH:16][c:17]34)[cH:18][c:19]2[cH:20]1", |
| "correct_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 14}, \"element\": \"C\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 14 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000024", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000024.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([CH3:21])[c:7]3[c:8]([cH:9][cH:10][c:11]4[cH:12][c:13]([CH3:14])[cH:15][cH:16][c:17]34)[cH:18][c:19]2[cH:20]1", |
| "correct_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 21}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 21 |
| } |
| }, |
| "restored_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000022", |
| "op_type": "remove_bond", |
| "image_path": "images/000022.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][c:4]2[c:5]3[c:6]-2[c:7]2[c:8]([cH:9][cH:10][c:11]4[cH:12][c:13]([CH3:14])[cH:15][cH:16][c:17]24)[cH:18][c:19]3[cH:20]1", |
| "correct_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 4}, \"atom2\": {\"map_num\": 6}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 4 |
| }, |
| "atom2": { |
| "map_num": 6 |
| } |
| } |
| }, |
| "restored_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000021", |
| "op_type": "add_atom", |
| "image_path": "images/000021.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]3[c:8]([cH:9][cH:10][c:11]4[cH:12][cH:13][cH:14][cH:15][c:16]34)[cH:17][c:18]2[cH:19]1", |
| "correct_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 13}, \"group\": \"CH3\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 13 |
| }, |
| "group": "CH3" |
| }, |
| "restored_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000023", |
| "op_type": "add_bond", |
| "image_path": "images/000023.png", |
| "wrong_smiles_mapped": "[CH4:1].[cH:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]3[c:8]([cH:9][cH:10][c:11]4[cH:12][c:13]([CH3:14])[cH:15][cH:16][c:17]34)[cH:18][c:19]2[cH:20]1", |
| "correct_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 1}, \"atom2\": {\"map_num\": 3}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 1 |
| }, |
| "atom2": { |
| "map_num": 3 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "Cc1ccc2cc3ccc4cc(C)ccc4c3cc2c1", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000027", |
| "op_type": "swap_substituents", |
| "image_path": "images/000027.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]1=[CH:20][c:19]2[c:5]3[cH:6][c:7]([c:8]([cH:18]2)[CH:4]=[CH:3]1)-[c:17]1[c:11]([cH:12][c:13]([CH3:14])[cH:15][cH:16]1)[CH:10]=[CH:9]3", |
| "correct_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 18}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 18 |
| } |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": "Sanitization failed (RemoveAtom): Can't kekulize mol. Unkekulized atoms: 3 4 5 6 7 10 11 12 13 15 16" |
| }, |
| { |
| "id": "000026", |
| "op_type": "move_substituent", |
| "image_path": "images/000026.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]3[c:8]([cH:9][cH:10][c:11]4[cH:12][cH:13][c:15]([CH3:14])[cH:16][c:17]34)[cH:18][c:19]2[cH:20]1", |
| "correct_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 17}, \"from_atom\": {\"map_num\": 7}, \"to_atom\": {\"map_num\": 6}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 17 |
| }, |
| "from_atom": { |
| "map_num": 7 |
| }, |
| "to_atom": { |
| "map_num": 6 |
| } |
| }, |
| "restored_smiles": "Cc1ccc2c(c1)-c1cc(cc3cc(C)ccc13)C=C2", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000030", |
| "op_type": "change_charge", |
| "image_path": "images/000030.png", |
| "wrong_smiles_mapped": "[O:1]=[S:2](=[O:3])([OH:4])[c:5]1[cH:6][cH:7][cH:8][c:9]([N:10]=[N:11][c:12]2[cH:13][cH:14][c:15]([N:16]=[NH+:17][c:18]3[cH:19][cH:20][c:21]([NH:22][c:23]4[cH:24][cH:25][cH:26][cH:27][cH:28]4)[c:29]4[c:30]([S:31](=[O:32])(=[O:33])[OH:34])[cH:35][cH:36][cH:37][c:38]34)[c:39]3[cH:40][cH:41][cH:42][cH:43][c:44]23)[cH:45]1", |
| "correct_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 17}, \"element\": \"N\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 17 |
| }, |
| "element": "N", |
| "charge": 0 |
| }, |
| "restored_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000028", |
| "op_type": "remove_atom", |
| "image_path": "images/000028.png", |
| "wrong_smiles_mapped": "[O:1]=[S:2](=[O:3])([OH:4])[c:5]1[cH:6][cH:7][cH:8][c:9]([N:10]=[N:11][c:12]2[cH:13][cH:14][c:15]([N:16]=[N:17][c:18]3[cH:19][cH:20][c:21]([NH:22][c:23]4[cH:24][cH:25][cH:26][cH:27][c:28]4[OH:46])[c:29]4[c:30]([S:31](=[O:32])(=[O:33])[OH:34])[cH:35][cH:36][cH:37][c:38]34)[c:39]3[cH:40][cH:41][cH:42][cH:43][c:44]23)[cH:45]1", |
| "correct_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 46}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 46 |
| } |
| }, |
| "restored_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000029", |
| "op_type": "add_atom", |
| "image_path": "images/000029.png", |
| "wrong_smiles_mapped": "[O:1]=[S:2](=[O:3])([OH:4])[c:5]1[cH:6][cH:7][cH:8][c:9]([N:10]=[N:11][c:12]2[cH:13][cH:14][c:15]([N:16]=[N:17][c:18]3[cH:19][cH:20][c:21]([NH:22][c:23]4[cH:24][cH:25][cH:26][cH:27][cH:28]4)[c:29]4[c:30]([S:31](=[O:32])[OH:33])[cH:34][cH:35][cH:36][c:37]34)[c:38]3[cH:39][cH:40][cH:41][cH:42][c:43]23)[cH:44]1", |
| "correct_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 31}, \"element\": \"O\", \"bond_order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 31 |
| }, |
| "element": "O", |
| "bond_order": "DOUBLE" |
| }, |
| "restored_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000025", |
| "op_type": "add_functional_group", |
| "image_path": "images/000025.png", |
| "wrong_smiles_mapped": "[cH:1]1[cH:2][cH:3][c:4]2[cH:5][c:6]3[c:7]([cH:8][cH:9][c:10]4[cH:11][c:12]([CH3:13])[cH:14][cH:15][c:16]34)[cH:17][c:18]2[cH:19]1", |
| "correct_smiles": "Cc1ccc2cc3c(ccc4cc(C)ccc43)cc2c1", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 2}, \"group\": \"CH3\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 2 |
| }, |
| "group": "CH3" |
| }, |
| "restored_smiles": "Cc1ccc2cc3ccc4cc(C)ccc4c3cc2c1", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000031", |
| "op_type": "change_bond_order", |
| "image_path": "images/000031.png", |
| "wrong_smiles_mapped": "[OH:1][SH:2](=[O:3])([OH:4])[c:5]1[cH:6][cH:7][cH:8][c:9]([N:10]=[N:11][c:12]2[cH:13][cH:14][c:15]([N:16]=[N:17][c:18]3[cH:19][cH:20][c:21]([NH:22][c:23]4[cH:24][cH:25][cH:26][cH:27][cH:28]4)[c:29]4[c:30]([S:31](=[O:32])(=[O:33])[OH:34])[cH:35][cH:36][cH:37][c:38]34)[c:39]3[cH:40][cH:41][cH:42][cH:43][c:44]23)[cH:45]1", |
| "correct_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 1}, \"atom2\": {\"map_num\": 2}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 1 |
| }, |
| "atom2": { |
| "map_num": 2 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000034", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000034.png", |
| "wrong_smiles_mapped": "[O:1]=[S:2](=[O:3])([OH:4])[c:5]1[cH:6][cH:7][cH:8][c:9]([N:10]=[N:11][c:12]2[c:13]([Cl:46])[cH:14][c:15]([N:16]=[N:17][c:18]3[cH:19][cH:20][c:21]([NH:22][c:23]4[cH:24][cH:25][cH:26][cH:27][cH:28]4)[c:29]4[c:30]([S:31](=[O:32])(=[O:33])[OH:34])[cH:35][cH:36][cH:37][c:38]34)[c:39]3[cH:40][cH:41][cH:42][cH:43][c:44]23)[cH:45]1", |
| "correct_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 46}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 46 |
| } |
| }, |
| "restored_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000037", |
| "op_type": "remove_atom", |
| "image_path": "images/000037.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH2:3][S:4][S:5][c:6]1[cH:7][cH:8][cH:9][cH:10][c:11]1[OH:12]", |
| "correct_smiles": "NCCSSc1ccccc1", |
| "predicted_raw": "{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 12}}", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 12 |
| } |
| }, |
| "restored_smiles": "NCCSSc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000038", |
| "op_type": "add_atom", |
| "image_path": "images/000038.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][S:3][S:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1", |
| "correct_smiles": "NCCSSc1ccccc1", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 1}, \"group\": \"NH2\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "group": "NH2" |
| }, |
| "restored_smiles": "NCCSSc1ccccc1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000035", |
| "op_type": "move_substituent", |
| "image_path": "images/000035.png", |
| "wrong_smiles_mapped": "[O:1]=[S:2](=[O:3])([OH:4])[c:5]1[cH:6][cH:7][cH:8][c:9]([N:10]=[N:11][C:12]2=[CH:13][CH:14]=[C:15]([N:16]=[N:17][c:18]3[cH:19][cH:20][c:21]([NH:22][c:23]4[cH:24][cH:25][cH:26][cH:27][cH:28]4)[c:29]4[c:30]([S:31](=[O:32])(=[O:33])[OH:34])[cH:35][cH:36][cH:37][c:38]34)[c:41]3[cH:40][cH:39][c:44]2[cH:43][cH:42]3)[cH:45]1", |
| "correct_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 44}, \"from_atom\": {\"map_num\": 39}, \"to_atom\": {\"map_num\": 40}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 44 |
| }, |
| "from_atom": { |
| "map_num": 39 |
| }, |
| "to_atom": { |
| "map_num": 40 |
| } |
| }, |
| "restored_smiles": "C=C1C2=CC=C1C(N=Nc1ccc(Nc3ccccc3)c3c(S(=O)(=O)O)cccc13)=CC=C2N=Nc1cccc(S(=O)(=O)O)c1", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000036", |
| "op_type": "change_atom_element", |
| "image_path": "images/000036.png", |
| "wrong_smiles_mapped": "[NH2:1][NH:2][CH2:3][S:4][S:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1", |
| "correct_smiles": "NCCSSc1ccccc1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 2}, \"element\": \"C\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 2 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "NCCSSc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000040", |
| "op_type": "remove_bond", |
| "image_path": "images/000040.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH2:3][S:4][S:5][c:6]1[c:7]2[cH:8][cH:9][cH:10][c:11]1-2", |
| "correct_smiles": "NCCSSc1ccccc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 7}, \"atom2\": {\"map_num\": 11}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 7 |
| }, |
| "atom2": { |
| "map_num": 11 |
| } |
| } |
| }, |
| "restored_smiles": "NCCSSc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000033", |
| "op_type": "add_bond", |
| "image_path": "images/000033.png", |
| "wrong_smiles_mapped": "[O:1]=[S:2]([OH:4])[c:5]1[cH:6][cH:7][cH:8][c:9]([N:10]=[N:11][c:12]2[cH:13][cH:14][c:15]([N:16]=[N:17][c:18]3[cH:19][cH:20][c:21]([NH:22][c:23]4[cH:24][cH:25][cH:26][cH:27][cH:28]4)[c:29]4[c:30]([S:31](=[O:32])(=[O:33])[OH:34])[cH:35][cH:36][cH:37][c:38]34)[c:39]3[cH:40][cH:41][cH:42][cH:43][c:44]23)[cH:45]1.[OH2:3]", |
| "correct_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 3}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 3 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000041", |
| "op_type": "add_bond", |
| "image_path": "images/000041.png", |
| "wrong_smiles_mapped": "[CH3:3][S:4][S:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1.[NH2:1][CH3:2]", |
| "correct_smiles": "NCCSSc1ccccc1", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 3}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 3 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "NCCSSc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000032", |
| "op_type": "remove_bond", |
| "image_path": "images/000032.png", |
| "wrong_smiles_mapped": "[O:1]=[S:2](=[O:3])([OH:4])[c:5]1[cH:6][cH:7][cH:8][c:9]([N:10]=[N:11][c:12]2[cH:13][cH:14][c:15]3[c:39]4[cH:40][cH:41][cH:42][c:43]([c:44]24)-[c:37]2[cH:36][cH:35][c:30]([S:31](=[O:32])(=[O:33])[OH:34])[c:29]4[c:21]([NH:22][c:23]5[cH:24][cH:25][cH:26][cH:27][cH:28]5)[cH:20][cH:19][c:18]([c:38]42)[N:17]=[N:16]3)[cH:45]1", |
| "correct_smiles": "O=S(=O)(O)c1cccc(N=Nc2ccc(N=Nc3ccc(Nc4ccccc4)c4c(S(=O)(=O)O)cccc34)c3ccccc23)c1", |
| "predicted_raw": "29 and 37.\nSo the right part is a naphthalene ring:\nRing 1: 37-36-35-30-29-38-37\nRing 2: 29-21-20-19-18-38-29\nThis is a naphthalene ring.\nSubstituents on right naphthalene:\nAt 30: SO3H\nAt 21: NHPh\nAt 18: N=N\nLet's check the relative positions.\n38 is the bridgehead between 37 and 18.\n29 is the bridgehead between 30 and 21.\nSo 37, 36, ", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000044", |
| "op_type": "change_atom_element", |
| "image_path": "images/000044.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][O:8][P:9](=[O:10])([OH:11])[OH:12]", |
| "correct_smiles": "NCCCNCCSP(=O)(O)O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 8}, \"element\": \"S\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 8 |
| }, |
| "element": "S", |
| "charge": 0 |
| }, |
| "restored_smiles": "NCCCNCCSP(=O)(O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000047", |
| "op_type": "change_charge", |
| "image_path": "images/000047.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][S:8][P:9](=[OH+:10])([OH:11])[OH:12]", |
| "correct_smiles": "NCCCNCCSP(=O)(O)O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 10}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 10 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "NCCCNCCSP(=O)(O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000042", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000042.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH:3]([S:4][S:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[Cl:12]", |
| "correct_smiles": "NCCSSc1ccccc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 12}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 12 |
| } |
| }, |
| "restored_smiles": "NCCSSc1ccccc1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000046", |
| "op_type": "add_atom", |
| "image_path": "images/000046.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][S:8][PH:9](=[O:10])[OH:11]", |
| "correct_smiles": "NCCCNCCSP(=O)(O)O", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 9}, \"group\": \"OH\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 9 |
| }, |
| "group": "OH" |
| }, |
| "restored_smiles": "NCCCNCCSP(=O)(O)O", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000043", |
| "op_type": "add_functional_group", |
| "image_path": "images/000043.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][S:3][S:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1", |
| "correct_smiles": "NCCSSc1ccccc1", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 1}, \"group\": \"NH2\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "group": "NH2" |
| }, |
| "restored_smiles": "NCCSSc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000051", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000051.png", |
| "wrong_smiles_mapped": "[NH2:1][CH:2]([CH2:3][CH2:4][NH:5][CH2:6][CH2:7][S:8][P:9](=[O:10])([OH:11])[OH:12])[F:13]", |
| "correct_smiles": "NCCCNCCSP(=O)(O)O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 13}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 13 |
| } |
| }, |
| "restored_smiles": "NCCCNCCSP(=O)(O)O", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000045", |
| "op_type": "remove_atom", |
| "image_path": "images/000045.png", |
| "wrong_smiles_mapped": "[NH2:1][CH:2]([CH2:3][CH2:4][NH:5][CH2:6][CH2:7][S:8][P:9](=[O:10])([OH:11])[OH:12])[OH:13]", |
| "correct_smiles": "NCCCNCCSP(=O)(O)O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 13}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 13 |
| } |
| }, |
| "restored_smiles": "NCCCNCCSP(=O)(O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000049", |
| "op_type": "remove_bond", |
| "image_path": "images/000049.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH:3]1[CH2:4][NH:5][CH2:6][CH2:7][S:8][P:9](=[O:10])([OH:11])[O:12]1", |
| "correct_smiles": "NCCCNCCSP(=O)(O)O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 3}, \"atom2\": {\"map_num\": 12}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 3 |
| }, |
| "atom2": { |
| "map_num": 12 |
| } |
| } |
| }, |
| "restored_smiles": "NCCCNCCSP(=O)(O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000048", |
| "op_type": "change_bond_order", |
| "image_path": "images/000048.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][S:8][PH:9]([OH:10])([OH:11])[OH:12]", |
| "correct_smiles": "NCCCNCCSP(=O)(O)O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 9}, \"atom2\": {\"map_num\": 12}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 9 |
| }, |
| "atom2": { |
| "map_num": 12 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "NCCCNCCSP(=O)(O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000050", |
| "op_type": "add_bond", |
| "image_path": "images/000050.png", |
| "wrong_smiles_mapped": "[CH3:3][CH2:4][NH:5][CH2:6][CH2:7][S:8][P:9](=[O:10])([OH:11])[OH:12].[NH2:1][CH3:2]", |
| "correct_smiles": "NCCCNCCSP(=O)(O)O", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 3}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 3 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "NCCCNCCSP(=O)(O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000039", |
| "op_type": "change_bond_order", |
| "image_path": "images/000039.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH:3]=[SH:4][S:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1", |
| "correct_smiles": "NCCSSc1ccccc1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 3}, \"atom2\": {\"map_num\": 4}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 3 |
| }, |
| "atom2": { |
| "map_num": 4 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "NCCSSc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000059", |
| "op_type": "change_atom_element", |
| "image_path": "images/000059.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH3:12])[c:13]1[cH:14][c:15]([CH2:16][SH:17])[cH:18][c:19]([NH:20][C:21]([CH3:22])=[O:23])[cH:24]1", |
| "correct_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 17}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 17 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000053", |
| "op_type": "change_atom_element", |
| "image_path": "images/000053.png", |
| "wrong_smiles_mapped": "[CH:1]1=[CH:2][NH:3][CH2:4][N:5]=[N:6]1", |
| "correct_smiles": "C1=CNCN=C1", |
| "predicted_raw": "{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 6}, \"element\": \"C\"}", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 6 |
| }, |
| "element": "C" |
| }, |
| "restored_smiles": "C1=CNCN=C1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000052", |
| "op_type": "add_functional_group", |
| "image_path": "images/000052.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][S:7][P:8](=[O:9])([OH:10])[OH:11]", |
| "correct_smiles": "NCCCNCCSP(=O)(O)O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 1}, \"element\": \"N\"}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 1 |
| }, |
| "element": "N" |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": "Sanitization failed (ChangeAtom): Explicit valence for atom # 0 N, 4, is greater than permitted" |
| }, |
| { |
| "id": "000056", |
| "op_type": "change_bond_order", |
| "image_path": "images/000056.png", |
| "wrong_smiles_mapped": "[C:1]1=[CH:2][NH:3][CH2:4][N:5]=[C:6]=1", |
| "correct_smiles": "C1=CNCN=C1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 1}, \"atom2\": {\"map_num\": 6}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 1 |
| }, |
| "atom2": { |
| "map_num": 6 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "C1=CNCN=C1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000054", |
| "op_type": "remove_atom", |
| "image_path": "images/000054.png", |
| "wrong_smiles_mapped": "[CH:1]1=[C:2]([NH2:7])[NH:3][CH2:4][N:5]=[CH:6]1", |
| "correct_smiles": "C1=CNCN=C1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveGroup\", \"anchor\": {\"map_num\": 2}, \"group\": \"NH2\"}\n```", |
| "predicted_action": { |
| "type": "RemoveGroup", |
| "anchor": { |
| "map_num": 2 |
| }, |
| "group": "NH2" |
| }, |
| "restored_smiles": "C1=CNCN=C1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000060", |
| "op_type": "remove_atom", |
| "image_path": "images/000060.png", |
| "wrong_smiles_mapped": "[CH3:1][CH:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH3:12])[c:13]1[cH:14][c:15]([CH2:16][OH:17])[cH:18][c:19]([NH:20][C:21]([CH3:22])=[O:23])[cH:24]1)[NH2:25]", |
| "correct_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 25}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 25 |
| } |
| }, |
| "restored_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000058", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000058.png", |
| "wrong_smiles_mapped": "[CH:1]1=[C:2]([CH3:7])[NH:3][CH2:4][N:5]=[CH:6]1", |
| "correct_smiles": "C1=CNCN=C1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveGroup\", \"anchor\": {\"map_num\": 2}, \"group\": \"CH3\"}\n```", |
| "predicted_action": { |
| "type": "RemoveGroup", |
| "anchor": { |
| "map_num": 2 |
| }, |
| "group": "CH3" |
| }, |
| "restored_smiles": "C1=CNCN=C1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000055", |
| "op_type": "change_charge", |
| "image_path": "images/000055.png", |
| "wrong_smiles_mapped": "[CH:1]1=[CH:2][NH:3][CH2:4][NH+:5]=[CH:6]1", |
| "correct_smiles": "C1=CNCN=C1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 5}, \"element\": \"N\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 5 |
| }, |
| "element": "N", |
| "charge": 0 |
| }, |
| "restored_smiles": "C1=CNCN=C1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000062", |
| "op_type": "change_charge", |
| "image_path": "images/000062.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][NH+:11]([CH3:12])[c:13]1[cH:14][c:15]([CH2:16][OH:17])[cH:18][c:19]([NH:20][C:21]([CH3:22])=[O:23])[cH:24]1", |
| "correct_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 11}, \"element\": \"N\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 11 |
| }, |
| "element": "N", |
| "charge": 0 |
| }, |
| "restored_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000057", |
| "op_type": "remove_bond", |
| "image_path": "images/000057.png", |
| "wrong_smiles_mapped": "[CH:1]1=[CH:2][NH:3][CH:4]2[N:5]=[C:6]12", |
| "correct_smiles": "C1=CNCN=C1", |
| "predicted_raw": "{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 4}, \"atom2\": {\"map_num\": 6}}}", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 4 |
| }, |
| "atom2": { |
| "map_num": 6 |
| } |
| } |
| }, |
| "restored_smiles": "C1=CNCN=C1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000061", |
| "op_type": "add_atom", |
| "image_path": "images/000061.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH3:12])[c:13]1[cH:14][c:15]([CH3:16])[cH:17][c:18]([NH:19][C:20]([CH3:21])=[O:22])[cH:23]1", |
| "correct_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 16}, \"group\": \"OH\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 16 |
| }, |
| "group": "OH" |
| }, |
| "restored_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000063", |
| "op_type": "change_bond_order", |
| "image_path": "images/000063.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]=[CH:7][CH2:8][CH2:9][CH2:10][N:11]([CH3:12])[c:13]1[cH:14][c:15]([CH2:16][OH:17])[cH:18][c:19]([NH:20][C:21]([CH3:22])=[O:23])[cH:24]1", |
| "correct_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 6}, \"atom2\": {\"map_num\": 7}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 6 |
| }, |
| "atom2": { |
| "map_num": 7 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000064", |
| "op_type": "remove_bond", |
| "image_path": "images/000064.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]1[CH2:8][CH2:9][CH2:10][N:11]([CH3:12])[c:13]2[cH:14][c:15]([CH2:16][OH:17])[c:18]1[c:19]([NH:20][C:21]([CH3:22])=[O:23])[cH:24]2", |
| "correct_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 7}, \"atom2\": {\"map_num\": 18}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 7 |
| }, |
| "atom2": { |
| "map_num": 18 |
| } |
| } |
| }, |
| "restored_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000067", |
| "op_type": "add_functional_group", |
| "image_path": "images/000067.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH3:12])[c:13]1[cH:14][c:15]([CH3:16])[cH:17][c:18]([NH:19][C:20]([CH3:21])=[O:22])[cH:23]1", |
| "correct_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 16}, \"group\": \"OH\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 16 |
| }, |
| "group": "OH" |
| }, |
| "restored_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000065", |
| "op_type": "add_bond", |
| "image_path": "images/000065.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH3:12])[c:13]1[cH:14][c:15]([CH2:16][OH:17])[cH:18][c:19]([NH2:20])[cH:24]1.[CH:21]([CH3:22])=[O:23]", |
| "correct_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 20}, \"atom2\": {\"map_num\": 21}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 20 |
| }, |
| "atom2": { |
| "map_num": 21 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000066", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000066.png", |
| "wrong_smiles_mapped": "[CH3:1][CH:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH3:12])[c:13]1[cH:14][c:15]([CH2:16][OH:17])[cH:18][c:19]([NH:20][C:21]([CH3:22])=[O:23])[cH:24]1)[OH:25]", |
| "correct_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 25}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 25 |
| } |
| }, |
| "restored_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000070", |
| "op_type": "remove_atom", |
| "image_path": "images/000070.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][N:6]1[CH:7]([OH:30])[CH2:8][C:9]2([CH2:10][CH2:11]1)[C:12](=[O:13])[NH:14][CH2:15][N:16]2[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([F:27])[cH:28][cH:29]1", |
| "correct_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 30}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 30 |
| } |
| }, |
| "restored_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000073", |
| "op_type": "change_bond_order", |
| "image_path": "images/000073.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([CH:3]=[CH:4][CH2:5][N:6]1[CH2:7][CH2:8][C:9]2([CH2:10][CH2:11]1)[C:12](=[O:13])[NH:14][CH2:15][N:16]2[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([F:27])[cH:28][cH:29]1", |
| "correct_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 3}, \"atom2\": {\"map_num\": 4}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 3 |
| }, |
| "atom2": { |
| "map_num": 4 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000068", |
| "op_type": "move_substituent", |
| "image_path": "images/000068.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH3:12])[c:13]1[cH:14][cH:15][cH:18][c:19]([NH:20][C:21]([CH3:22])=[O:23])[c:24]1[CH2:16][OH:17]", |
| "correct_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 16}, \"from_atom\": {\"map_num\": 24}, \"to_atom\": {\"map_num\": 15}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 16 |
| }, |
| "from_atom": { |
| "map_num": 24 |
| }, |
| "to_atom": { |
| "map_num": 15 |
| } |
| }, |
| "restored_smiles": "CCCCCCCCCCN(C)c1cc(CO)cc(NC(C)=O)c1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000069", |
| "op_type": "change_atom_element", |
| "image_path": "images/000069.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][C:9]2([CH2:10][O:11]1)[C:12](=[O:13])[NH:14][CH2:15][N:16]2[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([F:27])[cH:28][cH:29]1", |
| "correct_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 11}, \"element\": \"C\"}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 11 |
| }, |
| "element": "C" |
| }, |
| "restored_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000071", |
| "op_type": "add_atom", |
| "image_path": "images/000071.png", |
| "wrong_smiles_mapped": "[CH2:1]([CH2:2][CH2:3][CH2:4][N:5]1[CH2:6][CH2:7][C:8]2([CH2:9][CH2:10]1)[C:11](=[O:12])[NH:13][CH2:14][N:15]2[c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1)[c:22]1[cH:23][cH:24][c:25]([F:26])[cH:27][cH:28]1", |
| "correct_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"O\", \"bond_order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "O", |
| "bond_order": "DOUBLE" |
| }, |
| "restored_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000075", |
| "op_type": "add_bond", |
| "image_path": "images/000075.png", |
| "wrong_smiles_mapped": "[CH3:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][C:9]2([CH2:10][CH2:11]1)[C:12](=[O:13])[NH:14][CH2:15][N:16]2[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1.[O:1]=[CH:2][c:23]1[cH:24][cH:25][c:26]([F:27])[cH:28][cH:29]1", |
| "correct_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 3}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 3 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000076", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000076.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][C:9]2([CH2:10][CH2:11]1)[C:12](=[O:13])[NH:14][CH2:15][N:16]2[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([F:27])[c:28]([F:30])[cH:29]1", |
| "correct_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 30}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 30 |
| } |
| }, |
| "restored_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000074", |
| "op_type": "remove_bond", |
| "image_path": "images/000074.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([CH:3]1[CH2:4][CH2:5][N:6]2[CH2:7][CH2:8][C:9]3([CH:10]1[CH2:11]2)[C:12](=[O:13])[NH:14][CH2:15][N:16]3[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([F:27])[cH:28][cH:29]1", |
| "correct_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 3}, \"atom2\": {\"map_num\": 10}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 3 |
| }, |
| "atom2": { |
| "map_num": 10 |
| } |
| } |
| }, |
| "restored_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000078", |
| "op_type": "move_substituent", |
| "image_path": "images/000078.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][C:9]2([CH2:10][CH2:11]1)[C:12](=[O:13])[NH:14][CH2:15][N:16]2[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[c:23]1[cH:24][c:25]([F:27])[cH:26][cH:28][cH:29]1", |
| "correct_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 27}, \"from_atom\": {\"map_num\": 25}, \"to_atom\": {\"map_num\": 26}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 27 |
| }, |
| "from_atom": { |
| "map_num": 25 |
| }, |
| "to_atom": { |
| "map_num": 26 |
| } |
| }, |
| "restored_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000072", |
| "op_type": "change_charge", |
| "image_path": "images/000072.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][NH+:6]1[CH2:7][CH2:8][C:9]2([CH2:10][CH2:11]1)[C:12](=[O:13])[NH:14][CH2:15][N:16]2[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([F:27])[cH:28][cH:29]1", |
| "correct_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 6}, \"element\": \"N\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 6 |
| }, |
| "element": "N", |
| "charge": 0 |
| }, |
| "restored_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000077", |
| "op_type": "add_functional_group", |
| "image_path": "images/000077.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][C:9]2([CH2:10][CH2:11]1)[C:12](=[O:13])[NH:14][CH2:15][N:16]2[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1", |
| "correct_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 26}, \"group\": \"F\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 26 |
| }, |
| "group": "F" |
| }, |
| "restored_smiles": "O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000080", |
| "op_type": "remove_atom", |
| "image_path": "images/000080.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([c:7]([O:8][CH3:9])[c:10]1[O:11][CH3:12])-[c:13]1[cH:14][c:15]3[c:16]([cH:17][c:18]1[C:19](=[O:20])[CH:21]1[CH:22]([OH:31])[O:23][C:24](=[O:25])[CH:26]1[CH2:27]2)[O:28][CH2:29][O:30]3", |
| "correct_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 31}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 31 |
| } |
| }, |
| "restored_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000079", |
| "op_type": "change_atom_element", |
| "image_path": "images/000079.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([c:7]([O:8][CH3:9])[c:10]1[O:11][CH3:12])-[c:13]1[cH:14][c:15]3[c:16]([cH:17][c:18]1[C:19](=[O:20])[CH:21]1[CH2:22][S:23][C:24](=[O:25])[CH:26]1[CH2:27]2)[O:28][CH2:29][O:30]3", |
| "correct_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 23}, \"element\": \"O\"}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 23 |
| }, |
| "element": "O" |
| }, |
| "restored_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000081", |
| "op_type": "add_atom", |
| "image_path": "images/000081.png", |
| "wrong_smiles_mapped": "[OH:1][c:2]1[cH:3][c:4]2[c:5]([c:6]([O:7][CH3:8])[c:9]1[O:10][CH3:11])-[c:12]1[cH:13][c:14]3[c:15]([cH:16][c:17]1[C:18](=[O:19])[CH:20]1[CH2:21][O:22][C:23](=[O:24])[CH:25]1[CH2:26]2)[O:27][CH2:28][O:29]3", |
| "correct_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"C\", \"bond_order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "C", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000088", |
| "op_type": "change_atom_element", |
| "image_path": "images/000088.png", |
| "wrong_smiles_mapped": "[F:1][c:2]1[cH:3][cH:4][c:5]([CH:6]([c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)[N:14]2[CH2:15][CH2:16][N:17]([NH:18][CH:19]=[CH:20][c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[CH2:27][CH2:28]2)[cH:29][cH:30]1", |
| "correct_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 18}, \"element\": \"C\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 18 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000089", |
| "op_type": "remove_atom", |
| "image_path": "images/000089.png", |
| "wrong_smiles_mapped": "[F:1][c:2]1[cH:3][cH:4][c:5]([CH:6]([c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)[N:14]2[CH2:15][CH2:16][N:17]([CH2:18][CH:19]=[CH:20][c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[CH:27]([CH3:31])[CH2:28]2)[cH:29][cH:30]1", |
| "correct_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 31}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 31 |
| } |
| }, |
| "restored_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000091", |
| "op_type": "change_charge", |
| "image_path": "images/000091.png", |
| "wrong_smiles_mapped": "[F:1][c:2]1[cH:3][cH:4][c:5]([CH:6]([c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)[NH+:14]2[CH2:15][CH2:16][N:17]([CH2:18][CH:19]=[CH:20][c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[CH2:27][CH2:28]2)[cH:29][cH:30]1", |
| "correct_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 14}, \"element\": \"N\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 14 |
| }, |
| "element": "N", |
| "charge": 0 |
| }, |
| "restored_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000090", |
| "op_type": "add_atom", |
| "image_path": "images/000090.png", |
| "wrong_smiles_mapped": "[cH:1]1[cH:2][cH:3][c:4]([CH:5]([c:6]2[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]2)[N:13]2[CH2:14][CH2:15][N:16]([CH2:17][CH:18]=[CH:19][c:20]3[cH:21][cH:22][cH:23][cH:24][cH:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29]1", |
| "correct_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"F\", \"bond_order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "F", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000084", |
| "op_type": "remove_bond", |
| "image_path": "images/000084.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([c:7]([O:8][CH3:9])[c:10]1[O:11][CH3:12])-[c:13]1[cH:14][c:15]3[c:16]([c:17]4[c:18]1[C:19](=[O:20])[CH:21]1[CH2:22][O:23][C:24](=[O:25])[C:26]41[CH2:27]2)[O:28][CH2:29][O:30]3", |
| "correct_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "predicted_raw": "[CH2:27]2`\nC26 has ring closures 4 and 1.\n4 connects to c17.\n1 connects to CH21.\nIt is also bonded to C24 and CH2:27.\nSo C26 is bonded to: c17, CH21, C24, CH2:27.\nLet's check CH21:\n`[CH:21]1` -> bonded to C19, CH2:22, and C26 (via ring closure 1).\nSo CH21 is bonded to C19, CH2:22, C26.\nLet's check the image again.\nIn the image, the", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000092", |
| "op_type": "change_bond_order", |
| "image_path": "images/000092.png", |
| "wrong_smiles_mapped": "[F:1][c:2]1[cH:3][cH:4][c:5]([CH:6]([c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)[N:14]2[CH:15]=[CH:16][N:17]([CH2:18][CH:19]=[CH:20][c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[CH2:27][CH2:28]2)[cH:29][cH:30]1", |
| "correct_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 15}, \"atom2\": {\"map_num\": 16}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 15 |
| }, |
| "atom2": { |
| "map_num": 16 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000086", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000086.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([c:7]([O:8][CH3:9])[c:10]1[O:11][CH3:12])-[c:13]1[cH:14][c:15]3[c:16]([cH:17][c:18]1[C:19](=[O:20])[C:21]1([NH2:31])[CH2:22][O:23][C:24](=[O:25])[CH:26]1[CH2:27]2)[O:28][CH2:29][O:30]3", |
| "correct_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 31}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 31 |
| } |
| }, |
| "restored_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000082", |
| "op_type": "change_charge", |
| "image_path": "images/000082.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([c:7]([O:8][CH3:9])[c:10]1[O:11][CH3:12])-[c:13]1[cH:14][c:15]3[c:16]([cH:17][c:18]1[C:19](=[O:20])[CH:21]1[CH2:22][O:23][C:24](=[OH+:25])[CH:26]1[CH2:27]2)[O:28][CH2:29][O:30]3", |
| "correct_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 25}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 25 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000083", |
| "op_type": "change_bond_order", |
| "image_path": "images/000083.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([c:7]([O:8][CH3:9])[c:10]1[O:11][CH3:12])-[c:13]1[cH:14][c:15]3[c:16]([cH:17][c:18]1[CH:19]([OH:20])[CH:21]1[CH2:22][O:23][C:24](=[O:25])[CH:26]1[CH2:27]2)[O:28][CH2:29][O:30]3", |
| "correct_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 19}, \"atom2\": {\"map_num\": 20}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 19 |
| }, |
| "atom2": { |
| "map_num": 20 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000085", |
| "op_type": "add_bond", |
| "image_path": "images/000085.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][c:10]1[O:11][CH3:12])-[c:13]1[cH:14][c:15]3[c:16]([cH:17][c:18]1[C:19](=[O:20])[CH:21]1[CH2:22][O:23][C:24](=[O:25])[CH:26]1[CH2:27]2)[O:28][CH2:29][O:30]3.[OH:8][CH3:9]", |
| "correct_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 7}, \"atom2\": {\"map_num\": 8}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 7 |
| }, |
| "atom2": { |
| "map_num": 8 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000087", |
| "op_type": "move_substituent", |
| "image_path": "images/000087.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([c:7]([O:8][CH3:9])[c:10]1[O:11][CH3:12])-[c:13]1[cH:14][c:15]3[c:16]([cH:17][c:18]1[C:19](=[O:20])[C:26]1([CH2:21][CH2:22][O:23][C:24]1=[O:25])[CH2:27]2)[O:28][CH2:29][O:30]3", |
| "correct_smiles": "COc1cc2c(c(OC)c1OC)-c1cc3c(cc1C(=O)C1COC(=O)C1C2)OCO3", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 27}, \"from_atom\": {\"map_num\": 26}, \"to_atom\": {\"map_num\": 24}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 27 |
| }, |
| "from_atom": { |
| "map_num": 26 |
| }, |
| "to_atom": { |
| "map_num": 24 |
| } |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": "Sanitization failed (MoveSubstituent): Explicit valence for atom # 24 C, 5, is greater than permitted" |
| }, |
| { |
| "id": "000098", |
| "op_type": "change_atom_element", |
| "image_path": "images/000098.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][O:3][P:4](=[O:5])([O:6][CH2:7][CH3:8])[S:9][N:10]1[C:11](=[O:12])[c:13]2[cH:14][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][c:21]([c:22]23)[C:23]1=[O:24]", |
| "correct_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 9}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 9 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000094", |
| "op_type": "add_bond", |
| "image_path": "images/000094.png", |
| "wrong_smiles_mapped": "[F:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][N:14]2[CH2:15][CH2:16][N:17]([CH2:18][CH:19]=[CH:20][c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[CH2:27][CH2:28]2)[cH:29][cH:30]1.[cH:7]1[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]1", |
| "correct_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "predicted_raw": "```json\n{\n \"type\": \"AddBond\",\n \"bond\": {\n \"atom1\": {\n \"map_num\": 6\n },\n \"atom2\": {\n \"map_num\": 7\n }\n },\n \"order\": \"SINGLE\"\n}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 6 |
| }, |
| "atom2": { |
| "map_num": 7 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000097", |
| "op_type": "move_substituent", |
| "image_path": "images/000097.png", |
| "wrong_smiles_mapped": "[F:1][c:2]1[cH:3][cH:4][c:5]([CH:6]([c:9]2[cH:8][cH:7][cH:13][cH:12][c:10]2[F:11])[N:14]2[CH2:15][CH2:16][N:17]([CH2:18][CH:19]=[CH:20][c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[CH2:27][CH2:28]2)[cH:29][cH:30]1", |
| "correct_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 11}, \"from_atom\": {\"map_num\": 10}, \"to_atom\": {\"map_num\": 13}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 11 |
| }, |
| "from_atom": { |
| "map_num": 10 |
| }, |
| "to_atom": { |
| "map_num": 13 |
| } |
| }, |
| "restored_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000095", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000095.png", |
| "wrong_smiles_mapped": "[F:1][c:2]1[cH:3][cH:4][c:5]([C:6]([c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)([N:14]2[CH2:15][CH2:16][N:17]([CH2:18][CH:19]=[CH:20][c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[CH2:27][CH2:28]2)[CH3:31])[cH:29][cH:30]1", |
| "correct_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 31}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 31 |
| } |
| }, |
| "restored_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000096", |
| "op_type": "add_functional_group", |
| "image_path": "images/000096.png", |
| "wrong_smiles_mapped": "[cH:1]1[cH:2][cH:3][c:4]([CH:5]([c:6]2[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]2)[N:13]2[CH2:14][CH2:15][N:16]([CH2:17][CH:18]=[CH:19][c:20]3[cH:21][cH:22][cH:23][cH:24][cH:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29]1", |
| "correct_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"F\", \"bond_order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "F", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000093", |
| "op_type": "remove_bond", |
| "image_path": "images/000093.png", |
| "wrong_smiles_mapped": "[F:1][c:2]1[cH:3][cH:4][c:5]2[cH:29][c:30]1[CH:16]1[CH2:15][N:14]([CH:6]2[c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)[CH2:28][CH2:27][N:17]1[CH2:18][CH:19]=[CH:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1", |
| "correct_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 30}, \"atom2\": {\"map_num\": 16}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 30 |
| }, |
| "atom2": { |
| "map_num": 16 |
| } |
| } |
| }, |
| "restored_smiles": "Fc1ccc(C(c2ccc(F)cc2)N2CCN(CC=Cc3ccccc3)CC2)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000101", |
| "op_type": "change_charge", |
| "image_path": "images/000101.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][OH+:3][P:4](=[O:5])([O:6][CH2:7][CH3:8])[O:9][N:10]1[C:11](=[O:12])[c:13]2[cH:14][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][c:21]([c:22]23)[C:23]1=[O:24]", |
| "correct_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 3}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 3 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000104", |
| "op_type": "add_bond", |
| "image_path": "images/000104.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][O:3][PH:4](=[O:5])[O:6][CH2:7][CH3:8].[OH:9][N:10]1[C:11](=[O:12])[c:13]2[cH:14][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][c:21]([c:22]23)[C:23]1=[O:24]", |
| "correct_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 4}, \"atom2\": {\"map_num\": 9}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 4 |
| }, |
| "atom2": { |
| "map_num": 9 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000100", |
| "op_type": "add_atom", |
| "image_path": "images/000100.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][O:3][P:4]([O:5][CH2:6][CH3:7])[O:8][N:9]1[C:10](=[O:11])[c:12]2[cH:13][cH:14][cH:15][c:16]3[cH:17][cH:18][cH:19][c:20]([c:21]23)[C:22]1=[O:23]", |
| "correct_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 4}, \"element\": \"O\", \"bond_order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 4 |
| }, |
| "element": "O", |
| "bond_order": "DOUBLE" |
| }, |
| "restored_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000102", |
| "op_type": "change_bond_order", |
| "image_path": "images/000102.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][O:3][PH:4]([OH:5])([O:6][CH2:7][CH3:8])[O:9][N:10]1[C:11](=[O:12])[c:13]2[cH:14][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][c:21]([c:22]23)[C:23]1=[O:24]", |
| "correct_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 4}, \"atom2\": {\"map_num\": 5}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 4 |
| }, |
| "atom2": { |
| "map_num": 5 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000105", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000105.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][O:3][P:4](=[O:5])([O:6][CH2:7][CH3:8])[O:9][N:10]1[C:11](=[O:12])[c:13]2[cH:14][c:15]([Cl:25])[cH:16][c:17]3[cH:18][cH:19][cH:20][c:21]([c:22]23)[C:23]1=[O:24]", |
| "correct_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 25}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 25 |
| } |
| }, |
| "restored_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000099", |
| "op_type": "remove_atom", |
| "image_path": "images/000099.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][O:3][P:4](=[O:5])([O:6][CH2:7][CH2:8][CH3:25])[O:9][N:10]1[C:11](=[O:12])[c:13]2[cH:14][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][c:21]([c:22]23)[C:23]1=[O:24]", |
| "correct_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 25}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 25 |
| } |
| }, |
| "restored_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000106", |
| "op_type": "add_functional_group", |
| "image_path": "images/000106.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][P:3](=[O:4])([O:5][CH2:6][CH3:7])[O:8][N:9]1[C:10](=[O:11])[c:12]2[cH:13][cH:14][cH:15][c:16]3[cH:17][cH:18][cH:19][c:20]([c:21]23)[C:22]1=[O:23]", |
| "correct_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"C\", \"bond_order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "C", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000103", |
| "op_type": "remove_bond", |
| "image_path": "images/000103.png", |
| "wrong_smiles_mapped": "[CH2:1]1[CH2:2][O:3][P:4](=[O:5])([O:6][CH2:7][CH3:8])[O:9][N:10]2[C:11](=[O:12])[c:13]3[c:14]1[cH:15][cH:16][c:17]1[cH:18][cH:19][cH:20][c:21]([c:22]31)[C:23]2=[O:24]", |
| "correct_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 1}, \"atom2\": {\"map_num\": 14}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 1 |
| }, |
| "atom2": { |
| "map_num": 14 |
| } |
| } |
| }, |
| "restored_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000112", |
| "op_type": "change_charge", |
| "image_path": "images/000112.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18](=[O:19])[O:20][CH2:21][CH:22]([CH2:23][O:24][CH:25]1[OH+:26][CH:27]([CH2:28][S:29](=[O:30])(=[O:31])[OH:32])[CH:33]([OH:34])[CH:35]([OH:36])[CH:37]1[OH:38])[O:39][C:40](=[O:41])[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]", |
| "correct_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 26}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 26 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000109", |
| "op_type": "change_atom_element", |
| "image_path": "images/000109.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][S:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18](=[O:19])[O:20][CH2:21][CH:22]([CH2:23][O:24][CH:25]1[O:26][CH:27]([CH2:28][S:29](=[O:30])(=[O:31])[OH:32])[CH:33]([OH:34])[CH:35]([OH:36])[CH:37]1[OH:38])[O:39][C:40](=[O:41])[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]", |
| "correct_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 7}, \"element\": \"C\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 7 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000108", |
| "op_type": "swap_substituents", |
| "image_path": "images/000108.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][O:3][P:4](=[O:5])([O:6][CH2:7][CH3:8])[O:9][C:22]1=[C:13]2[C:11](=[O:12])[N:10]3[C:17](=[CH:16][CH:15]=[CH:14]2)[CH:18]=[CH:19][CH:20]=[C:21]1[C:23]3=[O:24]", |
| "correct_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "predicted_raw": ")`\n`[N:10]3`\n`[C:17](=[CH:16][CH:15]=[CH:14]2)`\n`[CH:18]=[CH:19][CH:20]=[C:21]1`\n`[C:23]3=[O:24]`\nLet's re-evaluate the connections.\n`[C:17]` is bonded to `[CH:16]` (double).\n`[CH:16]` is bonded to `[CH:15]` (single).\n`[CH:15]` is bonded to `[CH:14]` (double).\n`[CH:14]` is bonded to `[C", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000116", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000116.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18](=[O:19])[O:20][CH2:21][CH:22]([CH2:23][O:24][CH:25]1[O:26][CH:27]([CH2:28][S:29](=[O:30])(=[O:31])[OH:32])[CH:33]([OH:34])[CH:35]([OH:36])[CH:37]1[OH:38])[O:39][C:40](=[O:41])[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56])[Br:57]", |
| "correct_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 57}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 57 |
| } |
| }, |
| "restored_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000113", |
| "op_type": "change_bond_order", |
| "image_path": "images/000113.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]=[CH:17][C:18](=[O:19])[O:20][CH2:21][CH:22]([CH2:23][O:24][CH:25]1[O:26][CH:27]([CH2:28][S:29](=[O:30])(=[O:31])[OH:32])[CH:33]([OH:34])[CH:35]([OH:36])[CH:37]1[OH:38])[O:39][C:40](=[O:41])[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]", |
| "correct_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 16}, \"atom2\": {\"map_num\": 17}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 16 |
| }, |
| "atom2": { |
| "map_num": 17 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000107", |
| "op_type": "move_substituent", |
| "image_path": "images/000107.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][O:3][P:4](=[O:5])([O:6][CH2:7][CH3:8])[O:9][n:10]1[c:11](=[O:12])[c:13]2[cH:14][c:15]3[cH:16][c:17]([cH:22]2)[CH:18]=[CH:19][CH:20]=[c:21]3[c:23]1=[O:24]", |
| "correct_smiles": "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", |
| "predicted_raw": "{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 15}, \"atom2\": {\"map_num\": 21}}, \"order\": \"SINGLE\"}", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 15 |
| }, |
| "atom2": { |
| "map_num": 21 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "CCOP(=O)(OCC)On1c(=O)c2c3cc(cc(c3)c1=O)C=CC=2", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000110", |
| "op_type": "remove_atom", |
| "image_path": "images/000110.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18](=[O:19])[O:20][CH2:21][CH:22]([CH2:23][O:24][CH:25]1[O:26][CH:27]([CH2:28][S:29](=[O:30])(=[O:31])[OH:32])[CH:33]([OH:34])[C:35]([OH:36])([CH3:57])[CH:37]1[OH:38])[O:39][C:40](=[O:41])[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]", |
| "correct_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 57}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 57 |
| } |
| }, |
| "restored_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000111", |
| "op_type": "add_atom", |
| "image_path": "images/000111.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18](=[O:19])[O:20][CH2:21][CH:22]([CH2:23][O:24][CH:25]1[O:26][CH:27]([CH2:28][SH:29](=[O:30])=[O:31])[CH:32]([OH:33])[CH:34]([OH:35])[CH:36]1[OH:37])[O:38][C:39](=[O:40])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55]", |
| "correct_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 29}, \"group\": \"OH\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 29 |
| }, |
| "group": "OH" |
| }, |
| "restored_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000114", |
| "op_type": "remove_bond", |
| "image_path": "images/000114.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]1[CH2:6][CH2:7][CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18](=[O:19])[O:20][CH2:21][CH:22]([CH2:23][O:24][CH:25]1[O:26][CH:27]([CH2:28][S:29](=[O:30])(=[O:31])[OH:32])[CH:33]([OH:34])[CH:35]([OH:36])[CH:37]1[OH:38])[O:39][C:40](=[O:41])[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]", |
| "correct_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 5}, \"atom2\": {\"map_num\": 8}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 5 |
| }, |
| "atom2": { |
| "map_num": 8 |
| } |
| } |
| }, |
| "restored_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000115", |
| "op_type": "add_bond", |
| "image_path": "images/000115.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].[CH:18](=[O:19])[O:20][CH2:21][CH:22]([CH2:23][O:24][CH:25]1[O:26][CH:27]([CH2:28][S:29](=[O:30])(=[O:31])[OH:32])[CH:33]([OH:34])[CH:35]([OH:36])[CH:37]1[OH:38])[O:39][C:40](=[O:41])[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]", |
| "correct_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 17}, \"atom2\": {\"map_num\": 18}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 17 |
| }, |
| "atom2": { |
| "map_num": 18 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000121", |
| "op_type": "remove_atom", |
| "image_path": "images/000121.png", |
| "wrong_smiles_mapped": "[CH2:1]([C:2](=[O:3])[N:4]([CH3:5])[NH2:6])[CH3:7]", |
| "correct_smiles": "CC(=O)N(C)N", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 7}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 7 |
| } |
| }, |
| "restored_smiles": "CC(=O)N(C)N", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000120", |
| "op_type": "change_atom_element", |
| "image_path": "images/000120.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2](=[O:3])[N:4]([OH:5])[NH2:6]", |
| "correct_smiles": "CC(=O)N(C)N", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 5}, \"element\": \"C\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 5 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "CC(=O)N(C)N", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000117", |
| "op_type": "add_functional_group", |
| "image_path": "images/000117.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18](=[O:19])[O:20][CH2:21][CH:22]([CH2:23][O:24][CH:25]1[O:26][CH:27]([CH2:28][S:29](=[O:30])(=[O:31])[OH:32])[CH2:33][CH:34]([OH:35])[CH:36]1[OH:37])[O:38][C:39](=[O:40])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55]", |
| "correct_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 33}, \"group\": \"OH\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 33 |
| }, |
| "group": "OH" |
| }, |
| "restored_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000124", |
| "op_type": "change_bond_order", |
| "image_path": "images/000124.png", |
| "wrong_smiles_mapped": "[CH3:1][CH:2]([OH:3])[N:4]([CH3:5])[NH2:6]", |
| "correct_smiles": "CC(=O)N(C)N", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 3}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 3 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "CC(=O)N(C)N", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000126", |
| "op_type": "add_bond", |
| "image_path": "images/000126.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][N:4]([CH3:5])[NH2:6].[OH2:3]", |
| "correct_smiles": "CC(=O)N(C)N", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 3}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 3 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "CC(=O)N(C)N", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000125", |
| "op_type": "remove_bond", |
| "image_path": "images/000125.png", |
| "wrong_smiles_mapped": "[CH2:1]1[C:2](=[O:3])[N:4]([NH2:6])[CH2:5]1", |
| "correct_smiles": "CC(=O)N(C)N", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 1}, \"atom2\": {\"map_num\": 5}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 1 |
| }, |
| "atom2": { |
| "map_num": 5 |
| } |
| } |
| }, |
| "restored_smiles": "CC(=O)N(C)N", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000118", |
| "op_type": "move_substituent", |
| "image_path": "images/000118.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18](=[O:19])[O:20][CH2:21][CH:22]([CH2:23][O:24][C:25]1([CH2:28][S:29](=[O:30])(=[O:31])[OH:32])[O:26][CH2:27][CH:33]([OH:34])[CH:35]([OH:36])[CH:37]1[OH:38])[O:39][C:40](=[O:41])[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]", |
| "correct_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 28}, \"from_atom\": {\"map_num\": 25}, \"to_atom\": {\"map_num\": 27}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 28 |
| }, |
| "from_atom": { |
| "map_num": 25 |
| }, |
| "to_atom": { |
| "map_num": 27 |
| } |
| }, |
| "restored_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000122", |
| "op_type": "add_atom", |
| "image_path": "images/000122.png", |
| "wrong_smiles_mapped": "[CH:1](=[O:2])[N:3]([CH3:4])[NH2:5]", |
| "correct_smiles": "CC(=O)N(C)N", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 1}, \"group\": \"CH3\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "group": "CH3" |
| }, |
| "restored_smiles": "CC(=O)N(C)N", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000119", |
| "op_type": "swap_substituents", |
| "image_path": "images/000119.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18](=[O:19])[O:20][CH2:21][CH:22]([CH2:23][O:24][CH:35]1[CH:33]([OH:34])[CH:27]([CH2:28][S:29](=[O:30])(=[O:31])[OH:32])[O:26][CH:25]([OH:36])[CH:37]1[OH:38])[O:39][C:40](=[O:41])[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]", |
| "correct_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "predicted_raw": "```json\n{\"type\": \"SwapSubstituents\", \"atom1\": {\"map_num\": 24}, \"atom2\": {\"map_num\": 36}}\n```", |
| "predicted_action": { |
| "type": "SwapSubstituents", |
| "atom1": { |
| "map_num": 24 |
| }, |
| "atom2": { |
| "map_num": 36 |
| } |
| }, |
| "restored_smiles": "CCCCCCCCCCCCCCCCCC(=O)OCC(COC1C(O)C(O)OC(CS(=O)(=O)O)C1O)OC(=O)CCCCCCCCCCCCCCC", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000127", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000127.png", |
| "wrong_smiles_mapped": "[CH2:1]([C:2](=[O:3])[N:4]([CH3:5])[NH2:6])[NH2:7]", |
| "correct_smiles": "CC(=O)N(C)N", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 7}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 7 |
| } |
| }, |
| "restored_smiles": "CC(=O)N(C)N", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000123", |
| "op_type": "change_charge", |
| "image_path": "images/000123.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2](=[OH+:3])[N:4]([CH3:5])[NH2:6]", |
| "correct_smiles": "CC(=O)N(C)N", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 3}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 3 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "CC(=O)N(C)N", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000128", |
| "op_type": "add_functional_group", |
| "image_path": "images/000128.png", |
| "wrong_smiles_mapped": "[CH:1](=[O:2])[N:3]([CH3:4])[NH2:5]", |
| "correct_smiles": "CC(=O)N(C)N", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 1}, \"group\": \"CH3\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "group": "CH3" |
| }, |
| "restored_smiles": "CC(=O)N(C)N", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000130", |
| "op_type": "remove_atom", |
| "image_path": "images/000130.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]1[CH2:3][CH:4]2[O:5][CH:6]([NH2:26])[CH:7]=[C:8]3[CH2:9][N:10]4[CH2:11][CH2:12][C@:13]56[c:14]7[cH:15][cH:16][cH:17][cH:18][c:19]7[N:20]1[CH:21]5[C@H:22]2[C@H:23]3[CH2:24][C@H:25]46", |
| "correct_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 26}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 26 |
| } |
| }, |
| "restored_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000132", |
| "op_type": "change_charge", |
| "image_path": "images/000132.png", |
| "wrong_smiles_mapped": "[OH+:1]=[C:2]1[CH2:3][CH:4]2[O:5][CH2:6][CH:7]=[C:8]3[CH2:9][N:10]4[CH2:11][CH2:12][C@:13]56[c:14]7[cH:15][cH:16][cH:17][cH:18][c:19]7[N:20]1[CH:21]5[C@H:22]2[C@H:23]3[CH2:24][C@H:25]46", |
| "correct_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 1}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 1 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000136", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000136.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]1[CH2:3][C:4]2([F:26])[O:5][CH2:6][CH:7]=[C:8]3[CH2:9][N:10]4[CH2:11][CH2:12][C@:13]56[c:14]7[cH:15][cH:16][cH:17][cH:18][c:19]7[N:20]1[CH:21]5[C@H:22]2[C@H:23]3[CH2:24][C@H:25]46", |
| "correct_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 26}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 26 |
| } |
| }, |
| "restored_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000131", |
| "op_type": "add_atom", |
| "image_path": "images/000131.png", |
| "wrong_smiles_mapped": "[CH2:1]1[CH2:2][CH:3]2[O:4][CH2:5][CH:6]=[C:7]3[CH2:8][N:9]4[CH2:10][CH2:11][C@:12]56[c:13]7[cH:14][cH:15][cH:16][cH:17][c:18]7[N:19]1[CH:20]5[C@H:21]2[C@H:22]3[CH2:23][C@H:24]46", |
| "correct_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"O\", \"bond_order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "O", |
| "bond_order": "DOUBLE" |
| }, |
| "restored_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000139", |
| "op_type": "change_atom_element", |
| "image_path": "images/000139.png", |
| "wrong_smiles_mapped": "[F:1][O:2][c:3]1[cH:4][cH:5][cH:6][cH:7][cH:8]1", |
| "correct_smiles": "FCc1ccccc1", |
| "predicted_raw": "{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 2}, \"element\": \"C\", \"charge\": 0}", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 2 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "FCc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000140", |
| "op_type": "remove_atom", |
| "image_path": "images/000140.png", |
| "wrong_smiles_mapped": "[F:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][cH:7][c:8]1[CH3:9]", |
| "correct_smiles": "FCc1ccccc1", |
| "predicted_raw": "{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 9}}", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 9 |
| } |
| }, |
| "restored_smiles": "FCc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000134", |
| "op_type": "remove_bond", |
| "image_path": "images/000134.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]1[CH:3]2[CH:4]3[O:5][CH2:6][CH:7]=[C:8]4[CH:9]2[N:10]2[CH2:11][CH2:12][C@:13]56[c:14]7[cH:15][cH:16][cH:17][cH:18][c:19]7[N:20]1[CH:21]5[C@H:22]3[C@H:23]4[CH2:24][C@H:25]26", |
| "correct_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 3}, \"atom2\": {\"map_num\": 9}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 3 |
| }, |
| "atom2": { |
| "map_num": 9 |
| } |
| } |
| }, |
| "restored_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000141", |
| "op_type": "add_atom", |
| "image_path": "images/000141.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1", |
| "correct_smiles": "FCc1ccccc1", |
| "predicted_raw": "{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"F\", \"bond_order\": \"SINGLE\"}", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "F", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "FCc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000142", |
| "op_type": "remove_bond", |
| "image_path": "images/000142.png", |
| "wrong_smiles_mapped": "[F:1][CH2:2][c:3]1[cH:4][c:5]2[cH:6][cH:7][c:8]1-2", |
| "correct_smiles": "FCc1ccccc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 5}, \"atom2\": {\"map_num\": 8}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 5 |
| }, |
| "atom2": { |
| "map_num": 8 |
| } |
| } |
| }, |
| "restored_smiles": "FCc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000143", |
| "op_type": "add_bond", |
| "image_path": "images/000143.png", |
| "wrong_smiles_mapped": "[F:1][CH3:2].[cH:3]1[cH:4][cH:5][cH:6][cH:7][cH:8]1", |
| "correct_smiles": "FCc1ccccc1", |
| "predicted_raw": "{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 3}}, \"order\": \"SINGLE\"}", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 3 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "FCc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000137", |
| "op_type": "flip_chirality", |
| "image_path": "images/000137.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]1[CH2:3][CH:4]2[O:5][CH2:6][CH:7]=[C:8]3[CH2:9][N:10]4[CH2:11][CH2:12][C@:13]56[c:14]7[cH:15][cH:16][cH:17][cH:18][c:19]7[N:20]1[CH:21]5[C@@H:22]2[C@H:23]3[CH2:24][C@H:25]46", |
| "correct_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 4}, \"element\": \"C\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 4 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@@H]2[C@H]3C[C@H]46", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000138", |
| "op_type": "move_substituent", |
| "image_path": "images/000138.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]1[CH2:3][CH:6]2[O:5][CH2:4][C@H:22]3[CH:21]4[C@:13]5([CH2:12][CH2:11][N:10]6[CH2:9][C:8](=[CH:7]2)[C@@H:23]3[CH2:24][C@H:25]65)[c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]2[N:20]14", |
| "correct_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "predicted_raw": "{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 4}, \"from_atom\": {\"map_num\": 22}, \"to_atom\": {\"map_num\": 7}}", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 4 |
| }, |
| "from_atom": { |
| "map_num": 22 |
| }, |
| "to_atom": { |
| "map_num": 7 |
| } |
| }, |
| "restored_smiles": "O=C1CC2OCC2=C2CN3CC[C@]45c6ccccc6N1C4C[C@H]2C[C@H]35", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000129", |
| "op_type": "change_atom_element", |
| "image_path": "images/000129.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]1[CH2:3][CH:4]2[O:5][CH2:6][CH:7]=[C:8]3[CH2:9][N:10]4[CH2:11][CH2:12][C@:13]56[c:14]7[cH:15][cH:16][cH:17][cH:18][c:19]7[N:20]1[N:21]5[C@H:22]2[C@H:23]3[CH2:24][C@H:25]46", |
| "correct_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 21}, \"element\": \"C\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 21 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000144", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000144.png", |
| "wrong_smiles_mapped": "[F:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][c:7]([CH3:9])[cH:8]1", |
| "correct_smiles": "FCc1ccccc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 9}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 9 |
| } |
| }, |
| "restored_smiles": "FCc1ccccc1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000135", |
| "op_type": "add_bond", |
| "image_path": "images/000135.png", |
| "wrong_smiles_mapped": "[CH2:2]1[CH2:3][CH:4]2[O:5][CH2:6][CH:7]=[C:8]3[CH2:9][N:10]4[CH2:11][CH2:12][C@:13]56[c:14]7[cH:15][cH:16][cH:17][cH:18][c:19]7[N:20]1[CH:21]5[C@H:22]2[C@H:23]3[CH2:24][C@H:25]46.[OH2:1]", |
| "correct_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 1}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 1 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000145", |
| "op_type": "add_functional_group", |
| "image_path": "images/000145.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1", |
| "correct_smiles": "FCc1ccccc1", |
| "predicted_raw": "{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"F\", \"bond_order\": \"SINGLE\"}", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "F", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "FCc1ccccc1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000146", |
| "op_type": "change_atom_element", |
| "image_path": "images/000146.png", |
| "wrong_smiles_mapped": "[Cl:1][O:2][c:3]1[cH:4][cH:5][cH:6][n:7][cH:8]1", |
| "correct_smiles": "ClCc1cccnc1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 2}, \"element\": \"C\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 2 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "ClCc1cccnc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000133", |
| "op_type": "change_bond_order", |
| "image_path": "images/000133.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]1[CH2:3][CH:4]2[O:5][CH2:6][CH2:7][CH:8]3[CH2:9][N:10]4[CH2:11][CH2:12][C@:13]56[c:14]7[cH:15][cH:16][cH:17][cH:18][c:19]7[N:20]1[CH:21]5[C@H:22]2[C@H:23]3[CH2:24][C@H:25]46", |
| "correct_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "predicted_raw": "```json\n{\n \"type\": \"ChangeBond\",\n \"bond\": {\n \"atom1\": {\n \"map_num\": 7\n },\n \"atom2\": {\n \"map_num\": 8\n }\n },\n \"order\": \"DOUBLE\"\n}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 7 |
| }, |
| "atom2": { |
| "map_num": 8 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "O=C1CC2OCC=C3CN4CC[C@]56c7ccccc7N1C5[C@H]2[C@H]3C[C@H]46", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000151", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000151.png", |
| "wrong_smiles_mapped": "[Cl:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][n:7][c:8]1[Br:9]", |
| "correct_smiles": "ClCc1cccnc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 9}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 9 |
| } |
| }, |
| "restored_smiles": "ClCc1cccnc1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000152", |
| "op_type": "add_functional_group", |
| "image_path": "images/000152.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][cH:5][n:6][cH:7]1", |
| "correct_smiles": "ClCc1cccnc1", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"Cl\", \"bond_order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "Cl", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "ClCc1cccnc1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000148", |
| "op_type": "add_atom", |
| "image_path": "images/000148.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][cH:5][n:6][cH:7]1", |
| "correct_smiles": "ClCc1cccnc1", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"Cl\", \"bond_order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "Cl", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "ClCc1cccnc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000147", |
| "op_type": "remove_atom", |
| "image_path": "images/000147.png", |
| "wrong_smiles_mapped": "[Cl:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][n:7][c:8]1[CH3:9]", |
| "correct_smiles": "ClCc1cccnc1", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 9}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 9 |
| } |
| }, |
| "restored_smiles": "ClCc1cccnc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000153", |
| "op_type": "move_substituent", |
| "image_path": "images/000153.png", |
| "wrong_smiles_mapped": "[Cl:1][CH2:2][c:6]1[cH:5][cH:4][cH:3][cH:8][n:7]1", |
| "correct_smiles": "ClCc1cccnc1", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 2}, \"from_atom\": {\"map_num\": 6}, \"to_atom\": {\"map_num\": 5}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 2 |
| }, |
| "from_atom": { |
| "map_num": 6 |
| }, |
| "to_atom": { |
| "map_num": 5 |
| } |
| }, |
| "restored_smiles": "ClCc1cccnc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000150", |
| "op_type": "add_bond", |
| "image_path": "images/000150.png", |
| "wrong_smiles_mapped": "[Cl:1][CH3:2].[cH:3]1[cH:4][cH:5][cH:6][n:7][cH:8]1", |
| "correct_smiles": "ClCc1cccnc1", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 3}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 3 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "ClCc1cccnc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000149", |
| "op_type": "remove_bond", |
| "image_path": "images/000149.png", |
| "wrong_smiles_mapped": "[Cl:1][CH2:2][c:3]1[cH:4][c:5]2[cH:6][n:7][c:8]1-2", |
| "correct_smiles": "ClCc1cccnc1", |
| "predicted_raw": "```json\n{\n \"type\": \"RemoveBond\",\n \"bond\": {\n \"atom1\": {\n \"map_num\": 5\n },\n \"atom2\": {\n \"map_num\": 8\n }\n }\n}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 5 |
| }, |
| "atom2": { |
| "map_num": 8 |
| } |
| } |
| }, |
| "restored_smiles": "ClCc1cccnc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000158", |
| "op_type": "add_bond", |
| "image_path": "images/000158.png", |
| "wrong_smiles_mapped": "[CH4:1].[cH:2]1[cH:3][cH:4][c:5]2[cH:6][cH:7][cH:8][c:9]([CH3:10])[c:11]2[c:12]1[CH3:13]", |
| "correct_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "predicted_raw": "```json\n{\n \"type\": \"AddBond\",\n \"bond\": {\n \"atom1\": {\n \"map_num\": 1\n },\n \"atom2\": {\n \"map_num\": 2\n }\n },\n \"order\": \"SINGLE\"\n}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 1 |
| }, |
| "atom2": { |
| "map_num": 2 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000156", |
| "op_type": "add_atom", |
| "image_path": "images/000156.png", |
| "wrong_smiles_mapped": "[cH:1]1[cH:2][cH:3][c:4]2[cH:5][cH:6][cH:7][c:8]([CH3:9])[c:10]2[c:11]1[CH3:12]", |
| "correct_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 7}, \"group\": \"CH3\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 7 |
| }, |
| "group": "CH3" |
| }, |
| "restored_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000154", |
| "op_type": "change_atom_element", |
| "image_path": "images/000154.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[cH:6][cH:7][cH:8][c:9]([OH:10])[c:11]2[c:12]1[CH3:13]", |
| "correct_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 10}, \"element\": \"C\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 10 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000155", |
| "op_type": "remove_atom", |
| "image_path": "images/000155.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([CH3:14])[cH:8][c:9]([CH3:10])[c:11]2[c:12]1[CH3:13]", |
| "correct_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 14}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 14 |
| } |
| }, |
| "restored_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000159", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000159.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][c:4]([Cl:14])[c:5]2[cH:6][cH:7][cH:8][c:9]([CH3:10])[c:11]2[c:12]1[CH3:13]", |
| "correct_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 14}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 14 |
| } |
| }, |
| "restored_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000165", |
| "op_type": "change_charge", |
| "image_path": "images/000165.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH:3]=[C:4]([CH3:5])[CH:6]=[OH+:7]", |
| "correct_smiles": "CCC=C(C)C=O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 7}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 7 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "CCC=C(C)C=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000164", |
| "op_type": "add_atom", |
| "image_path": "images/000164.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH:3]=[CH:4][CH:5]=[O:6]", |
| "correct_smiles": "CCC=C(C)C=O", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 4}, \"group\": \"CH3\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 4 |
| }, |
| "group": "CH3" |
| }, |
| "restored_smiles": "CCC=C(C)C=O", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000157", |
| "op_type": "remove_bond", |
| "image_path": "images/000157.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]3[cH:7][c:8]-3[c:9]([CH3:10])[c:11]2[c:12]1[CH3:13]", |
| "correct_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 6}, \"atom2\": {\"map_num\": 8}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 6 |
| }, |
| "atom2": { |
| "map_num": 8 |
| } |
| } |
| }, |
| "restored_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000160", |
| "op_type": "add_functional_group", |
| "image_path": "images/000160.png", |
| "wrong_smiles_mapped": "[cH:1]1[cH:2][cH:3][c:4]2[cH:5][cH:6][cH:7][c:8]([CH3:9])[c:10]2[c:11]1[CH3:12]", |
| "correct_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 7}, \"group\": \"CH3\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 7 |
| }, |
| "group": "CH3" |
| }, |
| "restored_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000162", |
| "op_type": "change_atom_element", |
| "image_path": "images/000162.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH:3]=[C:4]([CH3:5])[CH:6]=[O:7]", |
| "correct_smiles": "CCC=C(C)C=O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 1}, \"element\": \"C\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 1 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "CCC=C(C)C=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000166", |
| "op_type": "change_bond_order", |
| "image_path": "images/000166.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH:4]([CH3:5])[CH:6]=[O:7]", |
| "correct_smiles": "CCC=C(C)C=O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 3}, \"atom2\": {\"map_num\": 4}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 3 |
| }, |
| "atom2": { |
| "map_num": 4 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "CCC=C(C)C=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000163", |
| "op_type": "remove_atom", |
| "image_path": "images/000163.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][C:3](=[C:4]([CH3:5])[CH:6]=[O:7])[CH3:8]", |
| "correct_smiles": "CCC=C(C)C=O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 8}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 8 |
| } |
| }, |
| "restored_smiles": "CCC=C(C)C=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000168", |
| "op_type": "add_bond", |
| "image_path": "images/000168.png", |
| "wrong_smiles_mapped": "[CH2:3]=[C:4]([CH3:5])[CH:6]=[O:7].[CH3:1][CH3:2]", |
| "correct_smiles": "CCC=C(C)C=O", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 3}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 3 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "CCC=C(C)C=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000167", |
| "op_type": "remove_bond", |
| "image_path": "images/000167.png", |
| "wrong_smiles_mapped": "[CH3:1][CH:2]1[CH:3]=[C:4]([CH3:5])[C:6]1=[O:7]", |
| "correct_smiles": "CCC=C(C)C=O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 6}}}\n```", |
| "predicted_action": { |
| "type": "RemoveBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 6 |
| } |
| } |
| }, |
| "restored_smiles": "CCC=C(C)C=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000169", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000169.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][C:3](=[C:4]([CH3:5])[CH:6]=[O:7])[Br:8]", |
| "correct_smiles": "CCC=C(C)C=O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 8}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 8 |
| } |
| }, |
| "restored_smiles": "CCC=C(C)C=O", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000161", |
| "op_type": "move_substituent", |
| "image_path": "images/000161.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]1=[C:12]([CH3:13])[c:11]2[cH:5][cH:6][cH:7][c:8]([c:9]2[CH3:10])[CH:4]=[CH:3]1", |
| "correct_smiles": "Cc1ccc2cccc(C)c2c1C", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 4}, \"from_atom\": {\"map_num\": 8}, \"to_atom\": {\"map_num\": 9}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 4 |
| }, |
| "from_atom": { |
| "map_num": 8 |
| }, |
| "to_atom": { |
| "map_num": 9 |
| } |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": "Sanitization failed (MoveSubstituent): Explicit valence for atom # 9 C, 5, is greater than permitted" |
| }, |
| { |
| "id": "000170", |
| "op_type": "add_functional_group", |
| "image_path": "images/000170.png", |
| "wrong_smiles_mapped": "[CH3:1][CH:2]=[C:3]([CH3:4])[CH:5]=[O:6]", |
| "correct_smiles": "CCC=C(C)C=O", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"C\", \"bond_order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "C", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "CCC=C(C)C=O", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000174", |
| "op_type": "change_charge", |
| "image_path": "images/000174.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[C:8](=[OH+:9])[C:10](=[O:11])[NH:12]2", |
| "correct_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 9}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 9 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000173", |
| "op_type": "add_atom", |
| "image_path": "images/000173.png", |
| "wrong_smiles_mapped": "[cH:1]1[cH:2][cH:3][c:4]2[c:5]([cH:6]1)[C:7](=[O:8])[C:9](=[O:10])[NH:11]2", |
| "correct_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "predicted_raw": "```json\n{\"type\": \"AddGroup\", \"anchor\": {\"map_num\": 1}, \"group\": \"CH3\"}\n```", |
| "predicted_action": { |
| "type": "AddGroup", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "group": "CH3" |
| }, |
| "restored_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000171", |
| "op_type": "change_atom_element", |
| "image_path": "images/000171.png", |
| "wrong_smiles_mapped": "[NH2:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[C:8](=[O:9])[C:10](=[O:11])[NH:12]2", |
| "correct_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "predicted_raw": "```json\n{\"type\": \"ChangeGroup\", \"atom\": {\"map_num\": 1}, \"group\": \"CH3\"}\n```", |
| "predicted_action": { |
| "type": "ChangeGroup", |
| "atom": { |
| "map_num": 1 |
| }, |
| "group": "CH3" |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": "Unknown action type: 'ChangeGroup'. Valid types: ['AddAtom', 'AddBond', 'AddGroup', 'ChangeAtom', 'ChangeBond', 'FlipChirality', 'MoveSubstituent', 'RemoveAtom', 'RemoveBond', 'RemoveGroup', 'SwapSubstituents', 'FlipEZ', 'Batch']" |
| }, |
| { |
| "id": "000172", |
| "op_type": "remove_atom", |
| "image_path": "images/000172.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([c:7]1[NH2:13])[C:8](=[O:9])[C:10](=[O:11])[NH:12]2", |
| "correct_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "predicted_raw": "```json\n{\"type\": \"RemoveGroup\", \"anchor\": {\"map_num\": 7}, \"group\": \"NH2\"}\n```", |
| "predicted_action": { |
| "type": "RemoveGroup", |
| "anchor": { |
| "map_num": 7 |
| }, |
| "group": "NH2" |
| }, |
| "restored_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000176", |
| "op_type": "add_bond", |
| "image_path": "images/000176.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[C:8](=[O:9])[CH2:10][NH:12]2.[OH2:11]", |
| "correct_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "predicted_raw": "```json\n{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 10}, \"atom2\": {\"map_num\": 11}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 10 |
| }, |
| "atom2": { |
| "map_num": 11 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000177", |
| "op_type": "remove_functional_group", |
| "image_path": "images/000177.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[c:3]([Cl:13])[cH:4][c:5]2[c:6]([cH:7]1)[C:8](=[O:9])[C:10](=[O:11])[NH:12]2", |
| "correct_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "predicted_raw": "{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 13}}", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 13 |
| } |
| }, |
| "restored_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000183", |
| "op_type": "change_charge", |
| "image_path": "images/000183.png", |
| "wrong_smiles_mapped": "[CH3:1][N:2]([CH3:3])[C:4]1=[NH+:5][CH:6]2[CH:7]([OH:8])[CH:9]([OH:10])[CH:11]([CH2:12][OH:13])[CH:14]2[O:15]1", |
| "correct_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 5}, \"element\": \"N\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 5 |
| }, |
| "element": "N", |
| "charge": 0 |
| }, |
| "restored_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000179", |
| "op_type": "move_substituent", |
| "image_path": "images/000179.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]1=[CH:7][N:12]2[C:5](=[CH:6][C:8](=[O:9])[C:10]2=[O:11])[CH:4]=[CH:3]1", |
| "correct_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 6}, \"element\": \"N\"}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 6 |
| }, |
| "element": "N" |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": "Sanitization failed (ChangeAtom): Explicit valence for atom # 5 N, 4, is greater than permitted" |
| }, |
| { |
| "id": "000182", |
| "op_type": "add_atom", |
| "image_path": "images/000182.png", |
| "wrong_smiles_mapped": "[CH3:1][N:2]([CH3:3])[C:4]1=[N:5][CH:6]2[CH:7]([OH:8])[CH:9]([OH:10])[CH:11]([CH3:12])[CH:13]2[O:14]1", |
| "correct_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "predicted_raw": "{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 12}, \"element\": \"O\", \"bond_order\": \"SINGLE\"}", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 12 |
| }, |
| "element": "O", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000181", |
| "op_type": "change_atom_element", |
| "image_path": "images/000181.png", |
| "wrong_smiles_mapped": "[CH3:1][N:2]([CH3:3])[C:4]1=[N:5][SH:6]2[CH:7]([OH:8])[CH:9]([OH:10])[CH:11]([CH2:12][OH:13])[CH:14]2[O:15]1", |
| "correct_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 6}, \"element\": \"C\"}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 6 |
| }, |
| "element": "C" |
| }, |
| "restored_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000178", |
| "op_type": "add_functional_group", |
| "image_path": "images/000178.png", |
| "wrong_smiles_mapped": "[cH:1]1[cH:2][cH:3][c:4]2[c:5]([cH:6]1)[C:7](=[O:8])[C:9](=[O:10])[NH:11]2", |
| "correct_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "predicted_raw": " to (1, -0.5)? Yes, up-right.\nLet me re-read the image.\nIs there a vertical bond on the left?\nLooking at the image, the leftmost part of the benzene ring is a VERTEX, not a vertical edge.\nWait, if the leftmost part is a vertex, then the top and bottom edges must be horizontal.\nLet's check if top and bottom edges are horizontal.\nTop edge: from top fused carbon, goes left (horizontal).\nBottom edge: from bottom fused carbon, goes left (horizontal).\nLet's check the image.\nYes! The top edge of the benzene ring is horizontal.\nThe bottom edge of the benzene ring is horizontal.\nSo the vertices are:\nTop", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000184", |
| "op_type": "change_bond_order", |
| "image_path": "images/000184.png", |
| "wrong_smiles_mapped": "[CH3:1][N:2]([CH3:3])[C:4]1=[N:5][C:6]2=[C:7]([OH:8])[CH:9]([OH:10])[CH:11]([CH2:12][OH:13])[CH:14]2[O:15]1", |
| "correct_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 6}, \"atom2\": {\"map_num\": 7}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 6 |
| }, |
| "atom2": { |
| "map_num": 7 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000175", |
| "op_type": "change_bond_order", |
| "image_path": "images/000175.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[C:8](=[O:9])[CH:10]([OH:11])[NH:12]2", |
| "correct_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 10}, \"element\": \"C\"}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 10 |
| }, |
| "element": "C" |
| }, |
| "restored_smiles": "Cc1ccc2c(c1)C(=O)C(O)N2", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000180", |
| "op_type": "swap_substituents", |
| "image_path": "images/000180.png", |
| "wrong_smiles_mapped": "[CH3:1][c:5]1[cH:4][cH:3][c:2]2[cH:7][c:6]1[C:8](=[O:9])[C:10](=[O:11])[NH:12]2", |
| "correct_smiles": "Cc1ccc2c(c1)C(=O)C(=O)N2", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 1}, \"from_atom\": {\"map_num\": 5}, \"to_atom\": {\"map_num\": 4}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 1 |
| }, |
| "from_atom": { |
| "map_num": 5 |
| }, |
| "to_atom": { |
| "map_num": 4 |
| } |
| }, |
| "restored_smiles": "Cc1cc2cc(c1)C(=O)C(=O)N2", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000185", |
| "op_type": "remove_bond", |
| "image_path": "images/000185.png", |
| "wrong_smiles_mapped": "[CH3:1][N:2]1[CH2:3][C:9]2([OH:10])[CH:7]([OH:8])[CH:6]3[N:5]=[C:4]1[O:15][CH:14]3[CH:11]2[CH2:12][OH:13]", |
| "correct_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 3}, \"element\": \"C\"}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 3 |
| }, |
| "element": "C" |
| }, |
| "restored_smiles": "CN1CC2(O)C(O)C3N=C1OC3C2CO", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000190", |
| "op_type": "change_charge", |
| "image_path": "images/000190.png", |
| "wrong_smiles_mapped": "[OH+:1]=[C:2]([OH:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([C:9](=[O:10])[OH:11])[c:12]1[OH:13]", |
| "correct_smiles": "O=C(O)c1cccc(C(=O)O)c1O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 1}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 1 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "O=C(O)c1cccc(C(=O)O)c1O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000191", |
| "op_type": "change_bond_order", |
| "image_path": "images/000191.png", |
| "wrong_smiles_mapped": "[OH:1][CH:2]([OH:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([C:9](=[O:10])[OH:11])[c:12]1[OH:13]", |
| "correct_smiles": "O=C(O)c1cccc(C(=O)O)c1O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 1}, \"atom2\": {\"map_num\": 2}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 1 |
| }, |
| "atom2": { |
| "map_num": 2 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "O=C(O)c1cccc(C(=O)O)c1O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000186", |
| "op_type": "add_bond", |
| "image_path": "images/000186.png", |
| "wrong_smiles_mapped": "[CH3:12][OH:13].[CH3:1][N:2]([CH3:3])[C:4]1=[N:5][CH:6]2[CH:7]([OH:8])[CH:9]([OH:10])[CH2:11][CH:14]2[O:15]1", |
| "correct_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "predicted_raw": "{\"type\": \"AddBond\", \"bond\": {\"atom1\": {\"map_num\": 11}, \"atom2\": {\"map_num\": 12}}, \"order\": \"SINGLE\"}", |
| "predicted_action": { |
| "type": "AddBond", |
| "bond": { |
| "atom1": { |
| "map_num": 11 |
| }, |
| "atom2": { |
| "map_num": 12 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000188", |
| "op_type": "move_substituent", |
| "image_path": "images/000188.png", |
| "wrong_smiles_mapped": "[CH3:1][N:2]([CH3:3])[C:4]1=[N:5][CH:6]2[CH:7]([OH:8])[CH:9]([OH:10])[CH2:11][C:14]2([CH2:12][OH:13])[O:15]1", |
| "correct_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 12}, \"from_atom\": {\"map_num\": 14}, \"to_atom\": {\"map_num\": 11}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 12 |
| }, |
| "from_atom": { |
| "map_num": 14 |
| }, |
| "to_atom": { |
| "map_num": 11 |
| } |
| }, |
| "restored_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000187", |
| "op_type": "add_functional_group", |
| "image_path": "images/000187.png", |
| "wrong_smiles_mapped": "[CH3:1][N:2]([CH3:3])[C:4]1=[N:5][CH:6]2[CH2:7][CH:8]([OH:9])[CH:10]([CH2:11][OH:12])[CH:13]2[O:14]1", |
| "correct_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "predicted_raw": "{\"type\": \"ChangeGroup\", \"anchor\": {\"map_num\": 10}, \"group\": \"OH\"}", |
| "predicted_action": { |
| "type": "ChangeGroup", |
| "anchor": { |
| "map_num": 10 |
| }, |
| "group": "OH" |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": "Unknown action type: 'ChangeGroup'. Valid types: ['AddAtom', 'AddBond', 'AddGroup', 'ChangeAtom', 'ChangeBond', 'FlipChirality', 'MoveSubstituent', 'RemoveAtom', 'RemoveBond', 'RemoveGroup', 'SwapSubstituents', 'FlipEZ', 'Batch']" |
| }, |
| { |
| "id": "000192", |
| "op_type": "add_functional_group", |
| "image_path": "images/000192.png", |
| "wrong_smiles_mapped": "[O:1]=[CH:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]1[OH:12]", |
| "correct_smiles": "O=C(O)c1cccc(C(=O)O)c1O", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 2}, \"element\": \"O\", \"bond_order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 2 |
| }, |
| "element": "O", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "O=C(O)c1cccc(C(=O)O)c1O", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000195", |
| "op_type": "add_functional_group", |
| "image_path": "images/000195.png", |
| "wrong_smiles_mapped": "[cH:1]1[n:2][c:3]([Cl:4])[n:5][c:6]([C:7]([Cl:8])([Cl:9])[Cl:10])[n:11]1", |
| "correct_smiles": "Clc1nc(Cl)nc(C(Cl)(Cl)Cl)n1", |
| "predicted_raw": "```json\n{\"type\": \"AddAtom\", \"anchor\": {\"map_num\": 1}, \"element\": \"Cl\", \"bond_order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "AddAtom", |
| "anchor": { |
| "map_num": 1 |
| }, |
| "element": "Cl", |
| "bond_order": "SINGLE" |
| }, |
| "restored_smiles": "Clc1nc(Cl)nc(C(Cl)(Cl)Cl)n1", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000194", |
| "op_type": "swap_substituents", |
| "image_path": "images/000194.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([OH:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([OH:13])[c:12]1[C:9](=[O:10])[OH:11]", |
| "correct_smiles": "O=C(O)c1cccc(C(=O)O)c1O", |
| "predicted_raw": "```json\n{\"type\": \"SwapSubstituents\", \"atom1\": {\"map_num\": 8}, \"atom2\": {\"map_num\": 12}}\n```", |
| "predicted_action": { |
| "type": "SwapSubstituents", |
| "atom1": { |
| "map_num": 8 |
| }, |
| "atom2": { |
| "map_num": 12 |
| } |
| }, |
| "restored_smiles": "O=C(O)c1cccc(C(=O)O)c1O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000197", |
| "op_type": "change_bond_order", |
| "image_path": "images/000197.png", |
| "wrong_smiles_mapped": "[NH2:1][CH:2]=[CH:3][NH:4][S:5](=[O:6])(=[O:7])[c:8]1[cH:9][cH:10][cH:11][c:12]2[c:13]([Cl:14])[cH:15][cH:16][cH:17][c:18]12", |
| "correct_smiles": "NCCNS(=O)(=O)c1cccc2c(Cl)cccc12", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 3}}, \"order\": \"SINGLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 3 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "NCCNS(=O)(=O)c1cccc2c(Cl)cccc12", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000193", |
| "op_type": "move_substituent", |
| "image_path": "images/000193.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([OH:3])[c:4]1[c:5]([C:9](=[O:10])[OH:11])[cH:6][cH:7][cH:8][c:12]1[OH:13]", |
| "correct_smiles": "O=C(O)c1cccc(C(=O)O)c1O", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 9}, \"from_atom\": {\"map_num\": 5}, \"to_atom\": {\"map_num\": 8}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 9 |
| }, |
| "from_atom": { |
| "map_num": 5 |
| }, |
| "to_atom": { |
| "map_num": 8 |
| } |
| }, |
| "restored_smiles": "O=C(O)c1cccc(C(=O)O)c1O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000200", |
| "op_type": "change_charge", |
| "image_path": "images/000200.png", |
| "wrong_smiles_mapped": "[CH2:1]=[CH:2][C:3]([CH3:4])=[CH:5][CH2:6][C:7]1([CH3:8])[CH:9]([CH3:10])[CH2:11][CH:12]([O:13][C:14](=[O:15])[c:16]2[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]2)[C:23]23[C:24](=[CH:25][CH:26]([O:27][C:28]([CH3:29])=[O:30])[CH2:31][CH:32]12)[CH:33]([O:34][C:35]([CH3:36])=[O:37])[O:38][CH:39]3[O:40][C:41]([CH3:42])=[OH+:43]", |
| "correct_smiles": "C=CC(C)=CCC1(C)C(C)CC(OC(=O)c2ccc(O)cc2)C23C(=CC(OC(C)=O)CC12)C(OC(C)=O)OC3OC(C)=O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 43}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 43 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "C=CC(C)=CCC1(C)C(C)CC(OC(=O)c2ccc(O)cc2)C23C(=CC(OC(C)=O)CC12)C(OC(C)=O)OC3OC(C)=O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000199", |
| "op_type": "move_substituent", |
| "image_path": "images/000199.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH2:3][NH:4][S:5](=[O:6])(=[O:7])[c:8]1[cH:9][cH:10][cH:11][c:12]2[cH:13][c:15]([Cl:14])[cH:16][cH:17][c:18]12", |
| "correct_smiles": "NCCNS(=O)(=O)c1cccc2c(Cl)cccc12", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 14}, \"from_atom\": {\"map_num\": 15}, \"to_atom\": {\"map_num\": 13}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 14 |
| }, |
| "from_atom": { |
| "map_num": 15 |
| }, |
| "to_atom": { |
| "map_num": 13 |
| } |
| }, |
| "restored_smiles": "NCCNS(=O)(=O)c1cccc2c(Cl)cccc12", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000196", |
| "op_type": "change_charge", |
| "image_path": "images/000196.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH2:3][NH:4][S:5](=[O:6])(=[OH+:7])[c:8]1[cH:9][cH:10][cH:11][c:12]2[c:13]([Cl:14])[cH:15][cH:16][cH:17][c:18]12", |
| "correct_smiles": "NCCNS(=O)(=O)c1cccc2c(Cl)cccc12", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 7}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 7 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "NCCNS(=O)(=O)c1cccc2c(Cl)cccc12", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000198", |
| "op_type": "add_functional_group", |
| "image_path": "images/000198.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][NH:3][S:4](=[O:5])(=[O:6])[c:7]1[cH:8][cH:9][cH:10][c:11]2[c:12]([Cl:13])[cH:14][cH:15][cH:16][c:17]12", |
| "correct_smiles": "NCCNS(=O)(=O)c1cccc2c(Cl)cccc12", |
| "predicted_raw": "{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 1}, \"element\": \"N\", \"charge\": 0}", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 1 |
| }, |
| "element": "N", |
| "charge": 0 |
| }, |
| "restored_smiles": "NCNS(=O)(=O)c1cccc2c(Cl)cccc12", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000204", |
| "op_type": "change_charge", |
| "image_path": "images/000204.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]1[NH:3][C:4](=[OH+:5])[C:6]([Br:7])=[C:8]1[Br:9]", |
| "correct_smiles": "O=C1NC(=O)C(Br)=C1Br", |
| "predicted_raw": "```json\n{\n \"type\": \"ChangeAtom\",\n \"atom\": {\n \"map_num\": 5\n },\n \"element\": \"O\",\n \"charge\": 0\n}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 5 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "O=C1NC(=O)C(Br)=C1Br", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000189", |
| "op_type": "swap_substituents", |
| "image_path": "images/000189.png", |
| "wrong_smiles_mapped": "[CH3:1][N:2]([CH3:3])[CH:14]1[CH:6]2[N:5]=[C:4]([CH:11]([CH2:12][OH:13])[CH:9]([OH:10])[CH:7]2[OH:8])[O:15]1", |
| "correct_smiles": "CN(C)C1=NC2C(O)C(O)C(CO)C2O1", |
| "predicted_raw": "```json\n{\"type\": \"SwapSubstituents\", \"atom1\": {\"map_num\": 2}, \"atom2\": {\"map_num\": 11}}\n```", |
| "predicted_action": { |
| "type": "SwapSubstituents", |
| "atom1": { |
| "map_num": 2 |
| }, |
| "atom2": { |
| "map_num": 11 |
| } |
| }, |
| "restored_smiles": "CC(C)C1OC2=NC1C(O)C(O)N2CO", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000202", |
| "op_type": "move_substituent", |
| "image_path": "images/000202.png", |
| "wrong_smiles_mapped": "[CH2:1]=[CH:2][C:3]([CH3:4])=[CH:5][CH2:6][C:7]1([CH3:8])[CH:9]([CH3:10])[CH2:11][CH:12]([O:13][C:14](=[O:15])[c:16]2[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]2)[C:26]2([O:27][C:28]([CH3:29])=[O:30])[CH:25]=[C:24]3[CH:23]([CH:32]1[CH2:31]2)[CH:39]([O:40][C:41]([CH3:42])=[O:43])[O:38][CH:33]3[O:34][C:35]([CH3:36])=[O:37]", |
| "correct_smiles": "C=CC(C)=CCC1(C)C(C)CC(OC(=O)c2ccc(O)cc2)C23C(=CC(OC(C)=O)CC12)C(OC(C)=O)OC3OC(C)=O", |
| "predicted_raw": "{\"type\": \"SwapSubstituents\", \"atom1\": {\"map_num\": 12}, \"atom2\": {\"map_num\": 26}}", |
| "predicted_action": { |
| "type": "SwapSubstituents", |
| "atom1": { |
| "map_num": 12 |
| }, |
| "atom2": { |
| "map_num": 26 |
| } |
| }, |
| "restored_smiles": "C=CC(C)=CCC1(C)C(C)CC2(OC(C)=O)C=C3C(OC(C)=O)OC(OC(C)=O)C3C1CC2OC(=O)c1ccc(O)cc1", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000201", |
| "op_type": "change_bond_order", |
| "image_path": "images/000201.png", |
| "wrong_smiles_mapped": "[CH2:1]=[CH:2][C:3]([CH3:4])=[CH:5][CH2:6][C:7]1([CH3:8])[CH:9]([CH3:10])[CH2:11][CH:12]([O:13][C:14](=[O:15])[c:16]2[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]2)[C:23]23[C:24](=[CH:25][CH:26]([O:27][C:28]([CH3:29])=[O:30])[CH2:31][CH:32]12)[CH:33]([O:34][C:35]([CH3:36])=[O:37])[O:38][CH:39]3[O:40][CH:41]([CH3:42])[OH:43]", |
| "correct_smiles": "C=CC(C)=CCC1(C)C(C)CC(OC(=O)c2ccc(O)cc2)C23C(=CC(OC(C)=O)CC12)C(OC(C)=O)OC3OC(C)=O", |
| "predicted_raw": "C:23]`.\nAnd `[CH:33]` is attached to `[O:38]`.\n`[O:38]` is attached to `[CH:39]`.\n`[CH:39]` is attached to `[C:23]`.\nThis forms an oxetane: C23 - CH(OAc) - O - CH - C23.\nWait, the SMILES has `[CH:39]` attached to `[O:40][CH:41]([CH3:42])[OH:43]`.\nLet's look at the image.\nIs there an oxetane?\nNo, the image shows a 5-membered ring", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000203", |
| "op_type": "swap_substituents", |
| "image_path": "images/000203.png", |
| "wrong_smiles_mapped": "[CH2:1]=[CH:2][C:3]([CH3:4])=[CH:5][CH2:6][C:23]1([CH3:8])[CH:12]([O:13][C:14](=[O:15])[c:16]2[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]2)[CH2:11][CH:9]([CH3:10])[C:7]23[C:24](=[CH:25][CH:26]([O:27][C:28]([CH3:29])=[O:30])[CH2:31][CH:32]21)[CH:33]([O:34][C:35]([CH3:36])=[O:37])[O:38][CH:39]3[O:40][C:41]([CH3:42])=[O:43]", |
| "correct_smiles": "C=CC(C)=CCC1(C)C(C)CC(OC(=O)c2ccc(O)cc2)C23C(=CC(OC(C)=O)CC12)C(OC(C)=O)OC3OC(C)=O", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 24}, \"atom2\": {\"map_num\": 33}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 24 |
| }, |
| "atom2": { |
| "map_num": 33 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": "Sanitization failed (ChangeBond): Explicit valence for atom # 23 C, 5, is greater than permitted" |
| }, |
| { |
| "id": "000207", |
| "op_type": "change_charge", |
| "image_path": "images/000207.png", |
| "wrong_smiles_mapped": "[CH3:1][OH+:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([O:10][CH3:11])[c:12]([O:13][CH3:14])[c:15]([O:16][CH3:17])[cH:18]2)[c:19]2[cH:20][cH:21][c:22]([O:23][CH2:24][c:25]3[cH:26][cH:27][cH:28][cH:29][n:30]3)[cH:31][c:32]2[c:33](=[O:34])[n:35]1-[c:36]1[cH:37][cH:38][c:39]([NH2:40])[cH:41][cH:42]1", |
| "correct_smiles": "COC(=O)c1c(-c2cc(OC)c(OC)c(OC)c2)c2ccc(OCc3ccccn3)cc2c(=O)n1-c1ccc(N)cc1", |
| "predicted_raw": "```json\n{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 2}, \"element\": \"O\", \"charge\": 0}\n```", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 2 |
| }, |
| "element": "O", |
| "charge": 0 |
| }, |
| "restored_smiles": "COC(=O)c1c(-c2cc(OC)c(OC)c(OC)c2)c2ccc(OCc3ccccn3)cc2c(=O)n1-c1ccc(N)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000205", |
| "op_type": "change_bond_order", |
| "image_path": "images/000205.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]1[NH:3][CH:4]([OH:5])[C:6]([Br:7])=[C:8]1[Br:9]", |
| "correct_smiles": "O=C1NC(=O)C(Br)=C1Br", |
| "predicted_raw": "```json\n{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 4}, \"atom2\": {\"map_num\": 5}}, \"order\": \"DOUBLE\"}\n```", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 4 |
| }, |
| "atom2": { |
| "map_num": 5 |
| } |
| }, |
| "order": "DOUBLE" |
| }, |
| "restored_smiles": "O=C1NC(=O)C(Br)=C1Br", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000206", |
| "op_type": "move_substituent", |
| "image_path": "images/000206.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]1[N:3]([Br:9])[C:4](=[O:5])[C:6]([Br:7])=[CH:8]1", |
| "correct_smiles": "O=C1NC(=O)C(Br)=C1Br", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 9}, \"from_atom\": {\"map_num\": 3}, \"to_atom\": {\"map_num\": 8}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 9 |
| }, |
| "from_atom": { |
| "map_num": 3 |
| }, |
| "to_atom": { |
| "map_num": 8 |
| } |
| }, |
| "restored_smiles": "O=C1NC(=O)C(Br)=C1Br", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000210", |
| "op_type": "swap_substituents", |
| "image_path": "images/000210.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][C:3](=[O:4])[CH2:5][O:6][c:13]1[c:7]([CH3:14])[cH:8][cH:9][c:10]([Cl:11])[cH:12]1", |
| "correct_smiles": "COC(=O)COc1ccc(Cl)cc1C", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 11}, \"from_atom\": {\"map_num\": 10}, \"to_atom\": {\"map_num\": 9}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 11 |
| }, |
| "from_atom": { |
| "map_num": 10 |
| }, |
| "to_atom": { |
| "map_num": 9 |
| } |
| }, |
| "restored_smiles": "COC(=O)COc1ccc(Cl)cc1C", |
| "exec_match": true, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000209", |
| "op_type": "swap_substituents", |
| "image_path": "images/000209.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][C:3](=[O:4])[c:6]1[c:5](-[c:7]2[cH:8][c:9]([O:10][CH3:11])[c:12]([O:13][CH3:14])[c:15]([O:16][CH3:17])[cH:18]2)[n:35](-[c:36]2[cH:37][cH:38][c:39]([NH2:40])[cH:41][cH:42]2)[c:33](=[O:34])[c:32]2[c:19]1[cH:20][cH:21][c:22]([O:23][CH2:24][c:25]1[cH:26][cH:27][cH:28][cH:29][n:30]1)[cH:31]2", |
| "correct_smiles": "COC(=O)c1c(-c2cc(OC)c(OC)c(OC)c2)c2ccc(OCc3ccccn3)cc2c(=O)n1-c1ccc(N)cc1", |
| "predicted_raw": "```json\n{\"type\": \"SwapSubstituents\", \"atom1\": {\"map_num\": 5}, \"atom2\": {\"map_num\": 6}}\n```", |
| "predicted_action": { |
| "type": "SwapSubstituents", |
| "atom1": { |
| "map_num": 5 |
| }, |
| "atom2": { |
| "map_num": 6 |
| } |
| }, |
| "restored_smiles": "COC(=O)c1c(-c2cc(OC)c(OC)c(OC)c2)c2ccc(OCc3ccccn3)cc2c(=O)n1-c1ccc(N)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000212", |
| "op_type": "swap_substituents", |
| "image_path": "images/000212.png", |
| "wrong_smiles_mapped": "[CH3:1][n:2]1[c:3](=[O:4])[c:5]2[c:6]([CH2:10][CH2:11][Cl:12])[n:7][cH:8][n:9]2[n:13]([CH3:14])[c:15]1=[O:16]", |
| "correct_smiles": "Cn1c(=O)c2c(ncn2CCCl)n(C)c1=O", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 10}, \"from_atom\": {\"map_num\": 6}, \"to_atom\": {\"map_num\": 7}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 10 |
| }, |
| "from_atom": { |
| "map_num": 6 |
| }, |
| "to_atom": { |
| "map_num": 7 |
| } |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": "Sanitization failed (MoveSubstituent): Explicit valence for atom # 9 N, 4, is greater than permitted" |
| }, |
| { |
| "id": "000211", |
| "op_type": "swap_substituents", |
| "image_path": "images/000211.png", |
| "wrong_smiles_mapped": "[CH3:1][NH:2][C:3](=[O:4])[CH:26]1[CH:7]([n:8]2[cH:9][n:10][c:11]3[c:12]([NH:13][CH2:14][c:15]4[cH:16][cH:17][c:18]([NH2:19])[cH:20][cH:21]4)[n:22][cH:23][n:24][c:25]23)[O:6][CH:5]([OH:27])[CH:28]1[OH:29]", |
| "correct_smiles": "CNC(=O)C1OC(n2cnc3c(NCc4ccc(N)cc4)ncnc32)C(O)C1O", |
| "predicted_raw": "```json\n{\"type\": \"SwapSubstituents\", \"atom1\": {\"map_num\": 3}, \"atom2\": {\"map_num\": 27}}\n```", |
| "predicted_action": { |
| "type": "SwapSubstituents", |
| "atom1": { |
| "map_num": 3 |
| }, |
| "atom2": { |
| "map_num": 27 |
| } |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": "Sanitization failed (SwapSubstituents): Explicit valence for atom # 26 O, 4, is greater than permitted" |
| }, |
| { |
| "id": "000208", |
| "op_type": "move_substituent", |
| "image_path": "images/000208.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([O:10][CH3:11])[c:12]([O:13][CH3:14])[cH:15][c:18]2[O:16][CH3:17])[c:19]2[cH:20][cH:21][c:22]([O:23][CH2:24][c:25]3[cH:26][cH:27][cH:28][cH:29][n:30]3)[cH:31][c:32]2[c:33](=[O:34])[n:35]1-[c:36]1[cH:37][cH:38][c:39]([NH2:40])[cH:41][cH:42]1", |
| "correct_smiles": "COC(=O)c1c(-c2cc(OC)c(OC)c(OC)c2)c2ccc(OCc3ccccn3)cc2c(=O)n1-c1ccc(N)cc1", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 16}, \"from_atom\": {\"map_num\": 18}, \"to_atom\": {\"map_num\": 15}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 16 |
| }, |
| "from_atom": { |
| "map_num": 18 |
| }, |
| "to_atom": { |
| "map_num": 15 |
| } |
| }, |
| "restored_smiles": "COC(=O)c1c(-c2cc(OC)c(OC)c(OC)c2)c2ccc(OCc3ccccn3)cc2c(=O)n1-c1ccc(N)cc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000214", |
| "op_type": "swap_substituents", |
| "image_path": "images/000214.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([Cl:3])[c:6]1[cH:5][c:4]([Cl:7])[c:10]([Cl:11])[cH:9][cH:8]1", |
| "correct_smiles": "O=C(Cl)c1cc(Cl)ccc1Cl", |
| "predicted_raw": "{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 2}, \"from_atom\": {\"map_num\": 6}, \"to_atom\": {\"map_num\": 9}}", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 2 |
| }, |
| "from_atom": { |
| "map_num": 6 |
| }, |
| "to_atom": { |
| "map_num": 9 |
| } |
| }, |
| "restored_smiles": "O=C(Cl)c1cccc(Cl)c1Cl", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000213", |
| "op_type": "swap_substituents", |
| "image_path": "images/000213.png", |
| "wrong_smiles_mapped": "[CH3:1][c:2]1[n:3][cH:4][c:5]([CH2:6][c:26]2[n+:7]([CH3:27])[cH:8][s:9][c:10]2[CH2:11][CH2:12][O:13][P:14](=[O:15])([OH:16])[O:17][P:18](=[O:19])([OH:20])[O:21][P:22](=[O:23])([O-:24])[OH:25])[c:28]([NH2:29])[n:30]1", |
| "correct_smiles": "Cc1ncc(C[n+]2csc(CCOP(=O)(O)OP(=O)(O)OP(=O)([O-])O)c2C)c(N)n1", |
| "predicted_raw": "```json\n{\"type\": \"SwapSubstituents\", \"atom1\": {\"map_num\": 7}, \"atom2\": {\"map_num\": 26}}\n```", |
| "predicted_action": { |
| "type": "SwapSubstituents", |
| "atom1": { |
| "map_num": 7 |
| }, |
| "atom2": { |
| "map_num": 26 |
| } |
| }, |
| "restored_smiles": "Cc1ncc(C[n+]2csc(CCOP(=O)(O)OP(=O)(O)OP(=O)([O-])O)c2C)c(N)n1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000215", |
| "op_type": "swap_substituents", |
| "image_path": "images/000215.png", |
| "wrong_smiles_mapped": "[CH3:1][C:8]12[C:2]([CH3:9])([CH3:10])[CH:3]=[CH:4][CH:5]1[CH2:6][CH2:7]2", |
| "correct_smiles": "CC12C=CC(CC1)C2(C)C", |
| "predicted_raw": "[CH2:7]2`\nWait, the wrong SMILES has:\nC8 connected to C1(Me), C2, C5, C7.\nC2 connected to C8, C9(Me), C10(Me), C3.\nC3 connected to C2, C4.\nC4 connected to C3, C5.\nC5 connected to C4, C8, C6.\nC6 connected to C5, C7.\nC7 connected to C6, C8.\nLet's draw this wrong SMILES:\nC8 is a bridgehead. C5 is a bridgehead.\nPath 1 between C8 and C5: C8 - C2 - C3 =", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000216", |
| "op_type": "swap_substituents", |
| "image_path": "images/000216.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][O:3][P:4](=[S:5])([O:6][CH2:7][CH3:8])[O:9][c:12]1[cH:11][c:10]([CH3:13])[n:15][nH:14]1", |
| "correct_smiles": "CCOP(=S)(OCC)Oc1cc(C)[nH]n1", |
| "predicted_raw": "{\"type\": \"SwapSubstituents\", \"atom1\": {\"map_num\": 14}, \"atom2\": {\"map_num\": 15}}", |
| "predicted_action": { |
| "type": "SwapSubstituents", |
| "atom1": { |
| "map_num": 14 |
| }, |
| "atom2": { |
| "map_num": 15 |
| } |
| }, |
| "restored_smiles": "CCOP(=S)(OCC)Oc1cc(C)n[nH]1", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000219", |
| "op_type": "swap_substituents", |
| "image_path": "images/000219.png", |
| "wrong_smiles_mapped": "[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][cH:6][c:7]([F:18])[cH:16][c:17]1[N:8]=[N:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1", |
| "correct_smiles": "CN(C)c1ccc(N=Nc2ccccc2)cc1F", |
| "predicted_raw": "```json\n{\"type\": \"SwapSubstituents\", \"atom1\": {\"map_num\": 18}, \"atom2\": {\"map_num\": 8}}\n```", |
| "predicted_action": { |
| "type": "SwapSubstituents", |
| "atom1": { |
| "map_num": 18 |
| }, |
| "atom2": { |
| "map_num": 8 |
| } |
| }, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": "Sanitization failed (SwapSubstituents): Explicit valence for atom # 7 F, 3, is greater than permitted" |
| }, |
| { |
| "id": "000217", |
| "op_type": "flip_chirality", |
| "image_path": "images/000217.png", |
| "wrong_smiles_mapped": "[CH3:1][C@:2]12[CH2:3][CH2:4][C@@H:5]([OH:6])[CH2:7][C@H:8]1[CH2:9][CH2:10][C@@H:11]1[C@@H:12]2[C:13](=[O:14])[CH2:15][C@@:16]2([CH3:17])[C@H:18]1[CH2:19][CH2:20][C@@:21]2([OH:22])[C:23](=[O:24])[CH2:25][OH:26]", |
| "correct_smiles": "C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]1[C@@H]2C(=O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO", |
| "predicted_raw": "{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 5}, \"element\": \"C\", \"charge\": 0}", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 5 |
| }, |
| "element": "C", |
| "charge": 0 |
| }, |
| "restored_smiles": "C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]1[C@@H]2C(=O)C[C@@]2(C)[C@H]1CC[C@@]2(O)C(=O)CO", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000218", |
| "op_type": "swap_substituents", |
| "image_path": "images/000218.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C:7](=[O:8])[CH2:9][c:10]2[c:11]([CH2:12][CH2:13][N:14]([CH3:15])[CH3:16])[cH:17][c:18]3[c:19]([c:20]2[O:21][CH3:22])[O:23][CH2:24][O:25]3)[c:26]([O:31][CH3:32])[c:30]1[C:27](=[O:28])[OH:29]", |
| "correct_smiles": "COc1ccc(C(=O)Cc2c(CCN(C)C)cc3c(c2OC)OCO3)c(C(=O)O)c1OC", |
| "predicted_raw": "cH:5][c:6]([C:7](=[O:8])...)[c:26]([O:31][CH3:32])[c:30]1[C:27](=[O:28])[OH:29]`\nWait, `[c:6](...)[c:26](...)[c:30]1`\nThis means c6 is connected to c26, and c26 is connected to c30.\nSo c6 and c30 are separated by c26.\nIf the image has them ortho, then the wrong SMILES has the wrong connectivity or I am misinterpreting the image.\nLet's re-examine the image.\nMaybe", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000220", |
| "op_type": "swap_substituents", |
| "image_path": "images/000220.png", |
| "wrong_smiles_mapped": "[NH2:1][CH2:2][CH:3]([OH:4])[c:5]1[cH:6][c:7]([F:13])[c:9]([OH:10])[cH:11][c:12]1[OH:8]", |
| "correct_smiles": "NCC(O)c1cc(O)c(O)cc1F", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 13}, \"from_atom\": {\"map_num\": 7}, \"to_atom\": {\"map_num\": 6}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 13 |
| }, |
| "from_atom": { |
| "map_num": 7 |
| }, |
| "to_atom": { |
| "map_num": 6 |
| } |
| }, |
| "restored_smiles": "NCC(O)c1c(O)cc(O)cc1F", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000221", |
| "op_type": "swap_substituents", |
| "image_path": "images/000221.png", |
| "wrong_smiles_mapped": "[NH2:1][C:2]1=[N:3][CH:4]=[CH:5][c:9]2[cH:8][cH:7][c:6]([CH2:10][N:11]3[CH2:12][CH2:13][CH:14]([NH:15][S:16](=[O:17])(=[O:18])[c:19]4[cH:20][c:21]5[n:22][cH:23][cH:24][cH:25][c:26]5[s:27]4)[C:28]3=[O:29])[c:31]1[cH:30]2", |
| "correct_smiles": "Nc1nccc2ccc(CN3CCC(NS(=O)(=O)c4cc5ncccc5s4)C3=O)cc12", |
| "predicted_raw": "{\"type\": \"ChangeAtom\", \"atom\": {\"map_num\": 22}, \"element\": \"C\"}", |
| "predicted_action": { |
| "type": "ChangeAtom", |
| "atom": { |
| "map_num": 22 |
| }, |
| "element": "C" |
| }, |
| "restored_smiles": "NC1=NC=Cc2ccc(CN3CCC(NS(=O)(=O)c4cc5ccccc5s4)C3=O)c1c2", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000223", |
| "op_type": "flip_chirality", |
| "image_path": "images/000223.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]2[c:8]1[C:9](=[O:10])[C:11]1=[C:12]([CH2:13][C@H:14]([CH3:15])[O:16][C@H:17]1[CH3:18])[C:19]2=[O:20]", |
| "correct_smiles": "COc1cccc2c1C(=O)C1=C(C[C@H](C)O[C@@H]1C)C2=O", |
| "predicted_raw": "```json\n{\"type\": \"FlipChirality\", \"atom\": {\"map_num\": 14}}\n```", |
| "predicted_action": { |
| "type": "FlipChirality", |
| "atom": { |
| "map_num": 14 |
| } |
| }, |
| "restored_smiles": "COc1cccc2c1C(=O)C1=C(C[C@@H](C)O[C@H]1C)C2=O", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000224", |
| "op_type": "flip_chirality", |
| "image_path": "images/000224.png", |
| "wrong_smiles_mapped": "[O:1]=[C:2]([NH:3][c:4]1[n:5][cH:6][n:7][c:8]2[c:9]1[n:10][cH:11][n:12]2[C@@H:13]1[O:14][C@@H:15]([CH2:16][OH:17])[C@@H:18]([O:19][P:20](=[O:21])([OH:22])[OH:23])[C@H:24]1[OH:25])[c:26]1[cH:27][cH:28][cH:29][n:30][cH:31]1", |
| "correct_smiles": "O=C(Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](OP(=O)(O)O)[C@H]1O)c1cccnc1", |
| "predicted_raw": "```json\n{\"type\": \"MoveSubstituent\", \"substituent\": {\"map_num\": 19}, \"from_atom\": {\"map_num\": 18}, \"to_atom\": {\"map_num\": 24}}\n```", |
| "predicted_action": { |
| "type": "MoveSubstituent", |
| "substituent": { |
| "map_num": 19 |
| }, |
| "from_atom": { |
| "map_num": 18 |
| }, |
| "to_atom": { |
| "map_num": 24 |
| } |
| }, |
| "restored_smiles": "O=C(Nc1ncnc2c1ncn2[C@@H]1O[C@@H](CO)C[C@]1(O)OP(=O)(O)O)c1cccnc1", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000222", |
| "op_type": "flip_chirality", |
| "image_path": "images/000222.png", |
| "wrong_smiles_mapped": "[CH3:1][C@:2]12[CH2:3][CH2:4][C@H:5]([OH:6])[CH2:7][C@@H:8]1[CH2:9][CH2:10][CH:11]1[CH:12]2[CH2:13][CH2:14][C@:15]2([CH3:16])[C@@H:17]([c:18]3[cH:19][cH:20][c:21](=[O:22])[o:23][cH:24]3)[CH2:25][CH2:26][C@:27]12[OH:28]", |
| "correct_smiles": "C[C@]12CC[C@H](O)C[C@H]1CCC1C2CC[C@]2(C)[C@@H](c3ccc(=O)oc3)CC[C@]12O", |
| "predicted_raw": "```json\n{\"type\": \"FlipChirality\", \"atom\": {\"map_num\": 17}}\n```", |
| "predicted_action": { |
| "type": "FlipChirality", |
| "atom": { |
| "map_num": 17 |
| } |
| }, |
| "restored_smiles": "C[C@]12CC[C@H](O)C[C@@H]1CCC1C2CC[C@]2(C)[C@H](c3ccc(=O)oc3)CC[C@]12O", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000227", |
| "op_type": "flip_chirality", |
| "image_path": "images/000227.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]([CH3:3])([CH2:4][OH:5])[C@H:6]([OH:7])[C:8](=[O:9])[NH:10][CH2:11][CH2:12][C:13](=[O:14])[OH:15]", |
| "correct_smiles": "CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)O", |
| "predicted_raw": "```json\n{\"type\": \"FlipChirality\", \"atom\": {\"map_num\": 6}}\n```", |
| "predicted_action": { |
| "type": "FlipChirality", |
| "atom": { |
| "map_num": 6 |
| } |
| }, |
| "restored_smiles": "CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000226", |
| "op_type": "flip_chirality", |
| "image_path": "images/000226.png", |
| "wrong_smiles_mapped": "[CH2:1]=[C:2]([CH3:3])[C@H:4]1[CH2:5][c:6]2[c:7]([cH:8][cH:9][c:10]3[c:11]2[O:12][C@H:13]2[CH2:14][O:15][c:16]4[cH:17][c:18]([O:19][CH3:20])[c:21]([O:22][CH3:23])[cH:24][c:25]4[C@@H:26]2[C:27]3=[O:28])[O:29]1", |
| "correct_smiles": "C=C(C)[C@H]1Cc2c(ccc3c2O[C@@H]2COc4cc(OC)c(OC)cc4[C@@H]2C3=O)O1", |
| "predicted_raw": "```json\n{\"type\": \"FlipChirality\", \"atom\": {\"map_num\": 26}}\n```", |
| "predicted_action": { |
| "type": "FlipChirality", |
| "atom": { |
| "map_num": 26 |
| } |
| }, |
| "restored_smiles": "C=C(C)[C@H]1Cc2c(ccc3c2O[C@H]2COc4cc(OC)c(OC)cc4[C@H]2C3=O)O1", |
| "exec_match": false, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000225", |
| "op_type": "flip_chirality", |
| "image_path": "images/000225.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]12[CH2:3][CH2:4][CH2:5][CH2:6][C@@H:7]1[CH2:8][CH2:9][CH:10]1[CH:11]2[CH2:12][CH2:13][C:14]2([CH3:15])[CH:16]1[CH2:17][CH2:18][C@H:19]2[OH:20]", |
| "correct_smiles": "CC12CCCC[C@@H]1CCC1C2CCC2(C)C1CC[C@@H]2O", |
| "predicted_raw": "Left-down from C_BL to a CH2.\nUp-left from that CH2 to the CH-OH.\nThis is the 5-membered ring.\nNow from C_TL, a bond goes right to a CH. Let's call it C_M1.\nFrom C_BL, a bond goes right to a CH2, then right to a CH. Let's call this CH C_M2.\nAre C_M1 and C_M2 connected?\nIf they are connected, the middle ring is C_TL - C_M1 - C_M2 - CH2 - C_BL. That's 5 atoms.\nBut looking at the image, C_M1 and C_M2 are connected", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000229", |
| "op_type": "flip_chirality", |
| "image_path": "images/000229.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12](=[O:13])[O:14][CH2:15][CH:16]([OH:17])[C@H:18]1[O:19][CH2:20][C@@H:21]([OH:22])[C@H:23]1[OH:24]", |
| "correct_smiles": "CCCCCCCCCCCC(=O)OCC(O)[C@H]1OC[C@@H](O)[C@@H]1O", |
| "predicted_raw": " (3)\n\\ (4)\n/ (5)\n\\ (6)\n/ (7)\n\\ (8)\n/ (9)\n\\ (10)\n/ (11)\n\\ (12, C=O)\nLet's count the segments (bonds):\n1-2, 2-3, 3-4, 4-5, 5-6, 6-7, 7-8, 8-9, 9-10, 10-11, 11-12.\nThat's 11 bonds, so 12 carbons.\nWrong SMILES has:\n[CH3:1][CH2:2][CH2:", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000231", |
| "op_type": "flip_chirality", |
| "image_path": "images/000231.png", |
| "wrong_smiles_mapped": "[CH3:1][CH2:2][C@H:3]1[O:4][C:5](=[O:6])[C@H:7]([CH3:8])[C@@H:9]([O:10][CH:11]2[CH2:12][C:13]([CH3:14])([O:15][CH3:16])[CH:17]([OH:18])[CH:19]([CH3:20])[O:21]2)[CH:22]([CH3:23])[C@@H:24]([O:25][CH:26]2[O:27][CH:28]([CH3:29])[CH2:30][CH:31]([N:32]([CH3:33])[CH3:34])[CH:35]2[OH:36])[C@@:37]([CH3:38])([OH:39])[CH2:40][C@@H:41]([CH3:42])[C:43](=[O:44])[C@H:45]([CH3:46])[C@@H:47]([OH:48])[C@H:49]1[CH3:50]", |
| "correct_smiles": "CC[C@H]1OC(=O)[C@H](C)[C@@H](OC2CC(C)(OC)C(O)C(C)O2)C(C)[C@@H](OC2OC(C)CC(N(C)C)C2O)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@H]1C", |
| "predicted_raw": "{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 18}}", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 18 |
| } |
| }, |
| "restored_smiles": "CC[C@H]1OC(=O)[C@H](C)[C@@H](OC2CC(C)(OC)CC(C)O2)C(C)[C@@H](OC2OC(C)CC(N(C)C)C2O)[C@@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@H]1C", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000228", |
| "op_type": "flip_chirality", |
| "image_path": "images/000228.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]12[CH2:3][CH2:4][CH:5]3[c:6]4[cH:7][cH:8][c:9]([OH:10])[c:11]([F:12])[c:13]4[CH2:14][CH2:15][CH:16]3[CH:17]1[CH2:18][CH2:19][C@H:20]2[OH:21]", |
| "correct_smiles": "CC12CCC3c4ccc(O)c(F)c4CCC3C1CC[C@@H]2O", |
| "predicted_raw": "```json\n{\"type\": \"FlipChirality\", \"atom\": {\"map_num\": 20}}\n```", |
| "predicted_action": { |
| "type": "FlipChirality", |
| "atom": { |
| "map_num": 20 |
| } |
| }, |
| "restored_smiles": "CC12CCC3c4ccc(O)c(F)c4CCC3C1CC[C@@H]2O", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000230", |
| "op_type": "flip_chirality", |
| "image_path": "images/000230.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2](=[O:3])[O:4][C@:5]1([C:6]([CH3:7])=[O:8])[C@H:9]([CH3:10])[CH2:11][C@H:12]2[CH:13]3[CH:14]=[C:15]([Cl:16])[C:17]4=[CH:18][C:19](=[O:20])[CH2:21][CH2:22][C:23]4([CH3:24])[C@@H:25]3[CH2:26][CH2:27][C:28]12[CH3:29]", |
| "correct_smiles": "CC(=O)O[C@]1(C(C)=O)[C@H](C)C[C@H]2C3C=C(Cl)C4=CC(=O)CCC4(C)[C@H]3CCC21C", |
| "predicted_raw": "{\"type\": \"ChangeBond\", \"bond\": {\"atom1\": {\"map_num\": 14}, \"atom2\": {\"map_num\": 15}}, \"order\": \"SINGLE\"}", |
| "predicted_action": { |
| "type": "ChangeBond", |
| "bond": { |
| "atom1": { |
| "map_num": 14 |
| }, |
| "atom2": { |
| "map_num": 15 |
| } |
| }, |
| "order": "SINGLE" |
| }, |
| "restored_smiles": "CC(=O)O[C@]1(C(C)=O)[C@H](C)C[C@H]2C3CC(Cl)C4=CC(=O)CCC4(C)[C@@H]3CCC21C", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000233", |
| "op_type": "flip_chirality", |
| "image_path": "images/000233.png", |
| "wrong_smiles_mapped": "[CH3:1][C@@H:2]([NH2:3])[CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1", |
| "correct_smiles": "C[C@H](N)Cc1ccccc1", |
| "predicted_raw": "```json\n{\"type\": \"FlipChirality\", \"atom\": {\"map_num\": 2}}\n```", |
| "predicted_action": { |
| "type": "FlipChirality", |
| "atom": { |
| "map_num": 2 |
| } |
| }, |
| "restored_smiles": "C[C@H](N)Cc1ccccc1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000234", |
| "op_type": "flip_chirality", |
| "image_path": "images/000234.png", |
| "wrong_smiles_mapped": "[NH2:1][c:2]1[n:3][cH:4][n:5][c:6]2[c:7]1[n:8][cH:9][n:10]2[C@@H:11]1[CH2:12][C@H:13]([OH:14])[C@@H:15]([CH2:16][O:17][P:18](=[O:19])([OH:20])[OH:21])[O:22]1", |
| "correct_smiles": "Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)O)O1", |
| "predicted_raw": "```json\n{\"type\": \"FlipChirality\", \"atom\": {\"map_num\": 11}}\n```", |
| "predicted_action": { |
| "type": "FlipChirality", |
| "atom": { |
| "map_num": 11 |
| } |
| }, |
| "restored_smiles": "Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)O)O1", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000235", |
| "op_type": "flip_chirality", |
| "image_path": "images/000235.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][C@@H:3]1[C@@H:4]([O:5][C@@H:6]2[O:7][C@H:8]([CH3:9])[C@@H:10]([O:11][C@H:12]3[CH2:13][C@@:14]([CH3:15])([OH:16])[C@H:17]([O:18][C:19](=[O:20])[CH2:21][CH:22]([CH3:23])[CH3:24])[C@H:25]([CH3:26])[O:27]3)[C@H:28]([N:29]([CH3:30])[CH3:31])[C@H:32]2[OH:33])[C@@H:34]([CH2:35][CH:36]=[O:37])[CH2:38][C@@H:39]([CH3:40])[C:41](=[O:42])[CH:43]=[CH:44][CH:45]2[O:46][CH:47]2[CH2:48][C@@H:49]([CH3:50])[O:51][C:52](=[O:53])[CH2:54][C@H:55]1[O:56][C:57]([CH3:58])=[O:59]", |
| "correct_smiles": "CO[C@@H]1[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O3)[C@H](N(C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)C(=O)C=CC2OC2C[C@@H](C)OC(=O)C[C@H]1OC(C)=O", |
| "predicted_raw": "5, Ring2 (C2'), O7, H.\nWait, the SMILES string is: `[O:5][C@@H:6]2[O:7]...`\nActually, it's `[O:5]` then `[C@@H:6]`. The neighbors of 6 are: O5 (from left), Ring2 (C32), O7 (forward), H (implicit).\nOrder: O5, C32, O7.\n`@@` means clockwise.\nLooking from H, O5 -> C32 -> O7 is clockwise.\nLet's draw it: C1' is up (beta). O5 is up.\nIf O5 is up, C32 is right-", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000241", |
| "op_type": "flip_ez", |
| "image_path": "images/000241.png", |
| "wrong_smiles_mapped": "[CH3:1]/[CH:2]=[CH:3]\\[CH2:4][CH:5]([C:6](=[O:7])[OH:8])[c:9]1[cH:10][cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]12", |
| "correct_smiles": "C/C=C/CC(C(=O)O)c1cccc2ccccc12", |
| "predicted_raw": "```json\n{\"type\": \"FlipEZ\"}\n```", |
| "predicted_action": { |
| "type": "FlipEZ" |
| }, |
| "restored_smiles": "C/C=C/CC(C(=O)O)c1cccc2ccccc12", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000240", |
| "op_type": "flip_ez", |
| "image_path": "images/000240.png", |
| "wrong_smiles_mapped": "[CH3:1]/[CH:2]=[CH:3]\\[CH2:4][CH:5]([C:6](=[O:7])[OH:8])[c:9]1[cH:10][cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]12", |
| "correct_smiles": "C/C=C/CC(C(=O)O)c1cccc2ccccc12", |
| "predicted_raw": "```json\n{\"type\": \"FlipEZ\"}\n```", |
| "predicted_action": { |
| "type": "FlipEZ" |
| }, |
| "restored_smiles": "C/C=C/CC(C(=O)O)c1cccc2ccccc12", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000238", |
| "op_type": "flip_chirality", |
| "image_path": "images/000238.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2](=[O:3])[O:4][C@H:5]([CH2:6][C:7](=[O:8])[OH:9])[CH2:10][N+:11]([CH3:12])([CH3:13])[CH3:14]", |
| "correct_smiles": "CC(=O)O[C@@H](CC(=O)O)C[N+](C)(C)C", |
| "predicted_raw": "```json\n{\"type\": \"FlipChirality\", \"atom\": {\"map_num\": 5}}\n```", |
| "predicted_action": { |
| "type": "FlipChirality", |
| "atom": { |
| "map_num": 5 |
| } |
| }, |
| "restored_smiles": "CC(=O)O[C@@H](CC(=O)O)C[N+](C)(C)C", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000237", |
| "op_type": "flip_chirality", |
| "image_path": "images/000237.png", |
| "wrong_smiles_mapped": "[CH3:1][C@:2]12[CH2:3][CH2:4][C@H:5]([OH:6])[CH2:7][C@@H:8]1[CH2:9][CH2:10][CH:11]1[CH:12]2[C@H:13]([OH:14])[CH2:15][C@:16]2([CH3:17])[C@@H:18]([c:19]3[cH:20][cH:21][c:22](=[O:23])[o:24][cH:25]3)[CH2:26][CH2:27][C@:28]12[OH:29]", |
| "correct_smiles": "C[C@]12CC[C@H](O)C[C@H]1CCC1C2[C@H](O)C[C@]2(C)[C@@H](c3ccc(=O)oc3)CC[C@]12O", |
| "predicted_raw": "```json\n{\"type\": \"RemoveAtom\", \"atom\": {\"map_num\": 14}}\n```", |
| "predicted_action": { |
| "type": "RemoveAtom", |
| "atom": { |
| "map_num": 14 |
| } |
| }, |
| "restored_smiles": "C[C@]12CC[C@H](O)C[C@@H]1CCC1C2CC[C@]2(C)[C@@H](c3ccc(=O)oc3)CC[C@]12O", |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000236", |
| "op_type": "flip_chirality", |
| "image_path": "images/000236.png", |
| "wrong_smiles_mapped": "[CH3:1][C:2]#[C:3][C@:4]1([OH:5])[CH2:6][CH2:7][C@H:8]2[C@@H:9]3[CH2:10][C@H:11]([CH3:12])[C:13]4=[CH:14][C:15](=[O:16])[CH2:17][CH2:18][C@:19]4([CH3:20])[C@H:21]3[CH2:22][CH2:23][C@@:24]12[CH3:25]", |
| "correct_smiles": "CC#C[C@]1(O)CC[C@H]2[C@@H]3C[C@H](C)C4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C", |
| "predicted_raw": " o'clock) is clockwise!\nSo 12 must be pointing towards us (wedged) or away (dashed)?\nLet's use standard rules.\nAtom 11 is the chiral center.\nNeighbors: 10, 12, 13, H.\nCoordinates:\n13 is at (-0.866, 0.5)\n10 is at (0.866, 0.5)\n12 is at (0, -1)\nIf 12 is in plane, 10 -> 12 -> 13 is clockwise.\nBut SMILES says `[C@]` which is anti-clockwise.\nSo H must be pointing towards us (wedged), which means", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000243", |
| "op_type": "flip_ez", |
| "image_path": "images/000243.png", |
| "wrong_smiles_mapped": "[CH3:1]/[CH:2]=[CH:3]\\[CH2:4][CH:5]([C:6](=[O:7])[OH:8])[c:9]1[cH:10][cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]12", |
| "correct_smiles": "C/C=C/CC(C(=O)O)c1cccc2ccccc12", |
| "predicted_raw": "```json\n{\"type\": \"FlipEZ\"}\n```", |
| "predicted_action": { |
| "type": "FlipEZ" |
| }, |
| "restored_smiles": "C/C=C/CC(C(=O)O)c1cccc2ccccc12", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000242", |
| "op_type": "flip_ez", |
| "image_path": "images/000242.png", |
| "wrong_smiles_mapped": "[CH3:1]/[CH:2]=[CH:3]\\[CH2:4][CH:5]([C:6](=[O:7])[OH:8])[c:9]1[cH:10][cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]12", |
| "correct_smiles": "C/C=C/CC(C(=O)O)c1cccc2ccccc12", |
| "predicted_raw": "```json\n{\"type\": \"FlipEZ\"}\n```", |
| "predicted_action": { |
| "type": "FlipEZ" |
| }, |
| "restored_smiles": "C/C=C/CC(C(=O)O)c1cccc2ccccc12", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000244", |
| "op_type": "flip_ez", |
| "image_path": "images/000244.png", |
| "wrong_smiles_mapped": "[CH3:1]/[CH:2]=[CH:3]\\[CH2:4][CH:5]([C:6](=[O:7])[OH:8])[c:9]1[cH:10][cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]12", |
| "correct_smiles": "C/C=C/CC(C(=O)O)c1cccc2ccccc12", |
| "predicted_raw": "```json\n{\"type\": \"FlipEZ\"}\n```", |
| "predicted_action": { |
| "type": "FlipEZ" |
| }, |
| "restored_smiles": "C/C=C/CC(C(=O)O)c1cccc2ccccc12", |
| "exec_match": true, |
| "type_match": true, |
| "parse_error": false, |
| "exec_error": null |
| }, |
| { |
| "id": "000232", |
| "op_type": "flip_chirality", |
| "image_path": "images/000232.png", |
| "wrong_smiles_mapped": "[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8]1[O:9][c:10]1[cH:11][c:12]3[c:13]([cH:14][c:15]1[O:16][CH3:17])[CH2:18][CH2:19][N+:20]([CH3:21])([CH3:22])[C@@H:23]3[CH2:24][c:25]1[cH:26][cH:27][c:28]([cH:29][cH:30]1)[O:31][c:32]1[c:33]([O:34][CH3:35])[c:36]([O:37][CH3:38])[cH:39][c:40]3[c:41]1[C@@H:42]([CH2:43]2)[N+:44]([CH3:45])([CH3:46])[CH2:47][CH2:48]3", |
| "correct_smiles": "COc1ccc2cc1Oc1cc3c(cc1OC)CC[N+](C)(C)[C@H]3Cc1ccc(cc1)Oc1c(OC)c(OC)cc3c1[C@@H](C2)[N+](C)(C)CC3", |
| "predicted_raw": " (CH2) is 4.\nWait, 1 and 6 are ortho. 1 and 4 are para. 6 and 4 are meta.\nThis matches the image perfectly!\n\nLet's check the bottom phenyl ring.\nImage:\nConnected to left THIQ via CH2.\nConnected to right THIQ via O.\nIt has NO methoxy groups.\nIt is a p-substituted benzene ring.\nLet's check the image:\nLeft side: CH2 linkage.\nRight side: O linkage.\nThey are para to each other.\nLet's check the SMILES:\n`[c:25]1[cH:26][cH:27][c:28]([cH:2", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| }, |
| { |
| "id": "000239", |
| "op_type": "flip_chirality", |
| "image_path": "images/000239.png", |
| "wrong_smiles_mapped": "[NH2:1][c:2]1[n:3][cH:4][n:5][c:6]2[c:7]1[n:8][cH:9][n:10]2[C@H:11]1[O:12][C@H:13]([CH2:14][O:15][P:16](=[O:17])([OH:18])[OH:19])[C@@H:20]([OH:21])[C@H:22]1[OH:23]", |
| "correct_smiles": "Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O", |
| "predicted_raw": "0.866, 0).\nOH at (0, -1, 1) (solid wedge, pointing down-left in 2D, but UP in 3D).\nH at (0, -1, -1) (dashed wedge, pointing down-left in 2D, but DOWN in 3D).\nWait, usually in Haworth-like or standard 2D projections of ribose:\nC2' is at the bottom left.\nThe bonds to C1' and C3' are in the ring plane.\nThe bond to OH is pointing towards us (solid wedge).\nThe bond to H is pointing away (dashed wedge).\nSo OH is +z, H is -z.\nPriority 1: OH (+", |
| "predicted_action": null, |
| "restored_smiles": null, |
| "exec_match": false, |
| "type_match": false, |
| "parse_error": true, |
| "exec_error": null |
| } |
| ] |
