Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCCOc1ccc(Nc2ncc(F)c(Nc3cccc(NC(=O)OC(C)(C)C)c3)n2)cc1OCc1ccccc1
InChiKey
PERQKFYTBOUXMP-UHFFFAOYSA-N
Route Signature
ae51afa09a188e00b7e8c286c7c2e746c9dad5597ac561e43eed5f0d2852d158
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_f312e7366be399edc30ded61",
"signature": "ae51afa09a188e00b7e8c286c7c2e746c9dad5597ac561e43eed5f0d2852d158",
"contentHash": "3238ac0ee9c5af6520deecf29cdcfcd2b733de99f1ffef786263496671a3a70d",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_a64470e6c93738e8e91d1d47",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08316",
"moleculeId": "sa_ed97846dda25c000036f14e9",
"smiles": "COCCOc1ccc(Nc2ncc(F)c(Nc3cccc(NC(=O)OC(C)(C)C)c3)n2)cc1OCc1ccccc1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_ed97846dda25c000036f14e9",
"inchikey": "PERQKFYTBOUXMP-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc(Nc2ncc(F)c(Nc3cccc(NC(=O)OC(C)(C)C)c3)n2)cc1OCc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11890",
"routeId": "sa_f312e7366be399edc30ded61",
"moleculeId": "sa_ed97846dda25c000036f14e9",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ed97846dda25c000036f14e9",
"inchikey": "PERQKFYTBOUXMP-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc(Nc2ncc(F)c(Nc3cccc(NC(=O)OC(C)(C)C)c3)n2)cc1OCc1ccccc1"
},
"smiles": "COCCOc1ccc(Nc2ncc(F)c(Nc3cccc(NC(=O)OC(C)(C)C)c3)n2)cc1OCc1ccccc1",
"reactionStepId": "sa_6121ec97d9866a7947299dba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150174128A1;0642;1709245\",\"rsmi\":\"Cl[c:19]1[n:20][cH:21][c:22]([F:23])[c:24]([NH:25][c:26]2[cH:27][cH:28][cH:29][c:30]([NH:31][C:32](=[O:33])[O:34][C:35]([CH3:36])([CH3:37])[CH3:38])[cH:39]2)[n:40]1.[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][c:17]([NH2:18])[cH:41][cH:42]1>CC(=O)O.CCCCCC.CCO.CCOC(C)=O.O>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][c:17]([NH:18][c:19]2[n:20][cH:21][c:22]([F:23])[c:24]([NH:25][c:26]3[cH:27][cH:28][cH:29][c:30]([NH:31][C:32](=[O:33])[O:34][C:35]([CH3:36])([CH3:37])[CH3:38])[cH:39]3)[n:40]2)[cH:41][cH:42]1\"},\"mapped_reaction_smiles\":\"Cl[c:19]1[n:20][cH:21][c:22]([F:23])[c:24]([NH:25][c:26]2[cH:27][cH:28][cH:29][c:30]([NH:31][C:32](=[O:33])[O:34][C:35]([CH3:36])([CH3:37])[CH3:38])[cH:39]2)[n:40]1.[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][c:17]([NH2:18])[cH:41][cH:42]1>CC(=O)O.CCCCCC.CCO.CCOC(C)=O.O>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][c:17]([NH:18][c:19]2[n:20][cH:21][c:22]([F:23])[c:24]([NH:25][c:26]3[cH:27][cH:28][cH:29][c:30]([NH:31][C:32](=[O:33])[O:34][C:35]([CH3:36])([CH3:37])[CH3:38])[cH:39]3)[n:40]2)[cH:41][cH:42]1\"}",
"reactionStep": {
"id": "sa_6121ec97d9866a7947299dba",
"reactionHash": "e2c7a8e44af502da0bf8209b1e518f1bf98de3258b4c09a4fe055c02052fab3a"
},
"children": [
{
"id": "11891",
"routeId": "sa_f312e7366be399edc30ded61",
"moleculeId": "sa_56a43c1d33a20f03871ae77e",
"parentId": "11890",
"isLeaf": false,
"molecule": {
"id": "sa_56a43c1d33a20f03871ae77e",
"inchikey": "IKWLSHDHFYDICV-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1cccc(Nc2nc(Cl)ncc2F)c1"
},
"smiles": "CC(C)(C)OC(=O)Nc1cccc(Nc2nc(Cl)ncc2F)c1",
"reactionStepId": "sa_38dcdec23b3f9b32a980caf6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150174128A1;0714;1709287\",\"rsmi\":\"Cl[c:13]1[n:14][c:15]([Cl:16])[n:17][cH:18][c:19]1[F:20].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][c:11]([NH2:12])[cH:21][cH:22][cH:23]1>C1CCOC1.CCN(C(C)C)C(C)C>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][c:11]([NH:12][c:13]2[n:14][c:15]([Cl:16])[n:17][cH:18][c:19]2[F:20])[cH:21][cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[c:13]1[n:14][c:15]([Cl:16])[n:17][cH:18][c:19]1[F:20].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][c:11]([NH2:12])[cH:21][cH:22][cH:23]1>C1CCOC1.CCN(C(C)C)C(C)C>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][c:11]([NH:12][c:13]2[n:14][c:15]([Cl:16])[n:17][cH:18][c:19]2[F:20])[cH:21][cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_38dcdec23b3f9b32a980caf6",
"reactionHash": "66352941d368bcb25c503d419fc3d0137e23140b2727f8bc453b454223c88226"
},
"children": [
{
"id": "11892",
"routeId": "sa_f312e7366be399edc30ded61",
"moleculeId": "sa_60f209353dc16a6e076f2fae",
"parentId": "11891",
"isLeaf": true,
"molecule": {
"id": "sa_60f209353dc16a6e076f2fae",
"inchikey": "IEUIEMIRUXSXCL-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1cccc(N)c1"
},
"smiles": "CC(C)(C)OC(=O)Nc1cccc(N)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11893",
"routeId": "sa_f312e7366be399edc30ded61",
"moleculeId": "sa_8af2da9c6a57b37ead795aa6",
"parentId": "11891",
"isLeaf": true,
"molecule": {
"id": "sa_8af2da9c6a57b37ead795aa6",
"inchikey": "WHPFEQUEHBULBW-UHFFFAOYSA-N",
"smiles": "Fc1cnc(Cl)nc1Cl"
},
"smiles": "Fc1cnc(Cl)nc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11894",
"routeId": "sa_f312e7366be399edc30ded61",
"moleculeId": "sa_4291dda8fe1a8bc53cb843fd",
"parentId": "11890",
"isLeaf": false,
"molecule": {
"id": "sa_4291dda8fe1a8bc53cb843fd",
"inchikey": "JKIXSCPFZVJRDT-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc(N)cc1OCc1ccccc1"
},
"smiles": "COCCOc1ccc(N)cc1OCc1ccccc1",
"reactionStepId": "sa_c88a9a08f70d48a0e9c2c84d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150174128A1;0641;1709244\",\"rsmi\":\"O=[N+:18]([O-])[c:17]1[cH:16][c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[c:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])[cH:20][cH:19]1>CCCCCC.CCO.CCOC(C)=O.Cl[Sn]Cl.O.O=C(O)O.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][c:17]([NH2:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"O=[N+:18]([O-])[c:17]1[cH:16][c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[c:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])[cH:20][cH:19]1>CCCCCC.CCO.CCOC(C)=O.Cl[Sn]Cl.O.O=C(O)O.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][c:17]([NH2:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_c88a9a08f70d48a0e9c2c84d",
"reactionHash": "90c2a256b770132016c99470c34c567920392fda3febc81de096bdce6c4b4851"
},
"children": [
{
"id": "11895",
"routeId": "sa_f312e7366be399edc30ded61",
"moleculeId": "sa_a5b6cf5dba7a1d237b3a5d89",
"parentId": "11894",
"isLeaf": true,
"molecule": {
"id": "sa_a5b6cf5dba7a1d237b3a5d89",
"inchikey": "SFHORKDUCRNMGT-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc([N+](=O)[O-])cc1OCc1ccccc1"
},
"smiles": "COCCOc1ccc([N+](=O)[O-])cc1OCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}