Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCCN1C[C@@H](NC(=O)Nc2c(Cl)c(-c3cccnc3)nn2-c2ccccc2)[C@H](c2ccc(F)c(F)c2)C1
InChiKey
FENDKHQESXQJDQ-XUZZJYLKSA-N
Route Signature
9208c42f4c38efbd49ac72e9cf6b4e5114ab9537152161e8c0e50dca410bce89
Synthesis route with 2 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f8f3412eac1661dc5b200edd",
"signature": "9208c42f4c38efbd49ac72e9cf6b4e5114ab9537152161e8c0e50dca410bce89",
"contentHash": "eeeecff02650c93cc616bc68dcaf70d32242217b106737aa89241276227bee1d",
"length": 2,
"isConvergent": false
},
"target": {
"id": "sa_7800b49c4b817b8427ebd5fc",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05873",
"moleculeId": "sa_76bbadeeb9abba1d537f2b24",
"smiles": "COCCN1C[C@@H](NC(=O)Nc2c(Cl)c(-c3cccnc3)nn2-c2ccccc2)[C@H](c2ccc(F)c(F)c2)C1",
"routeLength": 2,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_76bbadeeb9abba1d537f2b24",
"inchikey": "FENDKHQESXQJDQ-XUZZJYLKSA-N",
"smiles": "COCCN1C[C@@H](NC(=O)Nc2c(Cl)c(-c3cccnc3)nn2-c2ccccc2)[C@H](c2ccc(F)c(F)c2)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15796",
"routeId": "sa_f8f3412eac1661dc5b200edd",
"moleculeId": "sa_76bbadeeb9abba1d537f2b24",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_76bbadeeb9abba1d537f2b24",
"inchikey": "FENDKHQESXQJDQ-XUZZJYLKSA-N",
"smiles": "COCCN1C[C@@H](NC(=O)Nc2c(Cl)c(-c3cccnc3)nn2-c2ccccc2)[C@H](c2ccc(F)c(F)c2)C1"
},
"smiles": "COCCN1C[C@@H](NC(=O)Nc2c(Cl)c(-c3cccnc3)nn2-c2ccccc2)[C@H](c2ccc(F)c(F)c2)C1",
"reactionStepId": "sa_2fb5232f9b244cfd2008d105",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150166564A1;1134;1707426\",\"rsmi\":\"O=C1CCC(=O)N1[Cl:14].[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH2:6][C@@H:7]([NH:8][C:9](=[O:10])[NH:11][c:12]2[cH:13][c:15](-[c:16]3[cH:17][cH:18][cH:19][n:20][cH:21]3)[n:22][n:23]2-[c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[C@H:30]([c:31]2[cH:32][c:33]([F:34])[c:35]([F:36])[cH:37][cH:38]2)[CH2:39]1>Cc1ccc(S(=O)(=O)O)cc1.ClCCl.c1ccncc1>[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH2:6][C@@H:7]([NH:8][C:9](=[O:10])[NH:11][c:12]2[c:13]([Cl:14])[c:15](-[c:16]3[cH:17][cH:18][cH:19][n:20][cH:21]3)[n:22][n:23]2-[c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[C@H:30]([c:31]2[cH:32][c:33]([F:34])[c:35]([F:36])[cH:37][cH:38]2)[CH2:39]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Cl:14].[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH2:6][C@@H:7]([NH:8][C:9](=[O:10])[NH:11][c:12]2[cH:13][c:15](-[c:16]3[cH:17][cH:18][cH:19][n:20][cH:21]3)[n:22][n:23]2-[c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[C@H:30]([c:31]2[cH:32][c:33]([F:34])[c:35]([F:36])[cH:37][cH:38]2)[CH2:39]1>Cc1ccc(S(=O)(=O)O)cc1.ClCCl.c1ccncc1>[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH2:6][C@@H:7]([NH:8][C:9](=[O:10])[NH:11][c:12]2[c:13]([Cl:14])[c:15](-[c:16]3[cH:17][cH:18][cH:19][n:20][cH:21]3)[n:22][n:23]2-[c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[C@H:30]([c:31]2[cH:32][c:33]([F:34])[c:35]([F:36])[cH:37][cH:38]2)[CH2:39]1\"}",
"reactionStep": {
"id": "sa_2fb5232f9b244cfd2008d105",
"reactionHash": "b0c2564e19979bb08396798b7ec29f174e487e63f88de971d38d2fa59b894041"
},
"children": [
{
"id": "15797",
"routeId": "sa_f8f3412eac1661dc5b200edd",
"moleculeId": "sa_a576f9b9a2caa305053d217d",
"parentId": "15796",
"isLeaf": true,
"molecule": {
"id": "sa_a576f9b9a2caa305053d217d",
"inchikey": "JRNVZBWKYDBUCA-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Cl"
},
"smiles": "O=C1CCC(=O)N1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15798",
"routeId": "sa_f8f3412eac1661dc5b200edd",
"moleculeId": "sa_73e822d1dbe202223b2f2967",
"parentId": "15796",
"isLeaf": false,
"molecule": {
"id": "sa_73e822d1dbe202223b2f2967",
"inchikey": "TXVMPMLXOWDSOK-BKMJKUGQSA-N",
"smiles": "COCCN1C[C@@H](NC(=O)Nc2cc(-c3cccnc3)nn2-c2ccccc2)[C@H](c2ccc(F)c(F)c2)C1"
},
"smiles": "COCCN1C[C@@H](NC(=O)Nc2cc(-c3cccnc3)nn2-c2ccccc2)[C@H](c2ccc(F)c(F)c2)C1",
"reactionStepId": "sa_02bb551b090f17864a6e8ac6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150166564A1;1133;1707425\",\"rsmi\":\"[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH2:6][C@@H:7]([NH2:8])[C@H:29]([c:30]2[cH:31][c:32]([F:33])[c:34]([F:35])[cH:36][cH:37]2)[CH2:38]1.[NH2:11][c:12]1[cH:13][c:14](-[c:15]2[cH:16][cH:17][cH:18][n:19][cH:20]2)[n:21][n:22]1-[c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1.c1cn([C:9](n2ccnc2)=[O:10])cn1>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH2:6][C@@H:7]([NH:8][C:9](=[O:10])[NH:11][c:12]2[cH:13][c:14](-[c:15]3[cH:16][cH:17][cH:18][n:19][cH:20]3)[n:21][n:22]2-[c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[C@H:29]([c:30]2[cH:31][c:32]([F:33])[c:34]([F:35])[cH:36][cH:37]2)[CH2:38]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH2:6][C@@H:7]([NH2:8])[C@H:29]([c:30]2[cH:31][c:32]([F:33])[c:34]([F:35])[cH:36][cH:37]2)[CH2:38]1.[NH2:11][c:12]1[cH:13][c:14](-[c:15]2[cH:16][cH:17][cH:18][n:19][cH:20]2)[n:21][n:22]1-[c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1.c1cn([C:9](n2ccnc2)=[O:10])cn1>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH2:6][C@@H:7]([NH:8][C:9](=[O:10])[NH:11][c:12]2[cH:13][c:14](-[c:15]3[cH:16][cH:17][cH:18][n:19][cH:20]3)[n:21][n:22]2-[c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[C@H:29]([c:30]2[cH:31][c:32]([F:33])[c:34]([F:35])[cH:36][cH:37]2)[CH2:38]1\"}",
"reactionStep": {
"id": "sa_02bb551b090f17864a6e8ac6",
"reactionHash": "545ce60bc0e9836c5d0ae5dc76c3f39d28cd439cadeda6ec0a0570f6c31d46f8"
},
"children": [
{
"id": "15799",
"routeId": "sa_f8f3412eac1661dc5b200edd",
"moleculeId": "sa_0b30a91a54f3198f02aa887d",
"parentId": "15798",
"isLeaf": true,
"molecule": {
"id": "sa_0b30a91a54f3198f02aa887d",
"inchikey": "PFKFTWBEEFSNDU-UHFFFAOYSA-N",
"smiles": "O=C(n1ccnc1)n1ccnc1"
},
"smiles": "O=C(n1ccnc1)n1ccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15800",
"routeId": "sa_f8f3412eac1661dc5b200edd",
"moleculeId": "sa_a57e9c8c857b591c59f837ef",
"parentId": "15798",
"isLeaf": true,
"molecule": {
"id": "sa_a57e9c8c857b591c59f837ef",
"inchikey": "WNDRYBHNLPLQJE-UHFFFAOYSA-N",
"smiles": "Nc1cc(-c2cccnc2)nn1-c1ccccc1"
},
"smiles": "Nc1cc(-c2cccnc2)nn1-c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15801",
"routeId": "sa_f8f3412eac1661dc5b200edd",
"moleculeId": "sa_c8945b61f8b76abec481e740",
"parentId": "15798",
"isLeaf": true,
"molecule": {
"id": "sa_c8945b61f8b76abec481e740",
"inchikey": "ZMCGJMHVCOACEF-GXFFZTMASA-N",
"smiles": "COCCN1C[C@@H](N)[C@H](c2ccc(F)c(F)c2)C1"
},
"smiles": "COCCN1C[C@@H](N)[C@H](c2ccc(F)c(F)c2)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}