Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)n1nc(-c2nnc(CC3CCN(C4CCC4)CC3)o2)c2ccccc21
InChiKey
OHUWJCNVHUZNQS-UHFFFAOYSA-N
Route Signature
c442006a174081486ed3c12207460a0753092a116081a01abe666e9976819882
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_4fbf57ecbb7f3fb94de7695e",
"signature": "c442006a174081486ed3c12207460a0753092a116081a01abe666e9976819882",
"contentHash": "9a69b43d3d7661bf71edb3dd93073c95fbe77626cdaa0076aaf5e189b5f17a62",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_2e29dfd301bfdd81f0ef6ab4",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01533",
"moleculeId": "sa_9c8d96919478d91b663fca4d",
"smiles": "CC(C)n1nc(-c2nnc(CC3CCN(C4CCC4)CC3)o2)c2ccccc21",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_9c8d96919478d91b663fca4d",
"inchikey": "OHUWJCNVHUZNQS-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(-c2nnc(CC3CCN(C4CCC4)CC3)o2)c2ccccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10276",
"routeId": "sa_4fbf57ecbb7f3fb94de7695e",
"moleculeId": "sa_9c8d96919478d91b663fca4d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9c8d96919478d91b663fca4d",
"inchikey": "OHUWJCNVHUZNQS-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(-c2nnc(CC3CCN(C4CCC4)CC3)o2)c2ccccc21"
},
"smiles": "CC(C)n1nc(-c2nnc(CC3CCN(C4CCC4)CC3)o2)c2ccccc21",
"reactionStepId": "sa_2c41c30f82d4d3833dd9f7db",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150283125A1;0233;1762146\",\"rsmi\":\"O=[C:10](O)[CH2:11][CH:12]1[CH2:13][CH2:14][N:15]([CH:16]2[CH2:17][CH2:18][CH2:19]2)[CH2:20][CH2:21]1.[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([C:7]([NH:8][NH2:9])=[O:22])[c:23]2[cH:24][cH:25][cH:26][cH:27][c:28]12>Cl.O=P(Cl)(Cl)Cl>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6](-[c:7]2[n:8][n:9][c:10]([CH2:11][CH:12]3[CH2:13][CH2:14][N:15]([CH:16]4[CH2:17][CH2:18][CH2:19]4)[CH2:20][CH2:21]3)[o:22]2)[c:23]2[cH:24][cH:25][cH:26][cH:27][c:28]12\"},\"mapped_reaction_smiles\":\"O=[C:10](O)[CH2:11][CH:12]1[CH2:13][CH2:14][N:15]([CH:16]2[CH2:17][CH2:18][CH2:19]2)[CH2:20][CH2:21]1.[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([C:7]([NH:8][NH2:9])=[O:22])[c:23]2[cH:24][cH:25][cH:26][cH:27][c:28]12>Cl.O=P(Cl)(Cl)Cl>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6](-[c:7]2[n:8][n:9][c:10]([CH2:11][CH:12]3[CH2:13][CH2:14][N:15]([CH:16]4[CH2:17][CH2:18][CH2:19]4)[CH2:20][CH2:21]3)[o:22]2)[c:23]2[cH:24][cH:25][cH:26][cH:27][c:28]12\"}",
"reactionStep": {
"id": "sa_2c41c30f82d4d3833dd9f7db",
"reactionHash": "9f895faeba89ab3bde394aebb688674cfc19bab75f79f6f4fb4bd9a25ba2879e"
},
"children": [
{
"id": "10277",
"routeId": "sa_4fbf57ecbb7f3fb94de7695e",
"moleculeId": "sa_c9d1edbf04690a136f8826f9",
"parentId": "10276",
"isLeaf": false,
"molecule": {
"id": "sa_c9d1edbf04690a136f8826f9",
"inchikey": "BAEDQXBJADGOGB-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(C(=O)NN)c2ccccc21"
},
"smiles": "CC(C)n1nc(C(=O)NN)c2ccccc21",
"reactionStepId": "sa_03d375b14c02e9c9f773cb7a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150283125A1;0128;1762131\",\"rsmi\":\"CO[C:7]([c:6]1[n:5][n:4]([CH:2]([CH3:1])[CH3:3])[c:16]2[c:11]1[cH:12][cH:13][cH:14][cH:15]2)=[O:8].[NH2:9][NH2:10]>CCO.O>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([C:7](=[O:8])[NH:9][NH2:10])[c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]12\"},\"mapped_reaction_smiles\":\"CO[C:7]([c:6]1[n:5][n:4]([CH:2]([CH3:1])[CH3:3])[c:16]2[c:11]1[cH:12][cH:13][cH:14][cH:15]2)=[O:8].[NH2:9][NH2:10]>CCO.O>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6]([C:7](=[O:8])[NH:9][NH2:10])[c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]12\"}",
"reactionStep": {
"id": "sa_03d375b14c02e9c9f773cb7a",
"reactionHash": "8732c87161a0e46fa9e0a33f7503c963ecf71a29c69970bf5f8a75a4fddda684"
},
"children": [
{
"id": "10278",
"routeId": "sa_4fbf57ecbb7f3fb94de7695e",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "10277",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10279",
"routeId": "sa_4fbf57ecbb7f3fb94de7695e",
"moleculeId": "sa_d4cdeb3c198c9c2c196d08f7",
"parentId": "10277",
"isLeaf": true,
"molecule": {
"id": "sa_d4cdeb3c198c9c2c196d08f7",
"inchikey": "YGAMTVAJKORPIZ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1nn(C(C)C)c2ccccc12"
},
"smiles": "COC(=O)c1nn(C(C)C)c2ccccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10280",
"routeId": "sa_4fbf57ecbb7f3fb94de7695e",
"moleculeId": "sa_a95742f6c2794f75eac60cd9",
"parentId": "10276",
"isLeaf": false,
"molecule": {
"id": "sa_a95742f6c2794f75eac60cd9",
"inchikey": "RCSURIYLKXYRRU-UHFFFAOYSA-N",
"smiles": "O=C(O)CC1CCN(C2CCC2)CC1"
},
"smiles": "O=C(O)CC1CCN(C2CCC2)CC1",
"reactionStepId": "sa_37302b0f44513e216104ae31",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150283125A1;0172;1762135\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[CH2:4][CH:5]1[CH2:6][CH2:7][N:8]([CH:9]2[CH2:10][CH2:11][CH2:12]2)[CH2:13][CH2:14]1>C1CCOC1.Cl.O.O.[Li+].O>[O:1]=[C:2]([OH:3])[CH2:4][CH:5]1[CH2:6][CH2:7][N:8]([CH:9]2[CH2:10][CH2:11][CH2:12]2)[CH2:13][CH2:14]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[CH2:4][CH:5]1[CH2:6][CH2:7][N:8]([CH:9]2[CH2:10][CH2:11][CH2:12]2)[CH2:13][CH2:14]1>C1CCOC1.Cl.O.O.[Li+].O>[O:1]=[C:2]([OH:3])[CH2:4][CH:5]1[CH2:6][CH2:7][N:8]([CH:9]2[CH2:10][CH2:11][CH2:12]2)[CH2:13][CH2:14]1\"}",
"reactionStep": {
"id": "sa_37302b0f44513e216104ae31",
"reactionHash": "912e896b1a0fc02d35fc47950c41781552a81b5dcc1e8bf4a3b47d24875162af"
},
"children": [
{
"id": "10281",
"routeId": "sa_4fbf57ecbb7f3fb94de7695e",
"moleculeId": "sa_8d74639e797dfd0e348c1645",
"parentId": "10280",
"isLeaf": false,
"molecule": {
"id": "sa_8d74639e797dfd0e348c1645",
"inchikey": "DHWLNBVEXJLRBF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC1CCN(C2CCC2)CC1"
},
"smiles": "CCOC(=O)CC1CCN(C2CCC2)CC1",
"reactionStepId": "sa_d50195ec4c83a32722a4df30",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150283125A1;0168;1762134\",\"rsmi\":\"O=[C:11]1[CH2:12][CH2:13][CH2:14]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]1[CH2:8][CH2:9][NH:10][CH2:15][CH2:16]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]1[CH2:8][CH2:9][N:10]([CH:11]2[CH2:12][CH2:13][CH2:14]2)[CH2:15][CH2:16]1\"},\"mapped_reaction_smiles\":\"O=[C:11]1[CH2:12][CH2:13][CH2:14]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]1[CH2:8][CH2:9][NH:10][CH2:15][CH2:16]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]1[CH2:8][CH2:9][N:10]([CH:11]2[CH2:12][CH2:13][CH2:14]2)[CH2:15][CH2:16]1\"}",
"reactionStep": {
"id": "sa_d50195ec4c83a32722a4df30",
"reactionHash": "10838aecadb6426171c85805bd307dce60589d146eb203668a509a02454babd7"
},
"children": [
{
"id": "10282",
"routeId": "sa_4fbf57ecbb7f3fb94de7695e",
"moleculeId": "sa_84e58bdc7837cad63541b68d",
"parentId": "10281",
"isLeaf": true,
"molecule": {
"id": "sa_84e58bdc7837cad63541b68d",
"inchikey": "IHSUFLCKRIHFGY-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC1CCNCC1"
},
"smiles": "CCOC(=O)CC1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10283",
"routeId": "sa_4fbf57ecbb7f3fb94de7695e",
"moleculeId": "sa_b21cdb7ecf949177283a856f",
"parentId": "10281",
"isLeaf": true,
"molecule": {
"id": "sa_b21cdb7ecf949177283a856f",
"inchikey": "SHQSVMDWKBRBGB-UHFFFAOYSA-N",
"smiles": "O=C1CCC1"
},
"smiles": "O=C1CCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}