Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(N2CCC(N3CC[C@@H](F)C3)CC2)ccc1[N+](=O)[O-]
InChiKey
OAAQBEFNPHIOFE-GFCCVEGCSA-N
Route Signature
2ee9b863c84237c2f1399a60bb0243f37fd7e05d234570dd9651c6cbd77fdd4b
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ba2d7b8cc55dba0a959d7b37",
"signature": "2ee9b863c84237c2f1399a60bb0243f37fd7e05d234570dd9651c6cbd77fdd4b",
"contentHash": "494b7a2c627f4bbb28851247a6192dd57334293fd379cb02f4cadeb5f7c45ff5",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_0562d4eb0b80133f25bc02e6",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07377",
"moleculeId": "sa_7ce1083b13d0cb27c3d05756",
"smiles": "COc1cc(N2CCC(N3CC[C@@H](F)C3)CC2)ccc1[N+](=O)[O-]",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7ce1083b13d0cb27c3d05756",
"inchikey": "OAAQBEFNPHIOFE-GFCCVEGCSA-N",
"smiles": "COc1cc(N2CCC(N3CC[C@@H](F)C3)CC2)ccc1[N+](=O)[O-]"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16193",
"routeId": "sa_ba2d7b8cc55dba0a959d7b37",
"moleculeId": "sa_7ce1083b13d0cb27c3d05756",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7ce1083b13d0cb27c3d05756",
"inchikey": "OAAQBEFNPHIOFE-GFCCVEGCSA-N",
"smiles": "COc1cc(N2CCC(N3CC[C@@H](F)C3)CC2)ccc1[N+](=O)[O-]"
},
"smiles": "COc1cc(N2CCC(N3CC[C@@H](F)C3)CC2)ccc1[N+](=O)[O-]",
"reactionStepId": "sa_c5cd58d1f095ef9b3c88ac0c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120028924A1;0510;1171350\",\"rsmi\":\"O=[C:14]1[CH2:13][CH2:12][N:11]([c:10]2[cH:9][cH:8][c:4]([N+:5](=[O:6])[O-:7])[c:3]([O:2][CH3:1])[cH:23]2)[CH2:22][CH2:21]1.[NH:15]1[CH2:16][CH2:17][C@@H:18]([F:19])[CH2:20]1>>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][cH:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([N:15]3[CH2:16][CH2:17][C@@H:18]([F:19])[CH2:20]3)[CH2:21][CH2:22]2)[cH:23]1\"},\"mapped_reaction_smiles\":\"O=[C:14]1[CH2:13][CH2:12][N:11]([c:10]2[cH:9][cH:8][c:4]([N+:5](=[O:6])[O-:7])[c:3]([O:2][CH3:1])[cH:23]2)[CH2:22][CH2:21]1.[NH:15]1[CH2:16][CH2:17][C@@H:18]([F:19])[CH2:20]1>>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][cH:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([N:15]3[CH2:16][CH2:17][C@@H:18]([F:19])[CH2:20]3)[CH2:21][CH2:22]2)[cH:23]1\"}",
"reactionStep": {
"id": "sa_c5cd58d1f095ef9b3c88ac0c",
"reactionHash": "e31c44e245bb3d7d79a0c5abb58ad64ca8cf55f6ccc455caaf27620d87fcbe0f"
},
"children": [
{
"id": "16194",
"routeId": "sa_ba2d7b8cc55dba0a959d7b37",
"moleculeId": "sa_94253565384a2cc7586464a3",
"parentId": "16193",
"isLeaf": true,
"molecule": {
"id": "sa_94253565384a2cc7586464a3",
"inchikey": "CDDGNGVFPQRJJM-SCSAIBSYSA-N",
"smiles": "F[C@@H]1CCNC1"
},
"smiles": "F[C@@H]1CCNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16195",
"routeId": "sa_ba2d7b8cc55dba0a959d7b37",
"moleculeId": "sa_a5113046ef5706ae058ca7d3",
"parentId": "16193",
"isLeaf": false,
"molecule": {
"id": "sa_a5113046ef5706ae058ca7d3",
"inchikey": "VWVGKNTWOBCSTI-UHFFFAOYSA-N",
"smiles": "COc1cc(N2CCC(=O)CC2)ccc1[N+](=O)[O-]"
},
"smiles": "COc1cc(N2CCC(=O)CC2)ccc1[N+](=O)[O-]",
"reactionStepId": "sa_962f40d65d51a2f1b2e0bda5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120028924A1;0500;1171346\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][cH:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([OH:15])[CH2:16][CH2:17]2)[cH:18]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl.O=C(O)O.O=S(O)(O)=S.[Na+].[Na+].[Na+]>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][cH:9][c:10]([N:11]2[CH2:12][CH2:13][C:14](=[O:15])[CH2:16][CH2:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][cH:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([OH:15])[CH2:16][CH2:17]2)[cH:18]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl.O=C(O)O.O=S(O)(O)=S.[Na+].[Na+].[Na+]>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][cH:9][c:10]([N:11]2[CH2:12][CH2:13][C:14](=[O:15])[CH2:16][CH2:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_962f40d65d51a2f1b2e0bda5",
"reactionHash": "801d38b2971f6c83422e79f937a68fd8bfd32cb517a94630bd1c41803b8d26ba"
},
"children": [
{
"id": "16196",
"routeId": "sa_ba2d7b8cc55dba0a959d7b37",
"moleculeId": "sa_992b03110f6bec67e7640909",
"parentId": "16195",
"isLeaf": false,
"molecule": {
"id": "sa_992b03110f6bec67e7640909",
"inchikey": "SNYOQELAUCYAKA-UHFFFAOYSA-N",
"smiles": "COc1cc(N2CCC(O)CC2)ccc1[N+](=O)[O-]"
},
"smiles": "COc1cc(N2CCC(O)CC2)ccc1[N+](=O)[O-]",
"reactionStepId": "sa_30cb5372ce51009a321dfd1d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120028924A1;0497;1171345\",\"rsmi\":\"F[c:10]1[cH:9][cH:8][c:4]([N+:5](=[O:6])[O-:7])[c:3]([O:2][CH3:1])[cH:18]1.[NH:11]1[CH2:12][CH2:13][CH:14]([OH:15])[CH2:16][CH2:17]1>CS(C)=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][cH:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([OH:15])[CH2:16][CH2:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"F[c:10]1[cH:9][cH:8][c:4]([N+:5](=[O:6])[O-:7])[c:3]([O:2][CH3:1])[cH:18]1.[NH:11]1[CH2:12][CH2:13][CH:14]([OH:15])[CH2:16][CH2:17]1>CS(C)=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][cH:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([OH:15])[CH2:16][CH2:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_30cb5372ce51009a321dfd1d",
"reactionHash": "a85d8bf5636ba6eb214b7cda16659ca0facb4503cf361fef30a1051a13e198fa"
},
"children": [
{
"id": "16197",
"routeId": "sa_ba2d7b8cc55dba0a959d7b37",
"moleculeId": "sa_49013ccb2f74ad800601ccf1",
"parentId": "16196",
"isLeaf": true,
"molecule": {
"id": "sa_49013ccb2f74ad800601ccf1",
"inchikey": "HDOWRFHMPULYOA-UHFFFAOYSA-N",
"smiles": "OC1CCNCC1"
},
"smiles": "OC1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16198",
"routeId": "sa_ba2d7b8cc55dba0a959d7b37",
"moleculeId": "sa_a2b9e7713e49d6e0b999d99a",
"parentId": "16196",
"isLeaf": true,
"molecule": {
"id": "sa_a2b9e7713e49d6e0b999d99a",
"inchikey": "WLKUSVNHZXUEFO-UHFFFAOYSA-N",
"smiles": "COc1cc(F)ccc1[N+](=O)[O-]"
},
"smiles": "COc1cc(F)ccc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}