Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Nc1nc(Nc2ccc(Oc3ccc4[nH]ncc4c3)c(F)c2)cc(-c2ccncc2)n1
InChiKey
HITUMGOREHGTCV-UHFFFAOYSA-N
Route Signature
887fab78a0fcd9af34abe65e738351e886a777e31ea6ed78a45a4dc1e6e855a2
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_c44bbfa717b8f6934990083c",
"signature": "887fab78a0fcd9af34abe65e738351e886a777e31ea6ed78a45a4dc1e6e855a2",
"contentHash": "0fa07de062f54b1e5a8b7e7748ef1f79cdc826cce3494284752c72d21b80a801",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_5f62193f4e4e4276b4874245",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05711",
"moleculeId": "sa_770b51209e01638e16b850e4",
"smiles": "Nc1nc(Nc2ccc(Oc3ccc4[nH]ncc4c3)c(F)c2)cc(-c2ccncc2)n1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_770b51209e01638e16b850e4",
"inchikey": "HITUMGOREHGTCV-UHFFFAOYSA-N",
"smiles": "Nc1nc(Nc2ccc(Oc3ccc4[nH]ncc4c3)c(F)c2)cc(-c2ccncc2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11459",
"routeId": "sa_c44bbfa717b8f6934990083c",
"moleculeId": "sa_770b51209e01638e16b850e4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_770b51209e01638e16b850e4",
"inchikey": "HITUMGOREHGTCV-UHFFFAOYSA-N",
"smiles": "Nc1nc(Nc2ccc(Oc3ccc4[nH]ncc4c3)c(F)c2)cc(-c2ccncc2)n1"
},
"smiles": "Nc1nc(Nc2ccc(Oc3ccc4[nH]ncc4c3)c(F)c2)cc(-c2ccncc2)n1",
"reactionStepId": "sa_bb5b2dae77183514c10c02d2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060241127A1;0684;400393\",\"rsmi\":\"Cl[c:12]1[cH:11][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[n:3][c:2]([NH2:1])[n:31]1.[NH2:13][c:14]1[cH:15][c:16]([F:17])[c:18]([O:19][c:20]2[cH:21][cH:22][c:23]3[nH:24][n:25][cH:26][c:27]3[cH:28]2)[cH:29][cH:30]1>Cl.O.O=C(O)O.[Na+]>[NH2:1][c:2]1[n:3][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[cH:11][c:12]([NH:13][c:14]2[cH:15][c:16]([F:17])[c:18]([O:19][c:20]3[cH:21][cH:22][c:23]4[nH:24][n:25][cH:26][c:27]4[cH:28]3)[cH:29][cH:30]2)[n:31]1\"},\"mapped_reaction_smiles\":\"Cl[c:12]1[cH:11][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[n:3][c:2]([NH2:1])[n:31]1.[NH2:13][c:14]1[cH:15][c:16]([F:17])[c:18]([O:19][c:20]2[cH:21][cH:22][c:23]3[nH:24][n:25][cH:26][c:27]3[cH:28]2)[cH:29][cH:30]1>Cl.O.O=C(O)O.[Na+]>[NH2:1][c:2]1[n:3][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[cH:11][c:12]([NH:13][c:14]2[cH:15][c:16]([F:17])[c:18]([O:19][c:20]3[cH:21][cH:22][c:23]4[nH:24][n:25][cH:26][c:27]4[cH:28]3)[cH:29][cH:30]2)[n:31]1\"}",
"reactionStep": {
"id": "sa_bb5b2dae77183514c10c02d2",
"reactionHash": "8f19ef236047c795aed57d318cf3e20b6334396e80953497993756076f75d1e3"
},
"children": [
{
"id": "11460",
"routeId": "sa_c44bbfa717b8f6934990083c",
"moleculeId": "sa_e561f5db9860f085bb6d8059",
"parentId": "11459",
"isLeaf": false,
"molecule": {
"id": "sa_e561f5db9860f085bb6d8059",
"inchikey": "CDUGQLCEQDXSGV-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Oc2ccc3[nH]ncc3c2)c(F)c1"
},
"smiles": "Nc1ccc(Oc2ccc3[nH]ncc3c2)c(F)c1",
"reactionStepId": "sa_a87c37a060bb64e55dc1d04f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060241127A1;0394;400355\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[cH:3][c:4]([F:5])[c:6]([O:7][c:8]2[cH:9][cH:10][c:11]3[nH:12][n:13][cH:14][c:15]3[cH:16]2)[cH:17][cH:18]1>CCO.O=[Pt]=O>[NH2:1][c:2]1[cH:3][c:4]([F:5])[c:6]([O:7][c:8]2[cH:9][cH:10][c:11]3[nH:12][n:13][cH:14][c:15]3[cH:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[cH:3][c:4]([F:5])[c:6]([O:7][c:8]2[cH:9][cH:10][c:11]3[nH:12][n:13][cH:14][c:15]3[cH:16]2)[cH:17][cH:18]1>CCO.O=[Pt]=O>[NH2:1][c:2]1[cH:3][c:4]([F:5])[c:6]([O:7][c:8]2[cH:9][cH:10][c:11]3[nH:12][n:13][cH:14][c:15]3[cH:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_a87c37a060bb64e55dc1d04f",
"reactionHash": "27d848070ffa11c467992b07ef13b3abad1454b382030156f173a2679534aeef"
},
"children": [
{
"id": "11461",
"routeId": "sa_c44bbfa717b8f6934990083c",
"moleculeId": "sa_fd922217d65edbc8b729b785",
"parentId": "11460",
"isLeaf": false,
"molecule": {
"id": "sa_fd922217d65edbc8b729b785",
"inchikey": "ZJYSHYYCPJXRHH-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Oc2ccc3[nH]ncc3c2)c(F)c1"
},
"smiles": "O=[N+]([O-])c1ccc(Oc2ccc3[nH]ncc3c2)c(F)c1",
"reactionStepId": "sa_f99a13eded9814710b2cb202",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060241127A1;0388;400354\",\"rsmi\":\"F[c:8]1[c:6]([F:7])[cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:20][cH:19]1.[OH:9][c:10]1[cH:11][cH:12][c:13]2[nH:14][n:15][cH:16][c:17]2[cH:18]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([F:7])[c:8]([O:9][c:10]2[cH:11][cH:12][c:13]3[nH:14][n:15][cH:16][c:17]3[cH:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"F[c:8]1[c:6]([F:7])[cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:20][cH:19]1.[OH:9][c:10]1[cH:11][cH:12][c:13]2[nH:14][n:15][cH:16][c:17]2[cH:18]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([F:7])[c:8]([O:9][c:10]2[cH:11][cH:12][c:13]3[nH:14][n:15][cH:16][c:17]3[cH:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_f99a13eded9814710b2cb202",
"reactionHash": "10fa2773aefd85cdae9bf6fc470a2ec94d950f0afef832f3b0c293fce870729d"
},
"children": [
{
"id": "11462",
"routeId": "sa_c44bbfa717b8f6934990083c",
"moleculeId": "sa_bcbeca172c385f3f6f45ad6b",
"parentId": "11461",
"isLeaf": true,
"molecule": {
"id": "sa_bcbeca172c385f3f6f45ad6b",
"inchikey": "RUBQQRMAWLSCCJ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(F)c(F)c1"
},
"smiles": "O=[N+]([O-])c1ccc(F)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11463",
"routeId": "sa_c44bbfa717b8f6934990083c",
"moleculeId": "sa_a76fd25cdf49971a066c221e",
"parentId": "11461",
"isLeaf": true,
"molecule": {
"id": "sa_a76fd25cdf49971a066c221e",
"inchikey": "ZHDXWEPRYNHNDC-UHFFFAOYSA-N",
"smiles": "Oc1ccc2n[nH]cc2c1"
},
"smiles": "Oc1ccc2[nH]ncc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "11464",
"routeId": "sa_c44bbfa717b8f6934990083c",
"moleculeId": "sa_be618d1d02f44d74805fc25b",
"parentId": "11459",
"isLeaf": false,
"molecule": {
"id": "sa_be618d1d02f44d74805fc25b",
"inchikey": "QLMQZMRAYFNAIB-UHFFFAOYSA-N",
"smiles": "Nc1nc(Cl)cc(-c2ccncc2)n1"
},
"smiles": "Nc1nc(Cl)cc(-c2ccncc2)n1",
"reactionStepId": "sa_6f710e18d73faf4cd57da40f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060241127A1;0486;400371\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:13].O[c:12]1[cH:11][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[n:3][c:2]([NH2:1])[n:14]1>CN(C)c1ccccc1>[NH2:1][c:2]1[n:3][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[cH:11][c:12]([Cl:13])[n:14]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:13].O[c:12]1[cH:11][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[n:3][c:2]([NH2:1])[n:14]1>CN(C)c1ccccc1>[NH2:1][c:2]1[n:3][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[cH:11][c:12]([Cl:13])[n:14]1\"}",
"reactionStep": {
"id": "sa_6f710e18d73faf4cd57da40f",
"reactionHash": "80c04dfe68c827e8cd493b92b1bea98e24808e0ab96dbf7ff25f890eab0a9b6f"
},
"children": [
{
"id": "11465",
"routeId": "sa_c44bbfa717b8f6934990083c",
"moleculeId": "sa_3b92a4e02d9b34c637f95184",
"parentId": "11464",
"isLeaf": true,
"molecule": {
"id": "sa_3b92a4e02d9b34c637f95184",
"inchikey": "IOKLRUQDALYCPZ-UHFFFAOYSA-N",
"smiles": "N=c1nc(O)cc(-c2ccncc2)[nH]1"
},
"smiles": "Nc1nc(O)cc(-c2ccncc2)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11466",
"routeId": "sa_c44bbfa717b8f6934990083c",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "11464",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}