Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(S(=O)(=O)N2CCN(c3nc(Nc4ccc(C)cc4)cc(C(C)C)n3)CC2)cc1
InChiKey
WAEHHKBSBUEBCK-UHFFFAOYSA-N
Route Signature
dc6094389225785efccf4fd9838e1f373ad8d3a7b3af06d45070ee832c5a2f00
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_39972adef03123695e1778c4",
"signature": "dc6094389225785efccf4fd9838e1f373ad8d3a7b3af06d45070ee832c5a2f00",
"contentHash": "5be86040c1af12d02ad42e6b3971c7ec08422da450685aaebf6b152be29c1e0c",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_52dc4e8636214bc43a495c02",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03938",
"moleculeId": "sa_bff6057d2d5753b009e13f12",
"smiles": "COc1ccc(S(=O)(=O)N2CCN(c3nc(Nc4ccc(C)cc4)cc(C(C)C)n3)CC2)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_bff6057d2d5753b009e13f12",
"inchikey": "WAEHHKBSBUEBCK-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)N2CCN(c3nc(Nc4ccc(C)cc4)cc(C(C)C)n3)CC2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7047",
"routeId": "sa_39972adef03123695e1778c4",
"moleculeId": "sa_bff6057d2d5753b009e13f12",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_bff6057d2d5753b009e13f12",
"inchikey": "WAEHHKBSBUEBCK-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)N2CCN(c3nc(Nc4ccc(C)cc4)cc(C(C)C)n3)CC2)cc1"
},
"smiles": "COc1ccc(S(=O)(=O)N2CCN(c3nc(Nc4ccc(C)cc4)cc(C(C)C)n3)CC2)cc1",
"reactionStepId": "sa_b385e047ab2ef55d0be80689",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160271130A1;0159;1934588\",\"rsmi\":\"Cl[S:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:34][cH:33]1)(=[O:8])=[O:9].[NH:10]1[CH2:11][CH2:12][N:13]([c:14]2[n:15][c:16]([CH:17]([CH3:18])[CH3:19])[cH:20][c:21]([NH:22][c:23]3[cH:24][cH:25][c:26]([CH3:27])[cH:28][cH:29]3)[n:30]2)[CH2:31][CH2:32]1>ClCCl.c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([S:7](=[O:8])(=[O:9])[N:10]2[CH2:11][CH2:12][N:13]([c:14]3[n:15][c:16]([CH:17]([CH3:18])[CH3:19])[cH:20][c:21]([NH:22][c:23]4[cH:24][cH:25][c:26]([CH3:27])[cH:28][cH:29]4)[n:30]3)[CH2:31][CH2:32]2)[cH:33][cH:34]1\"},\"mapped_reaction_smiles\":\"Cl[S:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:34][cH:33]1)(=[O:8])=[O:9].[NH:10]1[CH2:11][CH2:12][N:13]([c:14]2[n:15][c:16]([CH:17]([CH3:18])[CH3:19])[cH:20][c:21]([NH:22][c:23]3[cH:24][cH:25][c:26]([CH3:27])[cH:28][cH:29]3)[n:30]2)[CH2:31][CH2:32]1>ClCCl.c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([S:7](=[O:8])(=[O:9])[N:10]2[CH2:11][CH2:12][N:13]([c:14]3[n:15][c:16]([CH:17]([CH3:18])[CH3:19])[cH:20][c:21]([NH:22][c:23]4[cH:24][cH:25][c:26]([CH3:27])[cH:28][cH:29]4)[n:30]3)[CH2:31][CH2:32]2)[cH:33][cH:34]1\"}",
"reactionStep": {
"id": "sa_b385e047ab2ef55d0be80689",
"reactionHash": "7a56d742089a1a9a430a84a8668f4956fdb48f5e123475e362e002f80ca0df9c"
},
"children": [
{
"id": "7048",
"routeId": "sa_39972adef03123695e1778c4",
"moleculeId": "sa_7f189b7de0a04a8b701b7bf6",
"parentId": "7047",
"isLeaf": true,
"molecule": {
"id": "sa_7f189b7de0a04a8b701b7bf6",
"inchikey": "DTJVECUKADWGMO-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Cl)cc1"
},
"smiles": "COc1ccc(S(=O)(=O)Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7049",
"routeId": "sa_39972adef03123695e1778c4",
"moleculeId": "sa_deeab5b296ecaf2b5c119081",
"parentId": "7047",
"isLeaf": false,
"molecule": {
"id": "sa_deeab5b296ecaf2b5c119081",
"inchikey": "HAYSNFQFJBKETC-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Nc2cc(C(C)C)nc(N3CCNCC3)n2)cc1"
},
"smiles": "Cc1ccc(Nc2cc(C(C)C)nc(N3CCNCC3)n2)cc1",
"reactionStepId": "sa_c46d94aa5217cdb3895318f2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160271130A1;0158;1934587\",\"rsmi\":\"CC(C)(C)OC(=O)[N:13]1[CH2:12][CH2:11][N:10]([c:9]2[n:8][c:7]([NH:6][c:5]3[cH:4][cH:3][c:2]([CH3:1])[cH:23][cH:22]3)[cH:21][c:17]([CH:18]([CH3:19])[CH3:20])[n:16]2)[CH2:15][CH2:14]1>C1COCCO1.Cl.O.O=C(O)O.[Na+]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[n:8][c:9]([N:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)[n:16][c:17]([CH:18]([CH3:19])[CH3:20])[cH:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:13]1[CH2:12][CH2:11][N:10]([c:9]2[n:8][c:7]([NH:6][c:5]3[cH:4][cH:3][c:2]([CH3:1])[cH:23][cH:22]3)[cH:21][c:17]([CH:18]([CH3:19])[CH3:20])[n:16]2)[CH2:15][CH2:14]1>C1COCCO1.Cl.O.O=C(O)O.[Na+]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[n:8][c:9]([N:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)[n:16][c:17]([CH:18]([CH3:19])[CH3:20])[cH:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_c46d94aa5217cdb3895318f2",
"reactionHash": "550d50efc44e1d4f788854de54223c5082d6e5d6f7bcf2422acf03620c2d1cb7"
},
"children": [
{
"id": "7050",
"routeId": "sa_39972adef03123695e1778c4",
"moleculeId": "sa_220a1947709c30c31c1300ed",
"parentId": "7049",
"isLeaf": false,
"molecule": {
"id": "sa_220a1947709c30c31c1300ed",
"inchikey": "TWNJVHMXWLJPKC-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Nc2cc(C(C)C)nc(N3CCN(C(=O)OC(C)(C)C)CC3)n2)cc1"
},
"smiles": "Cc1ccc(Nc2cc(C(C)C)nc(N3CCN(C(=O)OC(C)(C)C)CC3)n2)cc1",
"reactionStepId": "sa_edb44cc7805ca2d8353deec3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160271130A1;0157;1934586\",\"rsmi\":\"Cl[c:14]1[n:13][c:9]([CH:10]([CH3:11])[CH3:12])[cH:8][c:7]([NH:6][c:5]2[cH:4][cH:3][c:2]([CH3:1])[cH:30][cH:29]2)[n:28]1.[NH:15]1[CH2:16][CH2:17][N:18]([C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[CH2:26][CH2:27]1>CCCCO.CCN(C(C)C)C(C)C>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[cH:8][c:9]([CH:10]([CH3:11])[CH3:12])[n:13][c:14]([N:15]3[CH2:16][CH2:17][N:18]([C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[CH2:26][CH2:27]3)[n:28]2)[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Cl[c:14]1[n:13][c:9]([CH:10]([CH3:11])[CH3:12])[cH:8][c:7]([NH:6][c:5]2[cH:4][cH:3][c:2]([CH3:1])[cH:30][cH:29]2)[n:28]1.[NH:15]1[CH2:16][CH2:17][N:18]([C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[CH2:26][CH2:27]1>CCCCO.CCN(C(C)C)C(C)C>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[cH:8][c:9]([CH:10]([CH3:11])[CH3:12])[n:13][c:14]([N:15]3[CH2:16][CH2:17][N:18]([C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[CH2:26][CH2:27]3)[n:28]2)[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_edb44cc7805ca2d8353deec3",
"reactionHash": "19c323cd07873cb55531574caf77df2b3f8a30aac413b20e8f753668a89d56b4"
},
"children": [
{
"id": "7051",
"routeId": "sa_39972adef03123695e1778c4",
"moleculeId": "sa_04c50a88932aa2c9d9b979b4",
"parentId": "7050",
"isLeaf": true,
"molecule": {
"id": "sa_04c50a88932aa2c9d9b979b4",
"inchikey": "CWXPZXBSDSIRCS-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCNCC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7052",
"routeId": "sa_39972adef03123695e1778c4",
"moleculeId": "sa_5857cb9564792d53f86760e2",
"parentId": "7050",
"isLeaf": false,
"molecule": {
"id": "sa_5857cb9564792d53f86760e2",
"inchikey": "GQADZXWQGXERMF-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Nc2cc(C(C)C)nc(Cl)n2)cc1"
},
"smiles": "Cc1ccc(Nc2cc(C(C)C)nc(Cl)n2)cc1",
"reactionStepId": "sa_4d2a3fa14dbd7cbb824a2245",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160271130A1;0156;1934585\",\"rsmi\":\"Cl[c:7]1[n:8][c:9]([Cl:10])[n:11][c:12]([CH:13]([CH3:14])[CH3:15])[cH:16]1.[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH2:6])[cH:17][cH:18]1>CC#N.CCN(CC)CC>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[n:8][c:9]([Cl:10])[n:11][c:12]([CH:13]([CH3:14])[CH3:15])[cH:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[n:8][c:9]([Cl:10])[n:11][c:12]([CH:13]([CH3:14])[CH3:15])[cH:16]1.[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH2:6])[cH:17][cH:18]1>CC#N.CCN(CC)CC>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][c:7]2[n:8][c:9]([Cl:10])[n:11][c:12]([CH:13]([CH3:14])[CH3:15])[cH:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_4d2a3fa14dbd7cbb824a2245",
"reactionHash": "e21a22db25f05eb255d00786ce5b7cccd7223a5f1f7183d1055a75855a3cc978"
},
"children": [
{
"id": "7053",
"routeId": "sa_39972adef03123695e1778c4",
"moleculeId": "sa_b822ff8f19572b371741a63e",
"parentId": "7052",
"isLeaf": true,
"molecule": {
"id": "sa_b822ff8f19572b371741a63e",
"inchikey": "QOPLCURPYPOIIB-UHFFFAOYSA-N",
"smiles": "CC(C)c1cc(Cl)nc(Cl)n1"
},
"smiles": "CC(C)c1cc(Cl)nc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7054",
"routeId": "sa_39972adef03123695e1778c4",
"moleculeId": "sa_89dfdd31216a4906a4fac93c",
"parentId": "7052",
"isLeaf": true,
"molecule": {
"id": "sa_89dfdd31216a4906a4fac93c",
"inchikey": "RZXMPPFPUUCRFN-UHFFFAOYSA-N",
"smiles": "Cc1ccc(N)cc1"
},
"smiles": "Cc1ccc(N)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}