Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCN(c2cc3c(cc2Cl)nc(Nc2cc(CNC(=O)C4(C(F)(F)F)CC4)ccc2Cl)n3C)CC1
InChiKey
ODCYEOJZDDQNCY-UHFFFAOYSA-N
Route Signature
1ad762ba3d6756143be1db9fa29cbe0a68675b7e1163281784d276f1612d3e2a
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_230de8b16bf0b8ec393bf9f1",
"signature": "1ad762ba3d6756143be1db9fa29cbe0a68675b7e1163281784d276f1612d3e2a",
"contentHash": "601c749c96d5212b9e69626de8f352e0e648634c6cc46df4da01a6fa4583bb69",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_91eb1820b2bccb3770e87633",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03361",
"moleculeId": "sa_3bff04075125378a4a103660",
"smiles": "CN1CCN(c2cc3c(cc2Cl)nc(Nc2cc(CNC(=O)C4(C(F)(F)F)CC4)ccc2Cl)n3C)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_3bff04075125378a4a103660",
"inchikey": "ODCYEOJZDDQNCY-UHFFFAOYSA-N",
"smiles": "CN1CCN(c2cc3c(cc2Cl)nc(Nc2cc(CNC(=O)C4(C(F)(F)F)CC4)ccc2Cl)n3C)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15128",
"routeId": "sa_230de8b16bf0b8ec393bf9f1",
"moleculeId": "sa_3bff04075125378a4a103660",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3bff04075125378a4a103660",
"inchikey": "ODCYEOJZDDQNCY-UHFFFAOYSA-N",
"smiles": "CN1CCN(c2cc3c(cc2Cl)nc(Nc2cc(CNC(=O)C4(C(F)(F)F)CC4)ccc2Cl)n3C)CC1"
},
"smiles": "CN1CCN(c2cc3c(cc2Cl)nc(Nc2cc(CNC(=O)C4(C(F)(F)F)CC4)ccc2Cl)n3C)CC1",
"reactionStepId": "sa_b7d8ddd1c6345f50b18729a9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08466186B2;0502;1332868\",\"rsmi\":\"S=[C:14]=[N:15][c:16]1[c:17]([Cl:18])[cH:19][cH:20][c:21]([CH2:22][NH:23][C:24](=[O:25])[C:26]2([C:27]([F:28])([F:29])[F:30])[CH2:31][CH2:32]2)[cH:33]1.[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]([NH:34][CH3:35])[c:9]([NH2:13])[cH:10][c:11]2[Cl:12])[CH2:36][CH2:37]1>CC#N.ClCCCl>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]3[c:9]([cH:10][c:11]2[Cl:12])[n:13][c:14]([NH:15][c:16]2[c:17]([Cl:18])[cH:19][cH:20][c:21]([CH2:22][NH:23][C:24](=[O:25])[C:26]4([C:27]([F:28])([F:29])[F:30])[CH2:31][CH2:32]4)[cH:33]2)[n:34]3[CH3:35])[CH2:36][CH2:37]1\"},\"mapped_reaction_smiles\":\"S=[C:14]=[N:15][c:16]1[c:17]([Cl:18])[cH:19][cH:20][c:21]([CH2:22][NH:23][C:24](=[O:25])[C:26]2([C:27]([F:28])([F:29])[F:30])[CH2:31][CH2:32]2)[cH:33]1.[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]([NH:34][CH3:35])[c:9]([NH2:13])[cH:10][c:11]2[Cl:12])[CH2:36][CH2:37]1>CC#N.ClCCCl>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:6]2[cH:7][c:8]3[c:9]([cH:10][c:11]2[Cl:12])[n:13][c:14]([NH:15][c:16]2[c:17]([Cl:18])[cH:19][cH:20][c:21]([CH2:22][NH:23][C:24](=[O:25])[C:26]4([C:27]([F:28])([F:29])[F:30])[CH2:31][CH2:32]4)[cH:33]2)[n:34]3[CH3:35])[CH2:36][CH2:37]1\"}",
"reactionStep": {
"id": "sa_b7d8ddd1c6345f50b18729a9",
"reactionHash": "50060d4a99f9973d23e09985155f41ca3549c193dc7379a9c21a495e87baafe5"
},
"children": [
{
"id": "15129",
"routeId": "sa_230de8b16bf0b8ec393bf9f1",
"moleculeId": "sa_f7254c9ca29052129e82ec85",
"parentId": "15128",
"isLeaf": false,
"molecule": {
"id": "sa_f7254c9ca29052129e82ec85",
"inchikey": "FNFHCDKDYMJKSR-UHFFFAOYSA-N",
"smiles": "CNc1cc(N2CCN(C)CC2)c(Cl)cc1N"
},
"smiles": "CNc1cc(N2CCN(C)CC2)c(Cl)cc1N",
"reactionStepId": "sa_b2a6e516e71d8f8adbaea179",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08466186B2;0500;1332867\",\"rsmi\":\"O=[N+:5]([O-])[c:4]1[c:3]([NH:2][CH3:1])[cH:17][c:9]([N:10]2[CH2:11][CH2:12][N:13]([CH3:14])[CH2:15][CH2:16]2)[c:7]([Cl:8])[cH:6]1>C1CCOC1.CO.[Pt]>[CH3:1][NH:2][c:3]1[c:4]([NH2:5])[cH:6][c:7]([Cl:8])[c:9]([N:10]2[CH2:11][CH2:12][N:13]([CH3:14])[CH2:15][CH2:16]2)[cH:17]1\"},\"mapped_reaction_smiles\":\"O=[N+:5]([O-])[c:4]1[c:3]([NH:2][CH3:1])[cH:17][c:9]([N:10]2[CH2:11][CH2:12][N:13]([CH3:14])[CH2:15][CH2:16]2)[c:7]([Cl:8])[cH:6]1>C1CCOC1.CO.[Pt]>[CH3:1][NH:2][c:3]1[c:4]([NH2:5])[cH:6][c:7]([Cl:8])[c:9]([N:10]2[CH2:11][CH2:12][N:13]([CH3:14])[CH2:15][CH2:16]2)[cH:17]1\"}",
"reactionStep": {
"id": "sa_b2a6e516e71d8f8adbaea179",
"reactionHash": "967e0f49e30ba2bacde319967b276840f5a9bde86d22d76787c5021cc32e9f5f"
},
"children": [
{
"id": "15130",
"routeId": "sa_230de8b16bf0b8ec393bf9f1",
"moleculeId": "sa_3f327783c0da6c29313509ff",
"parentId": "15129",
"isLeaf": false,
"molecule": {
"id": "sa_3f327783c0da6c29313509ff",
"inchikey": "IXYBTWTVYKYFHL-UHFFFAOYSA-N",
"smiles": "CNc1cc(N2CCN(C)CC2)c(Cl)cc1[N+](=O)[O-]"
},
"smiles": "CNc1cc(N2CCN(C)CC2)c(Cl)cc1[N+](=O)[O-]",
"reactionStepId": "sa_5b937b8c149894d52290f71d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08466186B2;0498;1332866\",\"rsmi\":\"Cl[c:11]1[c:9]([Cl:10])[cH:8][c:4]([N+:5](=[O:6])[O-:7])[c:3]([NH:2][CH3:1])[cH:19]1.[NH:12]1[CH2:13][CH2:14][N:15]([CH3:16])[CH2:17][CH2:18]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][NH:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][c:9]([Cl:10])[c:11]([N:12]2[CH2:13][CH2:14][N:15]([CH3:16])[CH2:17][CH2:18]2)[cH:19]1\"},\"mapped_reaction_smiles\":\"Cl[c:11]1[c:9]([Cl:10])[cH:8][c:4]([N+:5](=[O:6])[O-:7])[c:3]([NH:2][CH3:1])[cH:19]1.[NH:12]1[CH2:13][CH2:14][N:15]([CH3:16])[CH2:17][CH2:18]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][NH:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][c:9]([Cl:10])[c:11]([N:12]2[CH2:13][CH2:14][N:15]([CH3:16])[CH2:17][CH2:18]2)[cH:19]1\"}",
"reactionStep": {
"id": "sa_5b937b8c149894d52290f71d",
"reactionHash": "768cf7996d8e591dea42548862f58f2a3d2ff2b3b71d83c8b3b1df1354f5356b"
},
"children": [
{
"id": "15131",
"routeId": "sa_230de8b16bf0b8ec393bf9f1",
"moleculeId": "sa_77060cd24c942ca43bc4ff30",
"parentId": "15130",
"isLeaf": false,
"molecule": {
"id": "sa_77060cd24c942ca43bc4ff30",
"inchikey": "KVAANWDMOIROOR-UHFFFAOYSA-N",
"smiles": "CNc1cc(Cl)c(Cl)cc1[N+](=O)[O-]"
},
"smiles": "CNc1cc(Cl)c(Cl)cc1[N+](=O)[O-]",
"reactionStepId": "sa_48e078716f9e304ef021f7a5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08466186B2;0382;1332821\",\"rsmi\":\"F[c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][c:9]([Cl:10])[c:11]([Cl:12])[cH:13]1.[CH3:1][NH2:2]>CN(C)C=O>[CH3:1][NH:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][c:9]([Cl:10])[c:11]([Cl:12])[cH:13]1\"},\"mapped_reaction_smiles\":\"F[c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][c:9]([Cl:10])[c:11]([Cl:12])[cH:13]1.[CH3:1][NH2:2]>CN(C)C=O>[CH3:1][NH:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[cH:8][c:9]([Cl:10])[c:11]([Cl:12])[cH:13]1\"}",
"reactionStep": {
"id": "sa_48e078716f9e304ef021f7a5",
"reactionHash": "e046d9a02550345aabbd58d229532e128bb3b386e84882c05c2fc574d91f657d"
},
"children": [
{
"id": "15132",
"routeId": "sa_230de8b16bf0b8ec393bf9f1",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "15131",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15133",
"routeId": "sa_230de8b16bf0b8ec393bf9f1",
"moleculeId": "sa_37a9c28abab3973e37bb396c",
"parentId": "15131",
"isLeaf": true,
"molecule": {
"id": "sa_37a9c28abab3973e37bb396c",
"inchikey": "FXOCDIKCKFOUDE-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(Cl)c(Cl)cc1F"
},
"smiles": "O=[N+]([O-])c1cc(Cl)c(Cl)cc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15134",
"routeId": "sa_230de8b16bf0b8ec393bf9f1",
"moleculeId": "sa_513cbf1b8d13aff0b62eb838",
"parentId": "15130",
"isLeaf": true,
"molecule": {
"id": "sa_513cbf1b8d13aff0b62eb838",
"inchikey": "PVOAHINGSUIXLS-UHFFFAOYSA-N",
"smiles": "CN1CCNCC1"
},
"smiles": "CN1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15135",
"routeId": "sa_230de8b16bf0b8ec393bf9f1",
"moleculeId": "sa_bee894eeccc8d9009dd03623",
"parentId": "15128",
"isLeaf": true,
"molecule": {
"id": "sa_bee894eeccc8d9009dd03623",
"inchikey": "KHIUCLBVHWBRDZ-UHFFFAOYSA-N",
"smiles": "O=C(NCc1ccc(Cl)c(N=C=S)c1)C1(C(F)(F)F)CC1"
},
"smiles": "O=C(NCc1ccc(Cl)c(N=C=S)c1)C1(C(F)(F)F)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}