Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(S(=O)(=O)OCC2Cn3c(nc4ccccc43)-c3ccccc3O2)cc1
InChiKey
NVIUGPDQJJKGLF-UHFFFAOYSA-N
Route Signature
ef74832264311adb3d80a63c96cc8c8d9a1b63be7f26030428893abab9ddee3a
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_b6da6fc6930f0158bc5620b3",
"signature": "ef74832264311adb3d80a63c96cc8c8d9a1b63be7f26030428893abab9ddee3a",
"contentHash": "667af9aad05887c3846373a37d93effc00a0ecfa35c69de727a5205080ac4b78",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_8e1762a8eb08c48788ce4386",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-08936",
"moleculeId": "sa_3e16de55528cb816a1575664",
"smiles": "Cc1ccc(S(=O)(=O)OCC2Cn3c(nc4ccccc43)-c3ccccc3O2)cc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_3e16de55528cb816a1575664",
"inchikey": "NVIUGPDQJJKGLF-UHFFFAOYSA-N",
"smiles": "Cc1ccc(S(=O)(=O)OCC2Cn3c(nc4ccccc43)-c3ccccc3O2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16493",
"routeId": "sa_b6da6fc6930f0158bc5620b3",
"moleculeId": "sa_3e16de55528cb816a1575664",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3e16de55528cb816a1575664",
"inchikey": "NVIUGPDQJJKGLF-UHFFFAOYSA-N",
"smiles": "Cc1ccc(S(=O)(=O)OCC2Cn3c(nc4ccccc43)-c3ccccc3O2)cc1"
},
"smiles": "Cc1ccc(S(=O)(=O)OCC2Cn3c(nc4ccccc43)-c3ccccc3O2)cc1",
"reactionStepId": "sa_5b091220c8574a030066a87f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050239767A1;0155;293390\",\"rsmi\":\"Cl[S:6]([c:5]1[cH:4][cH:3][c:2]([CH3:1])[cH:30][cH:29]1)(=[O:7])=[O:8].[OH:9][CH2:10][CH:11]1[CH2:12][n:13]2[c:14]([n:15][c:16]3[c:17]2[cH:18][cH:19][cH:20][cH:21]3)-[c:22]2[c:23]([cH:24][cH:25][cH:26][cH:27]2)[O:28]1>c1ccncc1>[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[O:9][CH2:10][CH:11]2[CH2:12][n:13]3[c:14]([n:15][c:16]4[c:17]3[cH:18][cH:19][cH:20][cH:21]4)-[c:22]3[c:23]([cH:24][cH:25][cH:26][cH:27]3)[O:28]2)[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Cl[S:6]([c:5]1[cH:4][cH:3][c:2]([CH3:1])[cH:30][cH:29]1)(=[O:7])=[O:8].[OH:9][CH2:10][CH:11]1[CH2:12][n:13]2[c:14]([n:15][c:16]3[c:17]2[cH:18][cH:19][cH:20][cH:21]3)-[c:22]2[c:23]([cH:24][cH:25][cH:26][cH:27]2)[O:28]1>c1ccncc1>[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[O:9][CH2:10][CH:11]2[CH2:12][n:13]3[c:14]([n:15][c:16]4[c:17]3[cH:18][cH:19][cH:20][cH:21]4)-[c:22]3[c:23]([cH:24][cH:25][cH:26][cH:27]3)[O:28]2)[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_5b091220c8574a030066a87f",
"reactionHash": "f0df3d27ff56fd2123314f2109b7000117b54cbf41be6f97bbcce5fbac8e7319"
},
"children": [
{
"id": "16494",
"routeId": "sa_b6da6fc6930f0158bc5620b3",
"moleculeId": "sa_9cab146bc52783e6dbf5c8fd",
"parentId": "16493",
"isLeaf": false,
"molecule": {
"id": "sa_9cab146bc52783e6dbf5c8fd",
"inchikey": "FQDNYROKDXDULZ-UHFFFAOYSA-N",
"smiles": "OCC1Cn2c(nc3ccccc32)-c2ccccc2O1"
},
"smiles": "OCC1Cn2c(nc3ccccc32)-c2ccccc2O1",
"reactionStepId": "sa_60397919eba122510a6ddd93",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050239767A1;0149;293389\",\"rsmi\":\"O=[N+]([O-])[c:15]1[c:14](-[c:6]2[n:5]([CH2:4][CH:3]([CH2:2][OH:1])[OH:20])[c:9]3[c:8]([n:7]2)[cH:13][cH:12][cH:11][cH:10]3)[cH:19][cH:18][cH:17][cH:16]1>CN(C)C=O.[HH].[Na+]>[OH:1][CH2:2][CH:3]1[CH2:4][n:5]2[c:6]([n:7][c:8]3[c:9]2[cH:10][cH:11][cH:12][cH:13]3)-[c:14]2[c:15]([cH:16][cH:17][cH:18][cH:19]2)[O:20]1\"},\"mapped_reaction_smiles\":\"O=[N+]([O-])[c:15]1[c:14](-[c:6]2[n:5]([CH2:4][CH:3]([CH2:2][OH:1])[OH:20])[c:9]3[c:8]([n:7]2)[cH:13][cH:12][cH:11][cH:10]3)[cH:19][cH:18][cH:17][cH:16]1>CN(C)C=O.[HH].[Na+]>[OH:1][CH2:2][CH:3]1[CH2:4][n:5]2[c:6]([n:7][c:8]3[c:9]2[cH:10][cH:11][cH:12][cH:13]3)-[c:14]2[c:15]([cH:16][cH:17][cH:18][cH:19]2)[O:20]1\"}",
"reactionStep": {
"id": "sa_60397919eba122510a6ddd93",
"reactionHash": "dfedc66b7eb4d140e3ae3a34413d8826045bd2830c278952bc6dcc482e6952e1"
},
"children": [
{
"id": "16495",
"routeId": "sa_b6da6fc6930f0158bc5620b3",
"moleculeId": "sa_e846b932fec9652afb2ee8f6",
"parentId": "16494",
"isLeaf": false,
"molecule": {
"id": "sa_e846b932fec9652afb2ee8f6",
"inchikey": "KTOCBNHFKFOXLY-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccccc1-c1nc2ccccc2n1CC(O)CO"
},
"smiles": "O=[N+]([O-])c1ccccc1-c1nc2ccccc2n1CC(O)CO",
"reactionStepId": "sa_745e556dcfe71500a885c133",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050239767A1;0105;293378\",\"rsmi\":\"CC(C)(C)[OH:17].[O:1]=[N+:2]([O-:3])[c:4]1[c:5](-[c:6]2[n:7][c:8]3[c:9]([cH:10][cH:11][cH:12][cH:13]3)[n:14]2[CH2:15][CH:16]=[CH2:18])[cH:20][cH:21][cH:22][cH:23]1.[OH2:19]>CC[C@H]1CN2CC[C@H]1C[C@@H]2[C@@H](Oc1nnc(O[C@@H](c2ccnc3ccc(OC)cc23)[C@H]2C[C@@H]3CCN2C[C@@H]3CC)c2ccccc12)c1ccnc2ccc(OC)cc12.ClCCl.O=S(O)O.[Na+].[Na+]>[O:1]=[N+:2]([O-:3])[c:4]1[c:5](-[c:6]2[n:7][c:8]3[c:9]([cH:10][cH:11][cH:12][cH:13]3)[n:14]2[CH2:15][CH:16]([OH:17])[CH2:18][OH:19])[cH:20][cH:21][cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[OH:17].[O:1]=[N+:2]([O-:3])[c:4]1[c:5](-[c:6]2[n:7][c:8]3[c:9]([cH:10][cH:11][cH:12][cH:13]3)[n:14]2[CH2:15][CH:16]=[CH2:18])[cH:20][cH:21][cH:22][cH:23]1.[OH2:19]>CC[C@H]1CN2CC[C@H]1C[C@@H]2[C@@H](Oc1nnc(O[C@@H](c2ccnc3ccc(OC)cc23)[C@H]2C[C@@H]3CCN2C[C@@H]3CC)c2ccccc12)c1ccnc2ccc(OC)cc12.ClCCl.O=S(O)O.[Na+].[Na+]>[O:1]=[N+:2]([O-:3])[c:4]1[c:5](-[c:6]2[n:7][c:8]3[c:9]([cH:10][cH:11][cH:12][cH:13]3)[n:14]2[CH2:15][CH:16]([OH:17])[CH2:18][OH:19])[cH:20][cH:21][cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_745e556dcfe71500a885c133",
"reactionHash": "248a3713d542b9e8fc245be0b182080eb692b5e25de62eb9cc63185ed729fb0c"
},
"children": [
{
"id": "16496",
"routeId": "sa_b6da6fc6930f0158bc5620b3",
"moleculeId": "sa_042ff13c02d6488cfe2feadc",
"parentId": "16495",
"isLeaf": true,
"molecule": {
"id": "sa_042ff13c02d6488cfe2feadc",
"inchikey": "BOVJTZYJNPBWIH-UHFFFAOYSA-N",
"smiles": "C=CCn1c(-c2ccccc2[N+](=O)[O-])nc2ccccc21"
},
"smiles": "C=CCn1c(-c2ccccc2[N+](=O)[O-])nc2ccccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16497",
"routeId": "sa_b6da6fc6930f0158bc5620b3",
"moleculeId": "sa_339f109b29d21e95632a74f6",
"parentId": "16495",
"isLeaf": true,
"molecule": {
"id": "sa_339f109b29d21e95632a74f6",
"inchikey": "DKGAVHZHDRPRBM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)O"
},
"smiles": "CC(C)(C)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16498",
"routeId": "sa_b6da6fc6930f0158bc5620b3",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "16495",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "16499",
"routeId": "sa_b6da6fc6930f0158bc5620b3",
"moleculeId": "sa_28189ad2d33238c7f987ecf5",
"parentId": "16493",
"isLeaf": true,
"molecule": {
"id": "sa_28189ad2d33238c7f987ecf5",
"inchikey": "YYROPELSRYBVMQ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(S(=O)(=O)Cl)cc1"
},
"smiles": "Cc1ccc(S(=O)(=O)Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}