Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)Nc1ccc(OCc2c([N+](=O)[O-])ccc3ncccc23)cc1
InChiKey
ADQMEQDDMRGRGL-UHFFFAOYSA-N
Route Signature
2a05bdfe50f384f474aa4e29a0a26bcc8852ae15ad2d1c775b3e87a46e64af20
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_23fa49e8ce64380acfe6043b",
"signature": "2a05bdfe50f384f474aa4e29a0a26bcc8852ae15ad2d1c775b3e87a46e64af20",
"contentHash": "095b668e2671d213f37c02dc6c296322ad91c720ae6d354cf43cc30f8b2383d4",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_d3e4e90d914eb7be2303567e",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-09844",
"moleculeId": "sa_7872ba8f63783a821d2b2496",
"smiles": "CC(=O)Nc1ccc(OCc2c([N+](=O)[O-])ccc3ncccc23)cc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7872ba8f63783a821d2b2496",
"inchikey": "ADQMEQDDMRGRGL-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1ccc(OCc2c([N+](=O)[O-])ccc3ncccc23)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16701",
"routeId": "sa_23fa49e8ce64380acfe6043b",
"moleculeId": "sa_7872ba8f63783a821d2b2496",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7872ba8f63783a821d2b2496",
"inchikey": "ADQMEQDDMRGRGL-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1ccc(OCc2c([N+](=O)[O-])ccc3ncccc23)cc1"
},
"smiles": "CC(=O)Nc1ccc(OCc2c([N+](=O)[O-])ccc3ncccc23)cc1",
"reactionStepId": "sa_dd0fc5ed2c5665e2e5ed3b51",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160264558A1;0102;1932445\",\"rsmi\":\"Br[CH2:10][c:11]1[c:12]2[cH:13][cH:14][cH:15][n:16][c:17]2[cH:18][cH:19][c:20]1[N+:21](=[O:22])[O-:23].[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][cH:7][c:8]([OH:9])[cH:24][cH:25]1>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][cH:7][c:8]([O:9][CH2:10][c:11]2[c:12]3[cH:13][cH:14][cH:15][n:16][c:17]3[cH:18][cH:19][c:20]2[N+:21](=[O:22])[O-:23])[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Br[CH2:10][c:11]1[c:12]2[cH:13][cH:14][cH:15][n:16][c:17]2[cH:18][cH:19][c:20]1[N+:21](=[O:22])[O-:23].[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][cH:7][c:8]([OH:9])[cH:24][cH:25]1>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][cH:7][c:8]([O:9][CH2:10][c:11]2[c:12]3[cH:13][cH:14][cH:15][n:16][c:17]3[cH:18][cH:19][c:20]2[N+:21](=[O:22])[O-:23])[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_dd0fc5ed2c5665e2e5ed3b51",
"reactionHash": "a66fcc1e4e826b4e6e699bbd5a40950952aeb525ac15b9cdef5d909d87db7afd"
},
"children": [
{
"id": "16702",
"routeId": "sa_23fa49e8ce64380acfe6043b",
"moleculeId": "sa_9c521bd96d4a44a1be2f10bd",
"parentId": "16701",
"isLeaf": true,
"molecule": {
"id": "sa_9c521bd96d4a44a1be2f10bd",
"inchikey": "RZVAJINKPMORJF-UHFFFAOYSA-N",
"smiles": "CC(O)=Nc1ccc(O)cc1"
},
"smiles": "CC(=O)Nc1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16703",
"routeId": "sa_23fa49e8ce64380acfe6043b",
"moleculeId": "sa_74d596e00a1d992b684941f5",
"parentId": "16701",
"isLeaf": false,
"molecule": {
"id": "sa_74d596e00a1d992b684941f5",
"inchikey": "ZAMKYIMMFQJLDA-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc2ncccc2c1CBr"
},
"smiles": "O=[N+]([O-])c1ccc2ncccc2c1CBr",
"reactionStepId": "sa_d3b2d30b2fc1331c3cc47f97",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160264558A1;0096;1932444\",\"rsmi\":\"O[CH2:14][c:13]1[c:4]([N+:2](=[O:1])[O-:3])[cH:5][cH:6][c:7]2[n:8][cH:9][cH:10][cH:11][c:12]21.[BrH:15]>O=C(O)O.[K+].[K+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][cH:9][cH:10][cH:11][c:12]2[c:13]1[CH2:14][Br:15]\"},\"mapped_reaction_smiles\":\"O[CH2:14][c:13]1[c:4]([N+:2](=[O:1])[O-:3])[cH:5][cH:6][c:7]2[n:8][cH:9][cH:10][cH:11][c:12]21.[BrH:15]>O=C(O)O.[K+].[K+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][cH:9][cH:10][cH:11][c:12]2[c:13]1[CH2:14][Br:15]\"}",
"reactionStep": {
"id": "sa_d3b2d30b2fc1331c3cc47f97",
"reactionHash": "92ef51ac3b72e8b5f8ecbd53a219f9bfdb4c5d38e53536149026e6569f748e2d"
},
"children": [
{
"id": "16704",
"routeId": "sa_23fa49e8ce64380acfe6043b",
"moleculeId": "sa_70f4de2e51ba34b93e025a04",
"parentId": "16703",
"isLeaf": true,
"molecule": {
"id": "sa_70f4de2e51ba34b93e025a04",
"inchikey": "CPELXLSAUQHCOX-UHFFFAOYSA-N",
"smiles": "Br"
},
"smiles": "Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16705",
"routeId": "sa_23fa49e8ce64380acfe6043b",
"moleculeId": "sa_528579bd8119b87cb5e5f382",
"parentId": "16703",
"isLeaf": false,
"molecule": {
"id": "sa_528579bd8119b87cb5e5f382",
"inchikey": "WNPVCDOTRBOTHF-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc2ncccc2c1CO"
},
"smiles": "O=[N+]([O-])c1ccc2ncccc2c1CO",
"reactionStepId": "sa_3c4ec161324281f1f12597b5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160264558A1;0094;1932443\",\"rsmi\":\"[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][cH:9][cH:10][cH:11][c:12]2[c:13]1[CH:14]=[O:15]>C1CCOC1.CO.Cl.B.[Na+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][cH:9][cH:10][cH:11][c:12]2[c:13]1[CH2:14][OH:15]\"},\"mapped_reaction_smiles\":\"[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][cH:9][cH:10][cH:11][c:12]2[c:13]1[CH:14]=[O:15]>C1CCOC1.CO.Cl.B.[Na+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]2[n:8][cH:9][cH:10][cH:11][c:12]2[c:13]1[CH2:14][OH:15]\"}",
"reactionStep": {
"id": "sa_3c4ec161324281f1f12597b5",
"reactionHash": "4434a1e80851c35f9718f02f957cb5eb38b7cb3fd344cb59e1d06c54bf638599"
},
"children": [
{
"id": "16706",
"routeId": "sa_23fa49e8ce64380acfe6043b",
"moleculeId": "sa_4561300948df3582f4912466",
"parentId": "16705",
"isLeaf": true,
"molecule": {
"id": "sa_4561300948df3582f4912466",
"inchikey": "AWZJOFJZDDOJGX-UHFFFAOYSA-N",
"smiles": "O=Cc1c([N+](=O)[O-])ccc2ncccc12"
},
"smiles": "O=Cc1c([N+](=O)[O-])ccc2ncccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}