Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOc1nccc2c1C(c1ccc(C#N)cc1CC)C(C(C)=O)=C(C)N2
InChiKey
AUNSXBTVQLOAHK-UHFFFAOYSA-N
Route Signature
9ae6d086b9f84829e4520ef588277d4c5d1a3f633e3a32e40629e85b2222f2c4
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_abda73148793c361c9ceecfa",
"signature": "9ae6d086b9f84829e4520ef588277d4c5d1a3f633e3a32e40629e85b2222f2c4",
"contentHash": "3469e09a8670bb9f8fc2f1a61db59bae23e85965d0239bf4842141e01589fc31",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_d0718442a015c986b5b03e4b",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03790",
"moleculeId": "sa_325e62d7a6c06b05ac08e89f",
"smiles": "CCOc1nccc2c1C(c1ccc(C#N)cc1CC)C(C(C)=O)=C(C)N2",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_325e62d7a6c06b05ac08e89f",
"inchikey": "AUNSXBTVQLOAHK-UHFFFAOYSA-N",
"smiles": "CCOc1nccc2c1C(c1ccc(C#N)cc1CC)C(C(C)=O)=C(C)N2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15262",
"routeId": "sa_abda73148793c361c9ceecfa",
"moleculeId": "sa_325e62d7a6c06b05ac08e89f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_325e62d7a6c06b05ac08e89f",
"inchikey": "AUNSXBTVQLOAHK-UHFFFAOYSA-N",
"smiles": "CCOc1nccc2c1C(c1ccc(C#N)cc1CC)C(C(C)=O)=C(C)N2"
},
"smiles": "CCOc1nccc2c1C(c1ccc(C#N)cc1CC)C(C(C)=O)=C(C)N2",
"reactionStepId": "sa_3ac9694cbf63ea83c41fdf61",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08404709B2;0532;1299637\",\"rsmi\":\"CC[O+](CC)[CH2:2][CH3:1].[O:3]=[c:4]1[c:5]2[c:6]([cH:7][cH:8][nH:9]1)[NH:10][C:11]([CH3:12])=[C:13]([C:14]([CH3:15])=[O:16])[CH:17]2[c:18]1[c:19]([CH2:20][CH3:21])[cH:22][c:23]([C:24]#[N:25])[cH:26][cH:27]1>CO.ClCCl.F[B-](F)(F)F>[CH3:1][CH2:2][O:3][c:4]1[c:5]2[c:6]([cH:7][cH:8][n:9]1)[NH:10][C:11]([CH3:12])=[C:13]([C:14]([CH3:15])=[O:16])[CH:17]2[c:18]1[c:19]([CH2:20][CH3:21])[cH:22][c:23]([C:24]#[N:25])[cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"CC[O+](CC)[CH2:2][CH3:1].[O:3]=[c:4]1[c:5]2[c:6]([cH:7][cH:8][nH:9]1)[NH:10][C:11]([CH3:12])=[C:13]([C:14]([CH3:15])=[O:16])[CH:17]2[c:18]1[c:19]([CH2:20][CH3:21])[cH:22][c:23]([C:24]#[N:25])[cH:26][cH:27]1>CO.ClCCl.F[B-](F)(F)F>[CH3:1][CH2:2][O:3][c:4]1[c:5]2[c:6]([cH:7][cH:8][n:9]1)[NH:10][C:11]([CH3:12])=[C:13]([C:14]([CH3:15])=[O:16])[CH:17]2[c:18]1[c:19]([CH2:20][CH3:21])[cH:22][c:23]([C:24]#[N:25])[cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_3ac9694cbf63ea83c41fdf61",
"reactionHash": "dddf296746d9a66cdedfe8c18af32a78582cca766df7f9d29698c7d9c57bebcf"
},
"children": [
{
"id": "15263",
"routeId": "sa_abda73148793c361c9ceecfa",
"moleculeId": "sa_36e687789645bb285689941b",
"parentId": "15262",
"isLeaf": true,
"molecule": {
"id": "sa_36e687789645bb285689941b",
"inchikey": "DWCSXQCXXITVKE-UHFFFAOYSA-N",
"smiles": "CC[O+](CC)CC"
},
"smiles": "CC[O+](CC)CC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15264",
"routeId": "sa_abda73148793c361c9ceecfa",
"moleculeId": "sa_5ece7595cf365e286bcf211d",
"parentId": "15262",
"isLeaf": false,
"molecule": {
"id": "sa_5ece7595cf365e286bcf211d",
"inchikey": "NPTCMLLQPUZTTE-UHFFFAOYSA-N",
"smiles": "CCc1cc(C#N)ccc1C1C(C(C)=O)=C(C)Nc2cc[nH]c(=O)c21"
},
"smiles": "CCc1cc(C#N)ccc1C1C(C(C)=O)=C(C)Nc2cc[nH]c(=O)c21",
"reactionStepId": "sa_45967030e8f9dd0ff3afa081",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08404709B2;0348;1299606\",\"rsmi\":\"O=[C:10]([C:6](=[CH:5][c:4]1[c:3]([CH2:2][CH3:1])[cH:25][c:22]([C:23]#[N:24])[cH:21][cH:20]1)[C:7]([CH3:8])=[O:9])[CH3:11].[NH2:12][c:13]1[cH:14][c:15](=[O:16])[nH:17][cH:18][cH:19]1>CC(C)O>[CH3:1][CH2:2][c:3]1[c:4]([CH:5]2[C:6]([C:7]([CH3:8])=[O:9])=[C:10]([CH3:11])[NH:12][c:13]3[c:14]2[c:15](=[O:16])[nH:17][cH:18][cH:19]3)[cH:20][cH:21][c:22]([C:23]#[N:24])[cH:25]1\"},\"mapped_reaction_smiles\":\"O=[C:10]([C:6](=[CH:5][c:4]1[c:3]([CH2:2][CH3:1])[cH:25][c:22]([C:23]#[N:24])[cH:21][cH:20]1)[C:7]([CH3:8])=[O:9])[CH3:11].[NH2:12][c:13]1[cH:14][c:15](=[O:16])[nH:17][cH:18][cH:19]1>CC(C)O>[CH3:1][CH2:2][c:3]1[c:4]([CH:5]2[C:6]([C:7]([CH3:8])=[O:9])=[C:10]([CH3:11])[NH:12][c:13]3[c:14]2[c:15](=[O:16])[nH:17][cH:18][cH:19]3)[cH:20][cH:21][c:22]([C:23]#[N:24])[cH:25]1\"}",
"reactionStep": {
"id": "sa_45967030e8f9dd0ff3afa081",
"reactionHash": "a56df49588aad4ce7af755bb25ca80952e433cf25dce84160c2555936d7537af"
},
"children": [
{
"id": "15265",
"routeId": "sa_abda73148793c361c9ceecfa",
"moleculeId": "sa_e4a2c717c869703adab92482",
"parentId": "15264",
"isLeaf": true,
"molecule": {
"id": "sa_e4a2c717c869703adab92482",
"inchikey": "SBQVQYPJWLJRQT-UHFFFAOYSA-N",
"smiles": "Nc1ccnc(O)c1"
},
"smiles": "Nc1cc[nH]c(=O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15266",
"routeId": "sa_abda73148793c361c9ceecfa",
"moleculeId": "sa_10f87b2923571d1b6c0e6926",
"parentId": "15264",
"isLeaf": false,
"molecule": {
"id": "sa_10f87b2923571d1b6c0e6926",
"inchikey": "YFQCHBMADJQCKQ-UHFFFAOYSA-N",
"smiles": "CCc1cc(C#N)ccc1C=C(C(C)=O)C(C)=O"
},
"smiles": "CCc1cc(C#N)ccc1C=C(C(C)=O)C(C)=O",
"reactionStepId": "sa_b73490dc0bb5aa0aeb0686a8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08404709B2;0345;1299605\",\"rsmi\":\"O=[CH:5][c:4]1[c:3]([CH2:2][CH3:1])[cH:18][c:15]([C:16]#[N:17])[cH:14][cH:13]1.[CH2:6]([C:7]([CH3:8])=[O:9])[C:10]([CH3:11])=[O:12]>C1CCNCC1.CC(=O)O.ClCCl>[CH3:1][CH2:2][c:3]1[c:4]([CH:5]=[C:6]([C:7]([CH3:8])=[O:9])[C:10]([CH3:11])=[O:12])[cH:13][cH:14][c:15]([C:16]#[N:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"O=[CH:5][c:4]1[c:3]([CH2:2][CH3:1])[cH:18][c:15]([C:16]#[N:17])[cH:14][cH:13]1.[CH2:6]([C:7]([CH3:8])=[O:9])[C:10]([CH3:11])=[O:12]>C1CCNCC1.CC(=O)O.ClCCl>[CH3:1][CH2:2][c:3]1[c:4]([CH:5]=[C:6]([C:7]([CH3:8])=[O:9])[C:10]([CH3:11])=[O:12])[cH:13][cH:14][c:15]([C:16]#[N:17])[cH:18]1\"}",
"reactionStep": {
"id": "sa_b73490dc0bb5aa0aeb0686a8",
"reactionHash": "93b193ce40e2caa5484cd0775229d31dc0ce201c734aa3d271d62bf0c3848060"
},
"children": [
{
"id": "15267",
"routeId": "sa_abda73148793c361c9ceecfa",
"moleculeId": "sa_440cb4efe4719dfe36c39f5e",
"parentId": "15266",
"isLeaf": false,
"molecule": {
"id": "sa_440cb4efe4719dfe36c39f5e",
"inchikey": "JEYCHKIOSFTPQB-UHFFFAOYSA-N",
"smiles": "CCc1cc(C#N)ccc1C=O"
},
"smiles": "CCc1cc(C#N)ccc1C=O",
"reactionStepId": "sa_822cbd54002b6fd7b612d134",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08404709B2;0342;1299604\",\"rsmi\":\"[CH2:1]=[CH:2][c:3]1[c:4]([CH:5]=[O:6])[cH:7][cH:8][c:9]([C:10]#[N:11])[cH:12]1>CCO.[Pd]>[CH3:1][CH2:2][c:3]1[c:4]([CH:5]=[O:6])[cH:7][cH:8][c:9]([C:10]#[N:11])[cH:12]1\"},\"mapped_reaction_smiles\":\"[CH2:1]=[CH:2][c:3]1[c:4]([CH:5]=[O:6])[cH:7][cH:8][c:9]([C:10]#[N:11])[cH:12]1>CCO.[Pd]>[CH3:1][CH2:2][c:3]1[c:4]([CH:5]=[O:6])[cH:7][cH:8][c:9]([C:10]#[N:11])[cH:12]1\"}",
"reactionStep": {
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"reactionHash": "9a3dba2ee85719625a3b75075570d403fd6dfe00cdcaed548d6158151fb4a935"
},
"children": [
{
"id": "15268",
"routeId": "sa_abda73148793c361c9ceecfa",
"moleculeId": "sa_cebe71cce8f92085a6122564",
"parentId": "15267",
"isLeaf": true,
"molecule": {
"id": "sa_cebe71cce8f92085a6122564",
"inchikey": "LRZJHMFNMNPWBK-UHFFFAOYSA-N",
"smiles": "C=Cc1cc(C#N)ccc1C=O"
},
"smiles": "C=Cc1cc(C#N)ccc1C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
},
{
"id": "15269",
"routeId": "sa_abda73148793c361c9ceecfa",
"moleculeId": "sa_c916231dbcddaeebcd145de4",
"parentId": "15266",
"isLeaf": true,
"molecule": {
"id": "sa_c916231dbcddaeebcd145de4",
"inchikey": "YRKCREAYFQTBPV-UHFFFAOYSA-N",
"smiles": "CC(=O)CC(C)=O"
},
"smiles": "CC(=O)CC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}