Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(c1ccc(C#N)nc1)C(O)(Cn1cncn1)c1ccc(F)cc1F
InChiKey
GOTRUCUKLDGOLM-UHFFFAOYSA-N
Route Signature
e9f977be4a8adc2d0dc73313c870fed3e4a5a4dc495367f1db53e9527b2aedeb
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_b017f4ed84504f2f7b8a171b",
"signature": "e9f977be4a8adc2d0dc73313c870fed3e4a5a4dc495367f1db53e9527b2aedeb",
"contentHash": "b22305dd3ac28ad4e5966cf47d7e722a7fc42c9069c69aed277259c1b3df2ee7",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_b3b166b4e70feb886dab4a3e",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04002",
"moleculeId": "sa_ffcb2dc8404e032ec75ed1df",
"smiles": "CC(c1ccc(C#N)nc1)C(O)(Cn1cncn1)c1ccc(F)cc1F",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ffcb2dc8404e032ec75ed1df",
"inchikey": "GOTRUCUKLDGOLM-UHFFFAOYSA-N",
"smiles": "CC(c1ccc(C#N)nc1)C(O)(Cn1cncn1)c1ccc(F)cc1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15341",
"routeId": "sa_b017f4ed84504f2f7b8a171b",
"moleculeId": "sa_ffcb2dc8404e032ec75ed1df",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ffcb2dc8404e032ec75ed1df",
"inchikey": "GOTRUCUKLDGOLM-UHFFFAOYSA-N",
"smiles": "CC(c1ccc(C#N)nc1)C(O)(Cn1cncn1)c1ccc(F)cc1F"
},
"smiles": "CC(c1ccc(C#N)nc1)C(O)(Cn1cncn1)c1ccc(F)cc1F",
"reactionStepId": "sa_127544d79d0710a6d6fcbd43",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05364938;;304496\",\"rsmi\":\"C[Si](C)(C)[C:7]#[N:8].[O-][n+:5]1[cH:4][c:3]([CH:2]([CH3:1])[C:11]([OH:12])([CH2:13][n:14]2[cH:15][n:16][cH:17][n:18]2)[c:19]2[c:20]([F:21])[cH:22][c:23]([F:24])[cH:25][cH:26]2)[cH:10][cH:9][cH:6]1>CN(C)C(=O)Cl.ClCCl>[CH3:1][CH:2]([c:3]1[cH:4][n:5][c:6]([C:7]#[N:8])[cH:9][cH:10]1)[C:11]([OH:12])([CH2:13][n:14]1[cH:15][n:16][cH:17][n:18]1)[c:19]1[c:20]([F:21])[cH:22][c:23]([F:24])[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"C[Si](C)(C)[C:7]#[N:8].[O-][n+:5]1[cH:4][c:3]([CH:2]([CH3:1])[C:11]([OH:12])([CH2:13][n:14]2[cH:15][n:16][cH:17][n:18]2)[c:19]2[c:20]([F:21])[cH:22][c:23]([F:24])[cH:25][cH:26]2)[cH:10][cH:9][cH:6]1>CN(C)C(=O)Cl.ClCCl>[CH3:1][CH:2]([c:3]1[cH:4][n:5][c:6]([C:7]#[N:8])[cH:9][cH:10]1)[C:11]([OH:12])([CH2:13][n:14]1[cH:15][n:16][cH:17][n:18]1)[c:19]1[c:20]([F:21])[cH:22][c:23]([F:24])[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_127544d79d0710a6d6fcbd43",
"reactionHash": "a4c525177e26e5cad286c6eb2cc0e6216e3094e41f07d499d9aac0fafd6fb550"
},
"children": [
{
"id": "15342",
"routeId": "sa_b017f4ed84504f2f7b8a171b",
"moleculeId": "sa_b1a21920b7095b15434bdd01",
"parentId": "15341",
"isLeaf": true,
"molecule": {
"id": "sa_b1a21920b7095b15434bdd01",
"inchikey": "LEIMLDGFXIOXMT-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)C#N"
},
"smiles": "C[Si](C)(C)C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15343",
"routeId": "sa_b017f4ed84504f2f7b8a171b",
"moleculeId": "sa_0fefeb36e93c105574aac5ec",
"parentId": "15341",
"isLeaf": false,
"molecule": {
"id": "sa_0fefeb36e93c105574aac5ec",
"inchikey": "UGTHBYZRDDITFE-UHFFFAOYSA-N",
"smiles": "CC(c1ccc[n+]([O-])c1)C(O)(Cn1cncn1)c1ccc(F)cc1F"
},
"smiles": "CC(c1ccc[n+]([O-])c1)C(O)(Cn1cncn1)c1ccc(F)cc1F",
"reactionStepId": "sa_27e4191112b1fa5edeb1bbdf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05364938;;304495\",\"rsmi\":\"O=C(O[OH:8])c1cccc(Cl)c1.[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n:7][cH:9]1)[C:10]([OH:11])([CH2:12][n:13]1[cH:14][n:15][cH:16][n:17]1)[c:18]1[c:19]([F:20])[cH:21][c:22]([F:23])[cH:24][cH:25]1>ClCCl>[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n+:7]([O-:8])[cH:9]1)[C:10]([OH:11])([CH2:12][n:13]1[cH:14][n:15][cH:16][n:17]1)[c:18]1[c:19]([F:20])[cH:21][c:22]([F:23])[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"O=C(O[OH:8])c1cccc(Cl)c1.[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n:7][cH:9]1)[C:10]([OH:11])([CH2:12][n:13]1[cH:14][n:15][cH:16][n:17]1)[c:18]1[c:19]([F:20])[cH:21][c:22]([F:23])[cH:24][cH:25]1>ClCCl>[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n+:7]([O-:8])[cH:9]1)[C:10]([OH:11])([CH2:12][n:13]1[cH:14][n:15][cH:16][n:17]1)[c:18]1[c:19]([F:20])[cH:21][c:22]([F:23])[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_27e4191112b1fa5edeb1bbdf",
"reactionHash": "dd19049cd1956b7e21d09199b7584b263c3c9045b6bd2c796e5d24b191709faf"
},
"children": [
{
"id": "15344",
"routeId": "sa_b017f4ed84504f2f7b8a171b",
"moleculeId": "sa_292aab804b3670e84ce954f3",
"parentId": "15343",
"isLeaf": true,
"molecule": {
"id": "sa_292aab804b3670e84ce954f3",
"inchikey": "NHQDETIJWKXCTC-UHFFFAOYSA-N",
"smiles": "O=C(OO)c1cccc(Cl)c1"
},
"smiles": "O=C(OO)c1cccc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15345",
"routeId": "sa_b017f4ed84504f2f7b8a171b",
"moleculeId": "sa_52d8c58c60392682ad562e6c",
"parentId": "15343",
"isLeaf": false,
"molecule": {
"id": "sa_52d8c58c60392682ad562e6c",
"inchikey": "QQQCJDLPQCOGMY-UHFFFAOYSA-N",
"smiles": "CC(c1cccnc1)C(O)(Cn1cncn1)c1ccc(F)cc1F"
},
"smiles": "CC(c1cccnc1)C(O)(Cn1cncn1)c1ccc(F)cc1F",
"reactionStepId": "sa_2736b82cd4ba121b82b23d76",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05364938;;304490\",\"rsmi\":\"[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n:7][cH:8]1)[C:9]1([c:17]2[c:18]([F:19])[cH:20][c:21]([F:22])[cH:23][cH:24]2)[O:10][CH2:11]1.[nH:12]1[cH:13][n:14][cH:15][n:16]1>CCOC(C)=O.CN(C)C=O.[Na]>[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n:7][cH:8]1)[C:9]([OH:10])([CH2:11][n:12]1[cH:13][n:14][cH:15][n:16]1)[c:17]1[c:18]([F:19])[cH:20][c:21]([F:22])[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n:7][cH:8]1)[C:9]1([c:17]2[c:18]([F:19])[cH:20][c:21]([F:22])[cH:23][cH:24]2)[O:10][CH2:11]1.[nH:12]1[cH:13][n:14][cH:15][n:16]1>CCOC(C)=O.CN(C)C=O.[Na]>[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n:7][cH:8]1)[C:9]([OH:10])([CH2:11][n:12]1[cH:13][n:14][cH:15][n:16]1)[c:17]1[c:18]([F:19])[cH:20][c:21]([F:22])[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_2736b82cd4ba121b82b23d76",
"reactionHash": "b655b84f93c5e7cb182bc6b553191cb14c63106aa1b59497849a7eb089213688"
},
"children": [
{
"id": "15346",
"routeId": "sa_b017f4ed84504f2f7b8a171b",
"moleculeId": "sa_6af3b62bd5649e4463e2397a",
"parentId": "15345",
"isLeaf": false,
"molecule": {
"id": "sa_6af3b62bd5649e4463e2397a",
"inchikey": "LFXDYUXVNGDISD-UHFFFAOYSA-N",
"smiles": "CC(c1cccnc1)C1(c2ccc(F)cc2F)CO1"
},
"smiles": "CC(c1cccnc1)C1(c2ccc(F)cc2F)CO1",
"reactionStepId": "sa_765ae3d35c69ce5a8b230e86",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05364938;;304489\",\"rsmi\":\"C1CO[CH2:18]C1.[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n:7][cH:8]1)[C:9]([c:10]1[c:11]([F:12])[cH:13][c:14]([F:15])[cH:16][cH:17]1)=[O:19]>O>[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n:7][cH:8]1)[C:9]1([c:10]2[c:11]([F:12])[cH:13][c:14]([F:15])[cH:16][cH:17]2)[CH2:18][O:19]1\"},\"mapped_reaction_smiles\":\"C1CO[CH2:18]C1.[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n:7][cH:8]1)[C:9]([c:10]1[c:11]([F:12])[cH:13][c:14]([F:15])[cH:16][cH:17]1)=[O:19]>O>[CH3:1][CH:2]([c:3]1[cH:4][cH:5][cH:6][n:7][cH:8]1)[C:9]1([c:10]2[c:11]([F:12])[cH:13][c:14]([F:15])[cH:16][cH:17]2)[CH2:18][O:19]1\"}",
"reactionStep": {
"id": "sa_765ae3d35c69ce5a8b230e86",
"reactionHash": "5f997bac96d4eef67ee582fda704b0175013c98af96aa524f7371f7ce459adcf"
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"children": [
{
"id": "15347",
"routeId": "sa_b017f4ed84504f2f7b8a171b",
"moleculeId": "sa_247596aa973327abe43da694",
"parentId": "15346",
"isLeaf": true,
"molecule": {
"id": "sa_247596aa973327abe43da694",
"inchikey": "WYURNTSHIVDZCO-UHFFFAOYSA-N",
"smiles": "C1CCOC1"
},
"smiles": "C1CCOC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15348",
"routeId": "sa_b017f4ed84504f2f7b8a171b",
"moleculeId": "sa_e6aeaa73a0a99226d9111b9d",
"parentId": "15346",
"isLeaf": true,
"molecule": {
"id": "sa_e6aeaa73a0a99226d9111b9d",
"inchikey": "XAKKCDAXZPWOFB-UHFFFAOYSA-N",
"smiles": "CC(C(=O)c1ccc(F)cc1F)c1cccnc1"
},
"smiles": "CC(C(=O)c1ccc(F)cc1F)c1cccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15349",
"routeId": "sa_b017f4ed84504f2f7b8a171b",
"moleculeId": "sa_16dad3dd8f0fff5446c4b37e",
"parentId": "15345",
"isLeaf": true,
"molecule": {
"id": "sa_16dad3dd8f0fff5446c4b37e",
"inchikey": "NSPMIYGKQJPBQR-UHFFFAOYSA-N",
"smiles": "c1nc[nH]n1"
},
"smiles": "c1nc[nH]n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}