Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1c(COc2ccc(-c3ccc(Br)cc3)cc2)ccc[n+]1[O-]
InChiKey
YWTHUSRHMHLZCI-UHFFFAOYSA-N
Route Signature
1339b17034a5cbcf637b8794191dc9f498bf0745650fd0c10ba7cb603629d7f1
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c097216997323de6bc282d88",
"signature": "1339b17034a5cbcf637b8794191dc9f498bf0745650fd0c10ba7cb603629d7f1",
"contentHash": "65f7531feb1239f9411b0eb18641d1b20709c76e6e471b50044e781dc621057c",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_3d83a6602d6934fcbef71ff1",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-08627",
"moleculeId": "sa_bcb3929a7175b23573d8b622",
"smiles": "COc1c(COc2ccc(-c3ccc(Br)cc3)cc2)ccc[n+]1[O-]",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_bcb3929a7175b23573d8b622",
"inchikey": "YWTHUSRHMHLZCI-UHFFFAOYSA-N",
"smiles": "COc1c(COc2ccc(-c3ccc(Br)cc3)cc2)ccc[n+]1[O-]"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "8627",
"routeId": "sa_c097216997323de6bc282d88",
"moleculeId": "sa_bcb3929a7175b23573d8b622",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_bcb3929a7175b23573d8b622",
"inchikey": "YWTHUSRHMHLZCI-UHFFFAOYSA-N",
"smiles": "COc1c(COc2ccc(-c3ccc(Br)cc3)cc2)ccc[n+]1[O-]"
},
"smiles": "COc1c(COc2ccc(-c3ccc(Br)cc3)cc2)ccc[n+]1[O-]",
"reactionStepId": "sa_229fef79cb9f9c6f78ada428",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100279986A1;0419;967247\",\"rsmi\":\"O=C(O[OH:5])c1cccc(Cl)c1.[CH3:1][O:2][c:3]1[n:4][cH:6][cH:7][cH:8][c:9]1[CH2:10][O:11][c:12]1[cH:13][cH:14][c:15](-[c:16]2[cH:17][cH:18][c:19]([Br:20])[cH:21][cH:22]2)[cH:23][cH:24]1>ClCCl>[CH3:1][O:2][c:3]1[n+:4]([O-:5])[cH:6][cH:7][cH:8][c:9]1[CH2:10][O:11][c:12]1[cH:13][cH:14][c:15](-[c:16]2[cH:17][cH:18][c:19]([Br:20])[cH:21][cH:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"O=C(O[OH:5])c1cccc(Cl)c1.[CH3:1][O:2][c:3]1[n:4][cH:6][cH:7][cH:8][c:9]1[CH2:10][O:11][c:12]1[cH:13][cH:14][c:15](-[c:16]2[cH:17][cH:18][c:19]([Br:20])[cH:21][cH:22]2)[cH:23][cH:24]1>ClCCl>[CH3:1][O:2][c:3]1[n+:4]([O-:5])[cH:6][cH:7][cH:8][c:9]1[CH2:10][O:11][c:12]1[cH:13][cH:14][c:15](-[c:16]2[cH:17][cH:18][c:19]([Br:20])[cH:21][cH:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_229fef79cb9f9c6f78ada428",
"reactionHash": "197e7a7183229ecd5bf5ada76bb3234fa0e50999bc010ae15cfe91dcc24ba1c5"
},
"children": [
{
"id": "8628",
"routeId": "sa_c097216997323de6bc282d88",
"moleculeId": "sa_292aab804b3670e84ce954f3",
"parentId": "8627",
"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": "8629",
"routeId": "sa_c097216997323de6bc282d88",
"moleculeId": "sa_3ee0f38344e1565c727c14e0",
"parentId": "8627",
"isLeaf": false,
"molecule": {
"id": "sa_3ee0f38344e1565c727c14e0",
"inchikey": "ZTUIIRBMVIGFJS-UHFFFAOYSA-N",
"smiles": "COc1ncccc1COc1ccc(-c2ccc(Br)cc2)cc1"
},
"smiles": "COc1ncccc1COc1ccc(-c2ccc(Br)cc2)cc1",
"reactionStepId": "sa_1ebfa15ba6b2cd5f197af22e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100279986A1;0418;967246\",\"rsmi\":\"O[c:11]1[cH:12][cH:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]2)[cH:22][cH:23]1.[CH3:1][O:2][c:3]1[n:4][cH:5][cH:6][cH:7][c:8]1[CH2:9][OH:10]>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[n:4][cH:5][cH:6][cH:7][c:8]1[CH2:9][O:10][c:11]1[cH:12][cH:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O[c:11]1[cH:12][cH:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]2)[cH:22][cH:23]1.[CH3:1][O:2][c:3]1[n:4][cH:5][cH:6][cH:7][c:8]1[CH2:9][OH:10]>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[n:4][cH:5][cH:6][cH:7][c:8]1[CH2:9][O:10][c:11]1[cH:12][cH:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_1ebfa15ba6b2cd5f197af22e",
"reactionHash": "95fb6b461016504a261a80430dce104b86c982c1a3de1a1b77a883071df641e9"
},
"children": [
{
"id": "8630",
"routeId": "sa_c097216997323de6bc282d88",
"moleculeId": "sa_8e8890e3825ea18dd9cf574a",
"parentId": "8629",
"isLeaf": true,
"molecule": {
"id": "sa_8e8890e3825ea18dd9cf574a",
"inchikey": "ARUBXNBYMCVENE-UHFFFAOYSA-N",
"smiles": "Oc1ccc(-c2ccc(Br)cc2)cc1"
},
"smiles": "Oc1ccc(-c2ccc(Br)cc2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8631",
"routeId": "sa_c097216997323de6bc282d88",
"moleculeId": "sa_ae8cedf71072c5f5e09fc14a",
"parentId": "8629",
"isLeaf": false,
"molecule": {
"id": "sa_ae8cedf71072c5f5e09fc14a",
"inchikey": "OFWONXXWLCHTSR-UHFFFAOYSA-N",
"smiles": "COc1ncccc1CO"
},
"smiles": "COc1ncccc1CO",
"reactionStepId": "sa_978077e9ebd70c2af03dcaa3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100279986A1;0417;967245\",\"rsmi\":\"[CH3:1][O:2][c:3]1[n:4][cH:5][cH:6][cH:7][c:8]1[CH:9]=[O:10]>CCO.B.[Na+]>[CH3:1][O:2][c:3]1[n:4][cH:5][cH:6][cH:7][c:8]1[CH2:9][OH:10]\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[n:4][cH:5][cH:6][cH:7][c:8]1[CH:9]=[O:10]>CCO.B.[Na+]>[CH3:1][O:2][c:3]1[n:4][cH:5][cH:6][cH:7][c:8]1[CH2:9][OH:10]\"}",
"reactionStep": {
"id": "sa_978077e9ebd70c2af03dcaa3",
"reactionHash": "d3a0150aa9cb85de262a8a595efdab8493965f93f35ee547392bfa73b3f64c87"
},
"children": [
{
"id": "8632",
"routeId": "sa_c097216997323de6bc282d88",
"moleculeId": "sa_4f675887a5046e6e9ae2d7c0",
"parentId": "8631",
"isLeaf": true,
"molecule": {
"id": "sa_4f675887a5046e6e9ae2d7c0",
"inchikey": "PIFFMIDNNWOQLK-UHFFFAOYSA-N",
"smiles": "COc1ncccc1C=O"
},
"smiles": "COc1ncccc1C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}