Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Fc1ccc(CNCc2cnc(Nc3ccc(Cl)cc3Cl)cc2C(F)(F)F)cc1
InChiKey
LRCBHPXNBAXBTK-UHFFFAOYSA-N
Route Signature
e733fe10b25d52cffe467499b7912c2faa0fa9a790c83bd0f136ae112a676446
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a795ddd81688262c1a848522",
"signature": "e733fe10b25d52cffe467499b7912c2faa0fa9a790c83bd0f136ae112a676446",
"contentHash": "cf7c36dc1705b0d1bd803d556a809a5726a02142fc8f45ce5738780948c84f5e",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_07bbd829b652f8ddbe52146b",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03321",
"moleculeId": "sa_83bf54b5274041aaf509adf2",
"smiles": "Fc1ccc(CNCc2cnc(Nc3ccc(Cl)cc3Cl)cc2C(F)(F)F)cc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_83bf54b5274041aaf509adf2",
"inchikey": "LRCBHPXNBAXBTK-UHFFFAOYSA-N",
"smiles": "Fc1ccc(CNCc2cnc(Nc3ccc(Cl)cc3Cl)cc2C(F)(F)F)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6795",
"routeId": "sa_a795ddd81688262c1a848522",
"moleculeId": "sa_83bf54b5274041aaf509adf2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_83bf54b5274041aaf509adf2",
"inchikey": "LRCBHPXNBAXBTK-UHFFFAOYSA-N",
"smiles": "Fc1ccc(CNCc2cnc(Nc3ccc(Cl)cc3Cl)cc2C(F)(F)F)cc1"
},
"smiles": "Fc1ccc(CNCc2cnc(Nc3ccc(Cl)cc3Cl)cc2C(F)(F)F)cc1",
"reactionStepId": "sa_87d8521bdccd7d1a5dd6626b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080280868A1;0430;630776\",\"rsmi\":\"O=[CH:8][c:9]1[cH:10][n:11][c:12]([NH:13][c:14]2[c:15]([Cl:16])[cH:17][c:18]([Cl:19])[cH:20][cH:21]2)[cH:22][c:23]1[C:24]([F:25])([F:26])[F:27].[F:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][NH2:7])[cH:28][cH:29]1>CC(=O)O.CO.ClCCl.BC#N.[Na+]>[F:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][NH:7][CH2:8][c:9]2[cH:10][n:11][c:12]([NH:13][c:14]3[c:15]([Cl:16])[cH:17][c:18]([Cl:19])[cH:20][cH:21]3)[cH:22][c:23]2[C:24]([F:25])([F:26])[F:27])[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"O=[CH:8][c:9]1[cH:10][n:11][c:12]([NH:13][c:14]2[c:15]([Cl:16])[cH:17][c:18]([Cl:19])[cH:20][cH:21]2)[cH:22][c:23]1[C:24]([F:25])([F:26])[F:27].[F:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][NH2:7])[cH:28][cH:29]1>CC(=O)O.CO.ClCCl.BC#N.[Na+]>[F:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][NH:7][CH2:8][c:9]2[cH:10][n:11][c:12]([NH:13][c:14]3[c:15]([Cl:16])[cH:17][c:18]([Cl:19])[cH:20][cH:21]3)[cH:22][c:23]2[C:24]([F:25])([F:26])[F:27])[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_87d8521bdccd7d1a5dd6626b",
"reactionHash": "19d769ab29c10bad23595c154a973aa797d182da17a78f77848401d2502adbaf"
},
"children": [
{
"id": "6796",
"routeId": "sa_a795ddd81688262c1a848522",
"moleculeId": "sa_9c48fbad931f0f0f997499d3",
"parentId": "6795",
"isLeaf": true,
"molecule": {
"id": "sa_9c48fbad931f0f0f997499d3",
"inchikey": "IIFVWLUQBAIPMJ-UHFFFAOYSA-N",
"smiles": "NCc1ccc(F)cc1"
},
"smiles": "NCc1ccc(F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6797",
"routeId": "sa_a795ddd81688262c1a848522",
"moleculeId": "sa_5cf78a7200e7f3adff59cdd8",
"parentId": "6795",
"isLeaf": false,
"molecule": {
"id": "sa_5cf78a7200e7f3adff59cdd8",
"inchikey": "VHDKXAXNAOQIHI-UHFFFAOYSA-N",
"smiles": "O=Cc1cnc(Nc2ccc(Cl)cc2Cl)cc1C(F)(F)F"
},
"smiles": "O=Cc1cnc(Nc2ccc(Cl)cc2Cl)cc1C(F)(F)F",
"reactionStepId": "sa_8efd3183de6117d15e1d6970",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080280868A1;0344;630756\",\"rsmi\":\"[OH:1][CH2:2][c:3]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][c:10]([NH:11][c:12]2[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]2)[n:20][cH:21]1>ClCCl.Cl.[Mn+4].[Na+].[O-2].[O-2]>[O:1]=[CH:2][c:3]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][c:10]([NH:11][c:12]2[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]2)[n:20][cH:21]1\"},\"mapped_reaction_smiles\":\"[OH:1][CH2:2][c:3]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][c:10]([NH:11][c:12]2[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]2)[n:20][cH:21]1>ClCCl.Cl.[Mn+4].[Na+].[O-2].[O-2]>[O:1]=[CH:2][c:3]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][c:10]([NH:11][c:12]2[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]2)[n:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_8efd3183de6117d15e1d6970",
"reactionHash": "9f05849df484ef4ba81d27b65dcfcaab3afb42ee89ff2876e682660954bc57ba"
},
"children": [
{
"id": "6798",
"routeId": "sa_a795ddd81688262c1a848522",
"moleculeId": "sa_d981a7eb016c766d79cd28b2",
"parentId": "6797",
"isLeaf": false,
"molecule": {
"id": "sa_d981a7eb016c766d79cd28b2",
"inchikey": "HRZKIPCMNGAZHB-UHFFFAOYSA-N",
"smiles": "OCc1cnc(Nc2ccc(Cl)cc2Cl)cc1C(F)(F)F"
},
"smiles": "OCc1cnc(Nc2ccc(Cl)cc2Cl)cc1C(F)(F)F",
"reactionStepId": "sa_c7f79f0cb2c6b75c57c64b3a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080280868A1;0341;630755\",\"rsmi\":\"O[C:2](=[O:1])[c:3]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][c:10]([NH:11][c:12]2[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]2)[n:20][cH:21]1>CC(C)COC(=O)Cl.CN1CCOCC1.COCCOC>[OH:1][CH2:2][c:3]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][c:10]([NH:11][c:12]2[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]2)[n:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:3]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][c:10]([NH:11][c:12]2[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]2)[n:20][cH:21]1>CC(C)COC(=O)Cl.CN1CCOCC1.COCCOC>[OH:1][CH2:2][c:3]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][c:10]([NH:11][c:12]2[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]2)[n:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_c7f79f0cb2c6b75c57c64b3a",
"reactionHash": "5b7e7e7e446ab49a297d2535e4114e56149e8830b69d2451d6742490a1e05be2"
},
"children": [
{
"id": "6799",
"routeId": "sa_a795ddd81688262c1a848522",
"moleculeId": "sa_45f089d47f15cc80d455a7e5",
"parentId": "6798",
"isLeaf": false,
"molecule": {
"id": "sa_45f089d47f15cc80d455a7e5",
"inchikey": "SKGCAYTXVZFWAC-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cnc(Nc2ccc(Cl)cc2Cl)cc1C(F)(F)F"
},
"smiles": "O=C(O)c1cnc(Nc2ccc(Cl)cc2Cl)cc1C(F)(F)F",
"reactionStepId": "sa_821ab276c02820c06f1bedcd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080280868A1;0337;630754\",\"rsmi\":\"C[O:3][C:2](=[O:1])[c:4]1[cH:5][n:6][c:7]([NH:8][c:9]2[c:10]([Cl:11])[cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[cH:17][c:18]1[C:19]([F:20])([F:21])[F:22]>CCN(C(C)C)C(C)C.CCO.ClCCl.O.[K+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][n:6][c:7]([NH:8][c:9]2[c:10]([Cl:11])[cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[cH:17][c:18]1[C:19]([F:20])([F:21])[F:22]\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[c:4]1[cH:5][n:6][c:7]([NH:8][c:9]2[c:10]([Cl:11])[cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[cH:17][c:18]1[C:19]([F:20])([F:21])[F:22]>CCN(C(C)C)C(C)C.CCO.ClCCl.O.[K+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][n:6][c:7]([NH:8][c:9]2[c:10]([Cl:11])[cH:12][c:13]([Cl:14])[cH:15][cH:16]2)[cH:17][c:18]1[C:19]([F:20])([F:21])[F:22]\"}",
"reactionStep": {
"id": "sa_821ab276c02820c06f1bedcd",
"reactionHash": "aff0bead53ea843b720ff4e7355df72c8be472171327138e931a6c581062b171"
},
"children": [
{
"id": "6800",
"routeId": "sa_a795ddd81688262c1a848522",
"moleculeId": "sa_84fd20c1d9a2990af0b632e3",
"parentId": "6799",
"isLeaf": false,
"molecule": {
"id": "sa_84fd20c1d9a2990af0b632e3",
"inchikey": "SHZGCXFKOPFXGZ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cnc(Nc2ccc(Cl)cc2Cl)cc1C(F)(F)F"
},
"smiles": "COC(=O)c1cnc(Nc2ccc(Cl)cc2Cl)cc1C(F)(F)F",
"reactionStepId": "sa_c2ab1b2f4fb83388876ccd34",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080280868A1;0334;630753\",\"rsmi\":\"Cl[c:8]1[n:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[c:19]([C:20]([F:21])([F:22])[F:23])[cH:18]1.[NH2:9][c:10]1[c:11]([Cl:12])[cH:13][c:14]([Cl:15])[cH:16][cH:17]1>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][n:7][c:8]([NH:9][c:10]2[c:11]([Cl:12])[cH:13][c:14]([Cl:15])[cH:16][cH:17]2)[cH:18][c:19]1[C:20]([F:21])([F:22])[F:23]\"},\"mapped_reaction_smiles\":\"Cl[c:8]1[n:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[c:19]([C:20]([F:21])([F:22])[F:23])[cH:18]1.[NH2:9][c:10]1[c:11]([Cl:12])[cH:13][c:14]([Cl:15])[cH:16][cH:17]1>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][n:7][c:8]([NH:9][c:10]2[c:11]([Cl:12])[cH:13][c:14]([Cl:15])[cH:16][cH:17]2)[cH:18][c:19]1[C:20]([F:21])([F:22])[F:23]\"}",
"reactionStep": {
"id": "sa_c2ab1b2f4fb83388876ccd34",
"reactionHash": "889adf5743ef7269bbf974c8598e463597e022f1cd0a769c69234f4502a930d2"
},
"children": [
{
"id": "6801",
"routeId": "sa_a795ddd81688262c1a848522",
"moleculeId": "sa_5e0af080df1e4b0d1c2ca5b6",
"parentId": "6800",
"isLeaf": true,
"molecule": {
"id": "sa_5e0af080df1e4b0d1c2ca5b6",
"inchikey": "CFJDLJIDLYBQQY-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cnc(Cl)cc1C(F)(F)F"
},
"smiles": "COC(=O)c1cnc(Cl)cc1C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6802",
"routeId": "sa_a795ddd81688262c1a848522",
"moleculeId": "sa_84dcca85577a5287fed8f739",
"parentId": "6800",
"isLeaf": true,
"molecule": {
"id": "sa_84dcca85577a5287fed8f739",
"inchikey": "KQCMTOWTPBNWDB-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Cl)cc1Cl"
},
"smiles": "Nc1ccc(Cl)cc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
}
]
}
}