Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)c1cc2c(C(F)(F)F)ccc(OCCCl)c2n1C
InChiKey
LNCDBWUAHLYIAU-UHFFFAOYSA-N
Route Signature
2a1c683de75a8eb10503ed5a284c1480dabb02a095f0ab1e9008e3954c3f58a7
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_5ff5d9d9c8f56d55bc5f791e",
"signature": "2a1c683de75a8eb10503ed5a284c1480dabb02a095f0ab1e9008e3954c3f58a7",
"contentHash": "006bbdf9d13afd03079eb344b336f09b7e905aa0f2dafd8099beeca9037d54c6",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_43dcd3db6c7f6223156fafce",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01779",
"moleculeId": "sa_d51c845e4b1cc5e081fbfb5c",
"smiles": "CCOC(=O)c1cc2c(C(F)(F)F)ccc(OCCCl)c2n1C",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_d51c845e4b1cc5e081fbfb5c",
"inchikey": "LNCDBWUAHLYIAU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2c(C(F)(F)F)ccc(OCCCl)c2n1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14522",
"routeId": "sa_5ff5d9d9c8f56d55bc5f791e",
"moleculeId": "sa_d51c845e4b1cc5e081fbfb5c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d51c845e4b1cc5e081fbfb5c",
"inchikey": "LNCDBWUAHLYIAU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2c(C(F)(F)F)ccc(OCCCl)c2n1C"
},
"smiles": "CCOC(=O)c1cc2c(C(F)(F)F)ccc(OCCCl)c2n1C",
"reactionStepId": "sa_9956e5ad9153f0f4d3dbad37",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06169107A;;497152\",\"rsmi\":\"Br[CH2:18][CH2:19][Cl:20].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([OH:17])[c:21]2[n:22]1[CH3:23]>CN(C)C=O.O=C(O)O.Cl.I.[K+].[K+].[K+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([O:17][CH2:18][CH2:19][Cl:20])[c:21]2[n:22]1[CH3:23]\"},\"mapped_reaction_smiles\":\"Br[CH2:18][CH2:19][Cl:20].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([OH:17])[c:21]2[n:22]1[CH3:23]>CN(C)C=O.O=C(O)O.Cl.I.[K+].[K+].[K+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([O:17][CH2:18][CH2:19][Cl:20])[c:21]2[n:22]1[CH3:23]\"}",
"reactionStep": {
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"reactionHash": "e768e069ecf6171b789317b00259ee04cf8ba37be44e3faa0dbf2e1e1006a555"
},
"children": [
{
"id": "14523",
"routeId": "sa_5ff5d9d9c8f56d55bc5f791e",
"moleculeId": "sa_002151d12995d88592582dd9",
"parentId": "14522",
"isLeaf": true,
"molecule": {
"id": "sa_002151d12995d88592582dd9",
"inchikey": "IBYHHJPAARCAIE-UHFFFAOYSA-N",
"smiles": "ClCCBr"
},
"smiles": "ClCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14524",
"routeId": "sa_5ff5d9d9c8f56d55bc5f791e",
"moleculeId": "sa_405c502920c8b9b8390123ff",
"parentId": "14522",
"isLeaf": false,
"molecule": {
"id": "sa_405c502920c8b9b8390123ff",
"inchikey": "ULKYFKAHHUPXGU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2c(C(F)(F)F)ccc(O)c2n1C"
},
"smiles": "CCOC(=O)c1cc2c(C(F)(F)F)ccc(O)c2n1C",
"reactionStepId": "sa_9f5ba9c4195b02393594e277",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06169107A;;497091\",\"rsmi\":\"c1ccc(C[O:17][c:16]2[cH:15][cH:14][c:9]([C:10]([F:11])([F:12])[F:13])[c:8]3[cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[n:19]([CH3:20])[c:18]32)cc1>CCO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([OH:17])[c:18]2[n:19]1[CH3:20]\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:17][c:16]2[cH:15][cH:14][c:9]([C:10]([F:11])([F:12])[F:13])[c:8]3[cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[n:19]([CH3:20])[c:18]32)cc1>CCO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([OH:17])[c:18]2[n:19]1[CH3:20]\"}",
"reactionStep": {
"id": "sa_9f5ba9c4195b02393594e277",
"reactionHash": "0f14a1dc10b4e3e17cd5a6f5f9dd0ad629dcfc133eb152f12f25e1c95d37e1c5"
},
"children": [
{
"id": "14525",
"routeId": "sa_5ff5d9d9c8f56d55bc5f791e",
"moleculeId": "sa_3269b39600c6757a966df650",
"parentId": "14524",
"isLeaf": false,
"molecule": {
"id": "sa_3269b39600c6757a966df650",
"inchikey": "PINIDHLZUQVDKU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2c(C(F)(F)F)ccc(OCc3ccccc3)c2n1C"
},
"smiles": "CCOC(=O)c1cc2c(C(F)(F)F)ccc(OCc3ccccc3)c2n1C",
"reactionStepId": "sa_0b1c79f242346724b5ba1822",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06169107A;;497090\",\"rsmi\":\"I[CH3:27].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([O:17][CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[c:25]2[nH:26]1>CN(C)C=O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([O:17][CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[c:25]2[n:26]1[CH3:27]\"},\"mapped_reaction_smiles\":\"I[CH3:27].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([O:17][CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[c:25]2[nH:26]1>CN(C)C=O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([O:17][CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[c:25]2[n:26]1[CH3:27]\"}",
"reactionStep": {
"id": "sa_0b1c79f242346724b5ba1822",
"reactionHash": "bd4174e23e2e578b0c8258f16a43d710bff8b841d37225f6aa3df33b751e4369"
},
"children": [
{
"id": "14526",
"routeId": "sa_5ff5d9d9c8f56d55bc5f791e",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "14525",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14527",
"routeId": "sa_5ff5d9d9c8f56d55bc5f791e",
"moleculeId": "sa_d233b8bfe6fcf8bbb73ffbed",
"parentId": "14525",
"isLeaf": false,
"molecule": {
"id": "sa_d233b8bfe6fcf8bbb73ffbed",
"inchikey": "MXENOLBJZHWUJN-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2c(C(F)(F)F)ccc(OCc3ccccc3)c2[nH]1"
},
"smiles": "CCOC(=O)c1cc2c(C(F)(F)F)ccc(OCc3ccccc3)c2[nH]1",
"reactionStepId": "sa_f83f0c3b0c63cf79bef8ced9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06169107A;;497089\",\"rsmi\":\"O=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:7][c:8]1[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([O:17][CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:25]1[N+:26](=O)[O-]>CCO.Cl.Cl.Cl.Cl.[Ti+4]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([O:17][CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[c:25]2[nH:26]1\"},\"mapped_reaction_smiles\":\"O=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:7][c:8]1[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([O:17][CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:25]1[N+:26](=O)[O-]>CCO.Cl.Cl.Cl.Cl.[Ti+4]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15][c:16]([O:17][CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[c:25]2[nH:26]1\"}",
"reactionStep": {
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"reactionHash": "5fd31f78c7ff499f94c485786e00eb42caa83332910ae55bce9edef2382f239d"
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"children": [
{
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"routeId": "sa_5ff5d9d9c8f56d55bc5f791e",
"moleculeId": "sa_f1bfa6e40a942773f44f1a4b",
"parentId": "14527",
"isLeaf": false,
"molecule": {
"id": "sa_f1bfa6e40a942773f44f1a4b",
"inchikey": "VIJZLNZKYCIHGX-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=O)Cc1c(C(F)(F)F)ccc(OCc2ccccc2)c1[N+](=O)[O-]"
},
"smiles": "CCOC(=O)C(=O)Cc1c(C(F)(F)F)ccc(OCc2ccccc2)c1[N+](=O)[O-]",
"reactionStepId": "sa_684ab20f95b1911e5da7ad2b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06169107A;;497088\",\"rsmi\":\"CCO[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:7].[CH3:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24][c:25]1[C:26]([F:27])([F:28])[F:29]>CCOCC.CCO.[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[CH2:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24][c:25]1[C:26]([F:27])([F:28])[F:29]\"},\"mapped_reaction_smiles\":\"CCO[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:7].[CH3:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24][c:25]1[C:26]([F:27])([F:28])[F:29]>CCOCC.CCO.[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[CH2:8][c:9]1[c:10]([N+:11](=[O:12])[O-:13])[c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24][c:25]1[C:26]([F:27])([F:28])[F:29]\"}",
"reactionStep": {
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"reactionHash": "6c9a4d9771f99d5a22214bc960a5161807381db3fa3c16beeb8adc02686c6832"
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"children": [
{
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"routeId": "sa_5ff5d9d9c8f56d55bc5f791e",
"moleculeId": "sa_007345dbfb358d254523c545",
"parentId": "14528",
"isLeaf": true,
"molecule": {
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"inchikey": "DOXWVFISGMKOLN-UHFFFAOYSA-N",
"smiles": "Cc1c(C(F)(F)F)ccc(OCc2ccccc2)c1[N+](=O)[O-]"
},
"smiles": "Cc1c(C(F)(F)F)ccc(OCc2ccccc2)c1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "14530",
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"moleculeId": "sa_ab0a3cf4ca71164a04c8f94b",
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"isLeaf": true,
"molecule": {
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"inchikey": "WYACBZDAHNBPPB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=O)OCC"
},
"smiles": "CCOC(=O)C(=O)OCC",
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}
]
}
]
}
]
}
]
}
]
}
}