Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)N1CCC(NCc2ccccc2)C(F)C1
InChiKey
JXBLMDWEOQDVAC-UHFFFAOYSA-N
Route Signature
8e7e406fc18617a7808e3d2005d52e9efa869bb424b6f823ad25dd9b01195d8f
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_bc5de6f78f1b73a1f29854f3",
"signature": "8e7e406fc18617a7808e3d2005d52e9efa869bb424b6f823ad25dd9b01195d8f",
"contentHash": "90e6dcdfe7049c35045c95f8419d1ed2534c617566d709b454b9d5d0d71870fc",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_f3be30c8f6eee2939562a5c9",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01185",
"moleculeId": "sa_33712541b4bd37e8ce8e76df",
"smiles": "CC(C)(C)OC(=O)N1CCC(NCc2ccccc2)C(F)C1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_33712541b4bd37e8ce8e76df",
"inchikey": "JXBLMDWEOQDVAC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(NCc2ccccc2)C(F)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14144",
"routeId": "sa_bc5de6f78f1b73a1f29854f3",
"moleculeId": "sa_33712541b4bd37e8ce8e76df",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_33712541b4bd37e8ce8e76df",
"inchikey": "JXBLMDWEOQDVAC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(NCc2ccccc2)C(F)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(NCc2ccccc2)C(F)C1",
"reactionStepId": "sa_7f0d53dfbfb7e5af93041650",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150051209A1;0397;1655126\",\"rsmi\":\"O=[CH:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH2:12])[CH:20]([F:21])[CH2:22]1>CC(=O)O.CCO.O=C(O)CC(O)(CC(=O)O)C(=O)O.BC#N.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[CH:20]([F:21])[CH2:22]1\"},\"mapped_reaction_smiles\":\"O=[CH:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH2:12])[CH:20]([F:21])[CH2:22]1>CC(=O)O.CCO.O=C(O)CC(O)(CC(=O)O)C(=O)O.BC#N.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[CH:20]([F:21])[CH2:22]1\"}",
"reactionStep": {
"id": "sa_7f0d53dfbfb7e5af93041650",
"reactionHash": "3889ea4765e15725cfdb6a9cb7507510872dabd2a3c4a19befd26199059314e2"
},
"children": [
{
"id": "14145",
"routeId": "sa_bc5de6f78f1b73a1f29854f3",
"moleculeId": "sa_f9afb938d365c9be0263c245",
"parentId": "14144",
"isLeaf": true,
"molecule": {
"id": "sa_f9afb938d365c9be0263c245",
"inchikey": "HUMNYLRZRPPJDN-UHFFFAOYSA-N",
"smiles": "O=Cc1ccccc1"
},
"smiles": "O=Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14146",
"routeId": "sa_bc5de6f78f1b73a1f29854f3",
"moleculeId": "sa_5fafdac585e3947f28bde8e5",
"parentId": "14144",
"isLeaf": false,
"molecule": {
"id": "sa_5fafdac585e3947f28bde8e5",
"inchikey": "ZQRYPCAUVKVMLZ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(N)C(F)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(N)C(F)C1",
"reactionStepId": "sa_6d0516179aa6967d76ac7785",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150051209A1;0395;1655125\",\"rsmi\":\"[N-]=[N+]=[N:12][CH:11]1[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:15][CH:13]1[F:14]>CCO.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH2:12])[CH:13]([F:14])[CH2:15]1\"},\"mapped_reaction_smiles\":\"[N-]=[N+]=[N:12][CH:11]1[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:15][CH:13]1[F:14]>CCO.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH2:12])[CH:13]([F:14])[CH2:15]1\"}",
"reactionStep": {
"id": "sa_6d0516179aa6967d76ac7785",
"reactionHash": "084a05364b3888eedaee778d1d0fe214fce8668bd5c73883516eccad4b159df7"
},
"children": [
{
"id": "14147",
"routeId": "sa_bc5de6f78f1b73a1f29854f3",
"moleculeId": "sa_60b961e98c15d57c70f9d0ab",
"parentId": "14146",
"isLeaf": false,
"molecule": {
"id": "sa_60b961e98c15d57c70f9d0ab",
"inchikey": "SEAVSWPCIFSAHP-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(N=[N+]=[N-])C(F)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(N=[N+]=[N-])C(F)C1",
"reactionStepId": "sa_beb468cf26f404b127c0be16",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150051209A1;0393;1655124\",\"rsmi\":\"CS(=O)(=O)O[CH:11]1[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:17][CH:15]1[F:16].[N-:12]=[N+:13]=[N-:14]>CN(C)C=O.ClCCl.O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([N:12]=[N+:13]=[N-:14])[CH:15]([F:16])[CH2:17]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH:11]1[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:17][CH:15]1[F:16].[N-:12]=[N+:13]=[N-:14]>CN(C)C=O.ClCCl.O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([N:12]=[N+:13]=[N-:14])[CH:15]([F:16])[CH2:17]1\"}",
"reactionStep": {
"id": "sa_beb468cf26f404b127c0be16",
"reactionHash": "7a09902da5e4f00d160dfcda916f5c0468f46a386e17d74e2d6ceaab191bd4c6"
},
"children": [
{
"id": "14148",
"routeId": "sa_bc5de6f78f1b73a1f29854f3",
"moleculeId": "sa_1f3d153c3db3c5d7e813f36d",
"parentId": "14147",
"isLeaf": false,
"molecule": {
"id": "sa_1f3d153c3db3c5d7e813f36d",
"inchikey": "IBRYORODRHGOCR-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(OS(C)(=O)=O)C(F)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(OS(C)(=O)=O)C(F)C1",
"reactionStepId": "sa_3e9be4bf26b512af2aeee25e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150051209A1;0391;1655123\",\"rsmi\":\"Cl[S:13]([CH3:14])(=[O:15])=[O:16].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH:17]([F:18])[CH2:19]1>CCN(CC)CC.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][S:13]([CH3:14])(=[O:15])=[O:16])[CH:17]([F:18])[CH2:19]1\"},\"mapped_reaction_smiles\":\"Cl[S:13]([CH3:14])(=[O:15])=[O:16].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH:17]([F:18])[CH2:19]1>CCN(CC)CC.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][S:13]([CH3:14])(=[O:15])=[O:16])[CH:17]([F:18])[CH2:19]1\"}",
"reactionStep": {
"id": "sa_3e9be4bf26b512af2aeee25e",
"reactionHash": "574925470f4da5ea92605e640f82cd388b174cbf2a6c2158cbe6314c77c339df"
},
"children": [
{
"id": "14149",
"routeId": "sa_bc5de6f78f1b73a1f29854f3",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "14148",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14150",
"routeId": "sa_bc5de6f78f1b73a1f29854f3",
"moleculeId": "sa_a7cdc2de27ea09664e47d12d",
"parentId": "14148",
"isLeaf": false,
"molecule": {
"id": "sa_a7cdc2de27ea09664e47d12d",
"inchikey": "XRNLYXKYODGLMI-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(O)C(F)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(O)C(F)C1",
"reactionStepId": "sa_8331d5e07cfc9fe8393371f9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150051209A1;0389;1655122\",\"rsmi\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C:11](=[O:12])[CH:13]([F:14])[CH2:15]1>C1CCOC1.CCC(C)B(C(C)CC)C(C)CC.CO.OO.[Li+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH:13]([F:14])[CH2:15]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C:11](=[O:12])[CH:13]([F:14])[CH2:15]1>C1CCOC1.CCC(C)B(C(C)CC)C(C)CC.CO.OO.[Li+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH:13]([F:14])[CH2:15]1\"}",
"reactionStep": {
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"children": [
{
"id": "14151",
"routeId": "sa_bc5de6f78f1b73a1f29854f3",
"moleculeId": "sa_028d96d7b113c874bf89571a",
"parentId": "14150",
"isLeaf": true,
"molecule": {
"id": "sa_028d96d7b113c874bf89571a",
"inchikey": "JZNWQLLPLOQGOI-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(=O)C(F)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(=O)C(F)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
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]
},
{
"id": "14152",
"routeId": "sa_bc5de6f78f1b73a1f29854f3",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "14147",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
}
]
}
}