Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCn1nc(C)c2c1CCCNC2CCc1cc(F)c(C(F)(F)F)c(F)c1
InChiKey
VQWISFKRLAVABJ-UHFFFAOYSA-N
Route Signature
c3c91a23656b2de33dedd189349e3e070b21d29a0a7b9a6435b1d4ded75ed5df
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_3c1d1eb58d591f68ce4cea6b",
"signature": "c3c91a23656b2de33dedd189349e3e070b21d29a0a7b9a6435b1d4ded75ed5df",
"contentHash": "016e24104d79d725c84ff7a04569210dcf477a27905af8ff6aee9ea554b725b7",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_bf4697e0b18ff5e509eeeb7a",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00750",
"moleculeId": "sa_eac264268670ad4985f489dc",
"smiles": "CCn1nc(C)c2c1CCCNC2CCc1cc(F)c(C(F)(F)F)c(F)c1",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_eac264268670ad4985f489dc",
"inchikey": "VQWISFKRLAVABJ-UHFFFAOYSA-N",
"smiles": "CCn1nc(C)c2c1CCCNC2CCc1cc(F)c(C(F)(F)F)c(F)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9726",
"routeId": "sa_3c1d1eb58d591f68ce4cea6b",
"moleculeId": "sa_eac264268670ad4985f489dc",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_eac264268670ad4985f489dc",
"inchikey": "VQWISFKRLAVABJ-UHFFFAOYSA-N",
"smiles": "CCn1nc(C)c2c1CCCNC2CCc1cc(F)c(C(F)(F)F)c(F)c1"
},
"smiles": "CCn1nc(C)c2c1CCCNC2CCc1cc(F)c(C(F)(F)F)c(F)c1",
"reactionStepId": "sa_aeecf469cd5631cfc8ea963b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100029617A1;0119;829201\",\"rsmi\":\"O=[C:13]([NH:12][CH2:11][CH2:10][CH2:9][c:8]1[n:3]([CH2:2][CH3:1])[n:4][c:5]([CH3:6])[cH:7]1)[CH2:14][CH2:15][c:16]1[cH:17][c:18]([F:19])[c:20]([C:21]([F:22])([F:23])[F:24])[c:25]([F:26])[cH:27]1>CC#N.CO.O=P(Cl)(Cl)Cl.B.[Na+]>[CH3:1][CH2:2][n:3]1[n:4][c:5]([CH3:6])[c:7]2[c:8]1[CH2:9][CH2:10][CH2:11][NH:12][CH:13]2[CH2:14][CH2:15][c:16]1[cH:17][c:18]([F:19])[c:20]([C:21]([F:22])([F:23])[F:24])[c:25]([F:26])[cH:27]1\"},\"mapped_reaction_smiles\":\"O=[C:13]([NH:12][CH2:11][CH2:10][CH2:9][c:8]1[n:3]([CH2:2][CH3:1])[n:4][c:5]([CH3:6])[cH:7]1)[CH2:14][CH2:15][c:16]1[cH:17][c:18]([F:19])[c:20]([C:21]([F:22])([F:23])[F:24])[c:25]([F:26])[cH:27]1>CC#N.CO.O=P(Cl)(Cl)Cl.B.[Na+]>[CH3:1][CH2:2][n:3]1[n:4][c:5]([CH3:6])[c:7]2[c:8]1[CH2:9][CH2:10][CH2:11][NH:12][CH:13]2[CH2:14][CH2:15][c:16]1[cH:17][c:18]([F:19])[c:20]([C:21]([F:22])([F:23])[F:24])[c:25]([F:26])[cH:27]1\"}",
"reactionStep": {
"id": "sa_aeecf469cd5631cfc8ea963b",
"reactionHash": "d87a617c3afddc31dde64934665563fdfed9b9e90c828f790245bc6e351a54cb"
},
"children": [
{
"id": "9727",
"routeId": "sa_3c1d1eb58d591f68ce4cea6b",
"moleculeId": "sa_0e9cc574b1f372d900826847",
"parentId": "9726",
"isLeaf": false,
"molecule": {
"id": "sa_0e9cc574b1f372d900826847",
"inchikey": "FEPRSOJIRNCHCV-UHFFFAOYSA-N",
"smiles": "CCn1nc(C)cc1CCCNC(=O)CCc1cc(F)c(C(F)(F)F)c(F)c1"
},
"smiles": "CCn1nc(C)cc1CCCNC(=O)CCc1cc(F)c(C(F)(F)F)c(F)c1",
"reactionStepId": "sa_c30bd99124436a4212862b24",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100029617A1;0115;829197\",\"rsmi\":\"O[C:13](=[O:14])[CH2:15][CH2:16][c:17]1[cH:18][c:19]([F:20])[c:21]([C:22]([F:23])([F:24])[F:25])[c:26]([F:27])[cH:28]1.[CH3:1][CH2:2][n:3]1[n:4][c:5]([CH3:6])[cH:7][c:8]1[CH2:9][CH2:10][CH2:11][NH2:12]>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.F[PH](F)(F)(F)(F)F.c1ccc2c(c1)nnn2O[P+](N1CCCC1)(N1CCCC1)N1CCCC1>[CH3:1][CH2:2][n:3]1[n:4][c:5]([CH3:6])[cH:7][c:8]1[CH2:9][CH2:10][CH2:11][NH:12][C:13](=[O:14])[CH2:15][CH2:16][c:17]1[cH:18][c:19]([F:20])[c:21]([C:22]([F:23])([F:24])[F:25])[c:26]([F:27])[cH:28]1\"},\"mapped_reaction_smiles\":\"O[C:13](=[O:14])[CH2:15][CH2:16][c:17]1[cH:18][c:19]([F:20])[c:21]([C:22]([F:23])([F:24])[F:25])[c:26]([F:27])[cH:28]1.[CH3:1][CH2:2][n:3]1[n:4][c:5]([CH3:6])[cH:7][c:8]1[CH2:9][CH2:10][CH2:11][NH2:12]>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.F[PH](F)(F)(F)(F)F.c1ccc2c(c1)nnn2O[P+](N1CCCC1)(N1CCCC1)N1CCCC1>[CH3:1][CH2:2][n:3]1[n:4][c:5]([CH3:6])[cH:7][c:8]1[CH2:9][CH2:10][CH2:11][NH:12][C:13](=[O:14])[CH2:15][CH2:16][c:17]1[cH:18][c:19]([F:20])[c:21]([C:22]([F:23])([F:24])[F:25])[c:26]([F:27])[cH:28]1\"}",
"reactionStep": {
"id": "sa_c30bd99124436a4212862b24",
"reactionHash": "c69cd67aae0f28f653007b514687d323b3f4370fe843509dc2f4c051a1227b44"
},
"children": [
{
"id": "9728",
"routeId": "sa_3c1d1eb58d591f68ce4cea6b",
"moleculeId": "sa_240b17efe37097bbfa26a695",
"parentId": "9727",
"isLeaf": false,
"molecule": {
"id": "sa_240b17efe37097bbfa26a695",
"inchikey": "HLSRAOBRNLJNJI-UHFFFAOYSA-N",
"smiles": "O=C(O)CCc1cc(F)c(C(F)(F)F)c(F)c1"
},
"smiles": "O=C(O)CCc1cc(F)c(C(F)(F)F)c(F)c1",
"reactionStepId": "sa_c2233b368d4ebf5e7ed2bd71",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100029617A1;0114;829196\",\"rsmi\":\"CCCC[O:3][C:2](=[O:1])[CH2:4][CH2:5][c:6]1[cH:7][c:8]([F:9])[c:10]([C:11]([F:12])([F:13])[F:14])[c:15]([F:16])[cH:17]1>CO.O.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][c:6]1[cH:7][c:8]([F:9])[c:10]([C:11]([F:12])([F:13])[F:14])[c:15]([F:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"CCCC[O:3][C:2](=[O:1])[CH2:4][CH2:5][c:6]1[cH:7][c:8]([F:9])[c:10]([C:11]([F:12])([F:13])[F:14])[c:15]([F:16])[cH:17]1>CO.O.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][c:6]1[cH:7][c:8]([F:9])[c:10]([C:11]([F:12])([F:13])[F:14])[c:15]([F:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_c2233b368d4ebf5e7ed2bd71",
"reactionHash": "82f5bed22f78a9130a26025bdb1dbe124ebaf9dad15f294322147b710789a7aa"
},
"children": [
{
"id": "9729",
"routeId": "sa_3c1d1eb58d591f68ce4cea6b",
"moleculeId": "sa_6bfba9e6bf0f28fa967763e2",
"parentId": "9728",
"isLeaf": false,
"molecule": {
"id": "sa_6bfba9e6bf0f28fa967763e2",
"inchikey": "CAZFURQYLHFDQF-UHFFFAOYSA-N",
"smiles": "CCCCOC(=O)CCc1cc(F)c(C(F)(F)F)c(F)c1"
},
"smiles": "CCCCOC(=O)CCc1cc(F)c(C(F)(F)F)c(F)c1",
"reactionStepId": "sa_7bcebd991f879acfc3fcb493",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100029617A1;0113;829195\",\"rsmi\":\"[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[CH:8]=[CH:9][c:10]1[cH:11][c:12]([F:13])[c:14]([C:15]([F:16])([F:17])[F:18])[c:19]([F:20])[cH:21]1>C.CO.[Pd]>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[CH2:8][CH2:9][c:10]1[cH:11][c:12]([F:13])[c:14]([C:15]([F:16])([F:17])[F:18])[c:19]([F:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[CH:8]=[CH:9][c:10]1[cH:11][c:12]([F:13])[c:14]([C:15]([F:16])([F:17])[F:18])[c:19]([F:20])[cH:21]1>C.CO.[Pd]>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[CH2:8][CH2:9][c:10]1[cH:11][c:12]([F:13])[c:14]([C:15]([F:16])([F:17])[F:18])[c:19]([F:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_7bcebd991f879acfc3fcb493",
"reactionHash": "8c15cf5943f1582bfd3f8a6192af5c7a0c0bc05d30c14a8b7923ae13e2f345a7"
},
"children": [
{
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"moleculeId": "sa_3d464b8ddcf6b7f2aed223ba",
"parentId": "9729",
"isLeaf": false,
"molecule": {
"id": "sa_3d464b8ddcf6b7f2aed223ba",
"inchikey": "SCIYSAWNRYRXKU-UHFFFAOYSA-N",
"smiles": "CCCCOC(=O)C=Cc1cc(F)c(C(F)(F)F)c(F)c1"
},
"smiles": "CCCCOC(=O)C=Cc1cc(F)c(C(F)(F)F)c(F)c1",
"reactionStepId": "sa_7677f1135e33425bab17e4a9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100029617A1;0112;829194\",\"rsmi\":\"Br[c:10]1[cH:11][c:12]([F:13])[c:14]([C:15]([F:16])([F:17])[F:18])[c:19]([F:20])[cH:21]1.[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[CH:8]=[CH2:9]>C1CN2CCN1CC2.CC(=O)O.CC(=O)O.CCOCC.CN(C)C=O.O=C(O)O.[K+].[K+].[Pd+2]>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[CH:8]=[CH:9][c:10]1[cH:11][c:12]([F:13])[c:14]([C:15]([F:16])([F:17])[F:18])[c:19]([F:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"Br[c:10]1[cH:11][c:12]([F:13])[c:14]([C:15]([F:16])([F:17])[F:18])[c:19]([F:20])[cH:21]1.[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[CH:8]=[CH2:9]>C1CN2CCN1CC2.CC(=O)O.CC(=O)O.CCOCC.CN(C)C=O.O=C(O)O.[K+].[K+].[Pd+2]>[CH3:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:7])[CH:8]=[CH:9][c:10]1[cH:11][c:12]([F:13])[c:14]([C:15]([F:16])([F:17])[F:18])[c:19]([F:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_7677f1135e33425bab17e4a9",
"reactionHash": "3018d1687daa0dfa92c0d9b4cda3e465bef46fe59a11551dc5951b7fb9a8f01f"
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"children": [
{
"id": "9731",
"routeId": "sa_3c1d1eb58d591f68ce4cea6b",
"moleculeId": "sa_fb858731ec30e10fef1be9e8",
"parentId": "9730",
"isLeaf": true,
"molecule": {
"id": "sa_fb858731ec30e10fef1be9e8",
"inchikey": "CQEYYJKEWSMYFG-UHFFFAOYSA-N",
"smiles": "C=CC(=O)OCCCC"
},
"smiles": "C=CC(=O)OCCCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9732",
"routeId": "sa_3c1d1eb58d591f68ce4cea6b",
"moleculeId": "sa_bc953d561c56f87fc7c4dfd1",
"parentId": "9730",
"isLeaf": true,
"molecule": {
"id": "sa_bc953d561c56f87fc7c4dfd1",
"inchikey": "QPJKIRNIIXIPIE-UHFFFAOYSA-N",
"smiles": "Fc1cc(Br)cc(F)c1C(F)(F)F"
},
"smiles": "Fc1cc(Br)cc(F)c1C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
}
]
},
{
"id": "9733",
"routeId": "sa_3c1d1eb58d591f68ce4cea6b",
"moleculeId": "sa_d18e405251f5283c7d574b2b",
"parentId": "9727",
"isLeaf": false,
"molecule": {
"id": "sa_d18e405251f5283c7d574b2b",
"inchikey": "XSVKOZDVHLAWHR-UHFFFAOYSA-N",
"smiles": "CCn1nc(C)cc1CCCN"
},
"smiles": "CCn1nc(C)cc1CCCN",
"reactionStepId": "sa_91afb86cd433c57c8fc5de23",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100029617A1;0102;829186\",\"rsmi\":\"O=C(OCc1ccccc1)[NH:12][CH2:11][CH2:10][CH2:9][c:8]1[n:3]([CH2:2][CH3:1])[n:4][c:5]([CH3:6])[cH:7]1>CO.[Pd]>[CH3:1][CH2:2][n:3]1[n:4][c:5]([CH3:6])[cH:7][c:8]1[CH2:9][CH2:10][CH2:11][NH2:12]\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[NH:12][CH2:11][CH2:10][CH2:9][c:8]1[n:3]([CH2:2][CH3:1])[n:4][c:5]([CH3:6])[cH:7]1>CO.[Pd]>[CH3:1][CH2:2][n:3]1[n:4][c:5]([CH3:6])[cH:7][c:8]1[CH2:9][CH2:10][CH2:11][NH2:12]\"}",
"reactionStep": {
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"reactionHash": "ce5804b648b16264f78a0728edb364a1b4fd785ffb84a0d783e7717b868b4b77"
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"children": [
{
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"routeId": "sa_3c1d1eb58d591f68ce4cea6b",
"moleculeId": "sa_376caeaca1501aea476274ea",
"parentId": "9733",
"isLeaf": true,
"molecule": {
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"inchikey": "XCDFVOADUUTNEH-UHFFFAOYSA-N",
"smiles": "CCn1nc(C)cc1CCCNC(=O)OCc1ccccc1"
},
"smiles": "CCn1nc(C)cc1CCCNC(=O)OCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
}
]
}
}