Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCNc1cc(C(F)(F)F)ccc1C=CC(=O)O
InChiKey
WNAFVTRWEYEPJH-UHFFFAOYSA-N
Route Signature
5e1cc8493457d5badf5cd90e879c69d43ad6910f3564b54e33483d05156ce412
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_566c146425207543988dc73a",
"signature": "5e1cc8493457d5badf5cd90e879c69d43ad6910f3564b54e33483d05156ce412",
"contentHash": "43e2a702a2e67044b9b2d0a0770ee3668f2476cecce5a880a4ee8134dec645d8",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_55179b31f847f1634a2875fb",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01309",
"moleculeId": "sa_8131c1f6afd3cf134de36927",
"smiles": "CCNc1cc(C(F)(F)F)ccc1C=CC(=O)O",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8131c1f6afd3cf134de36927",
"inchikey": "WNAFVTRWEYEPJH-UHFFFAOYSA-N",
"smiles": "CCNc1cc(C(F)(F)F)ccc1C=CC(=O)O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5460",
"routeId": "sa_566c146425207543988dc73a",
"moleculeId": "sa_8131c1f6afd3cf134de36927",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8131c1f6afd3cf134de36927",
"inchikey": "WNAFVTRWEYEPJH-UHFFFAOYSA-N",
"smiles": "CCNc1cc(C(F)(F)F)ccc1C=CC(=O)O"
},
"smiles": "CCNc1cc(C(F)(F)F)ccc1C=CC(=O)O",
"reactionStepId": "sa_a553ffbead56f91e1cba455e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110015230A1;0241;1003322\",\"rsmi\":\"C[O:10][C:8]([CH:7]=[CH:6][c:5]1[c:4]([NH:3][CH2:2][CH3:1])[cH:18][c:13]([C:14]([F:15])([F:16])[F:17])[cH:12][cH:11]1)=[O:9]>[Li+].O>[CH3:1][CH2:2][NH:3][c:4]1[c:5]([CH:6]=[CH:7][C:8](=[O:9])[OH:10])[cH:11][cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"C[O:10][C:8]([CH:7]=[CH:6][c:5]1[c:4]([NH:3][CH2:2][CH3:1])[cH:18][c:13]([C:14]([F:15])([F:16])[F:17])[cH:12][cH:11]1)=[O:9]>[Li+].O>[CH3:1][CH2:2][NH:3][c:4]1[c:5]([CH:6]=[CH:7][C:8](=[O:9])[OH:10])[cH:11][cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]1\"}",
"reactionStep": {
"id": "sa_a553ffbead56f91e1cba455e",
"reactionHash": "675f9ebb9ab51ddbe6fbedee46c967e93b93c30452db60c7ec4f954e5fda127d"
},
"children": [
{
"id": "5461",
"routeId": "sa_566c146425207543988dc73a",
"moleculeId": "sa_75942afa500fa2d34af20fc2",
"parentId": "5460",
"isLeaf": false,
"molecule": {
"id": "sa_75942afa500fa2d34af20fc2",
"inchikey": "ADVKGCGYRBMLSJ-UHFFFAOYSA-N",
"smiles": "CCNc1cc(C(F)(F)F)ccc1C=CC(=O)OC"
},
"smiles": "CCNc1cc(C(F)(F)F)ccc1C=CC(=O)OC",
"reactionStepId": "sa_a1d49002cfda37bb7fdab2fe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110015230A1;0241;1003321\",\"rsmi\":\"O=[CH:6][c:5]1[c:4]([NH:3][CH2:2][CH3:1])[cH:19][c:14]([C:15]([F:16])([F:17])[F:18])[cH:13][cH:12]1.c1ccc(P(c2ccccc2)(c2ccccc2)=[CH:7][C:8](=[O:9])[O:10][CH3:11])cc1>>[CH3:1][CH2:2][NH:3][c:4]1[c:5]([CH:6]=[CH:7][C:8](=[O:9])[O:10][CH3:11])[cH:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19]1\"},\"mapped_reaction_smiles\":\"O=[CH:6][c:5]1[c:4]([NH:3][CH2:2][CH3:1])[cH:19][c:14]([C:15]([F:16])([F:17])[F:18])[cH:13][cH:12]1.c1ccc(P(c2ccccc2)(c2ccccc2)=[CH:7][C:8](=[O:9])[O:10][CH3:11])cc1>>[CH3:1][CH2:2][NH:3][c:4]1[c:5]([CH:6]=[CH:7][C:8](=[O:9])[O:10][CH3:11])[cH:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19]1\"}",
"reactionStep": {
"id": "sa_a1d49002cfda37bb7fdab2fe",
"reactionHash": "29e36230ac8c593c146a06ec55872adbb767e7d879cc3b916d15ed40764d1cc0"
},
"children": [
{
"id": "5462",
"routeId": "sa_566c146425207543988dc73a",
"moleculeId": "sa_1577cc0553cae72268944171",
"parentId": "5461",
"isLeaf": true,
"molecule": {
"id": "sa_1577cc0553cae72268944171",
"inchikey": "NTNUDYROPUKXNA-UHFFFAOYSA-N",
"smiles": "COC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "COC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5463",
"routeId": "sa_566c146425207543988dc73a",
"moleculeId": "sa_5523791ed72751acc6276708",
"parentId": "5461",
"isLeaf": false,
"molecule": {
"id": "sa_5523791ed72751acc6276708",
"inchikey": "PIFOMSMUWZBHSL-UHFFFAOYSA-N",
"smiles": "CCNc1cc(C(F)(F)F)ccc1C=O"
},
"smiles": "CCNc1cc(C(F)(F)F)ccc1C=O",
"reactionStepId": "sa_a7b22fae07a29500ad1a49ae",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110015230A1;0239;1003320\",\"rsmi\":\"CON(C)[C:6]([c:5]1[c:4]([NH:3][CH2:2][CH3:1])[cH:15][c:10]([C:11]([F:12])([F:13])[F:14])[cH:9][cH:8]1)=[O:7]>C1CCOC1.CCCCCC.CCOC(C)=O.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH2:2][NH:3][c:4]1[c:5]([CH:6]=[O:7])[cH:8][cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"CON(C)[C:6]([c:5]1[c:4]([NH:3][CH2:2][CH3:1])[cH:15][c:10]([C:11]([F:12])([F:13])[F:14])[cH:9][cH:8]1)=[O:7]>C1CCOC1.CCCCCC.CCOC(C)=O.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH2:2][NH:3][c:4]1[c:5]([CH:6]=[O:7])[cH:8][cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15]1\"}",
"reactionStep": {
"id": "sa_a7b22fae07a29500ad1a49ae",
"reactionHash": "c6e8e8d38c16a0adb0b0f94881a312b3c5e9caad1f519612d753f216c8487f0f"
},
"children": [
{
"id": "5464",
"routeId": "sa_566c146425207543988dc73a",
"moleculeId": "sa_44b4d0428828d63e64b70eb6",
"parentId": "5463",
"isLeaf": false,
"molecule": {
"id": "sa_44b4d0428828d63e64b70eb6",
"inchikey": "IDJRHGGDANKIJP-UHFFFAOYSA-N",
"smiles": "CCNc1cc(C(F)(F)F)ccc1C(=O)N(C)OC"
},
"smiles": "CCNc1cc(C(F)(F)F)ccc1C(=O)N(C)OC",
"reactionStepId": "sa_2ca0b5af1bedac88cead42a5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110015230A1;0237;1003319\",\"rsmi\":\"O=[CH:2][CH3:1].[NH2:3][c:4]1[c:5]([C:6](=[O:7])[N:8]([CH3:9])[O:10][CH3:11])[cH:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19]1>ClCCl.BOC(C)=O.[Na+]>[CH3:1][CH2:2][NH:3][c:4]1[c:5]([C:6](=[O:7])[N:8]([CH3:9])[O:10][CH3:11])[cH:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19]1\"},\"mapped_reaction_smiles\":\"O=[CH:2][CH3:1].[NH2:3][c:4]1[c:5]([C:6](=[O:7])[N:8]([CH3:9])[O:10][CH3:11])[cH:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19]1>ClCCl.BOC(C)=O.[Na+]>[CH3:1][CH2:2][NH:3][c:4]1[c:5]([C:6](=[O:7])[N:8]([CH3:9])[O:10][CH3:11])[cH:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19]1\"}",
"reactionStep": {
"id": "sa_2ca0b5af1bedac88cead42a5",
"reactionHash": "cd6be4674de5a9d337ed2f8ccf6c438de7eb16aafa1da722d2b68aee7e70900c"
},
"children": [
{
"id": "5465",
"routeId": "sa_566c146425207543988dc73a",
"moleculeId": "sa_f87935f4f496ee394796dfa0",
"parentId": "5464",
"isLeaf": true,
"molecule": {
"id": "sa_f87935f4f496ee394796dfa0",
"inchikey": "IKHGUXGNUITLKF-UHFFFAOYSA-N",
"smiles": "CC=O"
},
"smiles": "CC=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5466",
"routeId": "sa_566c146425207543988dc73a",
"moleculeId": "sa_e5be5ba6d4700bd9cfd88233",
"parentId": "5464",
"isLeaf": false,
"molecule": {
"id": "sa_e5be5ba6d4700bd9cfd88233",
"inchikey": "KUQWZUCDNWJUGB-UHFFFAOYSA-N",
"smiles": "CON(C)C(=O)c1ccc(C(F)(F)F)cc1N"
},
"smiles": "CON(C)C(=O)c1ccc(C(F)(F)F)cc1N",
"reactionStepId": "sa_c3efe8cfd1b79dd091b88280",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110015230A1;0235;1003318\",\"rsmi\":\"O=[N+:9]([O-])[c:8]1[c:7]([C:5]([N:3]([O:2][CH3:1])[CH3:4])=[O:6])[cH:17][cH:16][c:11]([C:12]([F:13])([F:14])[F:15])[cH:10]1>[Pd]>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([NH2:9])[cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"O=[N+:9]([O-])[c:8]1[c:7]([C:5]([N:3]([O:2][CH3:1])[CH3:4])=[O:6])[cH:17][cH:16][c:11]([C:12]([F:13])([F:14])[F:15])[cH:10]1>[Pd]>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([NH2:9])[cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]1\"}",
"reactionStep": {
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"reactionHash": "5fd624b197b816c93bb0f66ebbd3f6a94cd9822398ca193b744cc88e8381b94c"
},
"children": [
{
"id": "5467",
"routeId": "sa_566c146425207543988dc73a",
"moleculeId": "sa_9a366e33a354b5187190f5e4",
"parentId": "5466",
"isLeaf": false,
"molecule": {
"id": "sa_9a366e33a354b5187190f5e4",
"inchikey": "QSCWKGYIXYTPHC-UHFFFAOYSA-N",
"smiles": "CON(C)C(=O)c1ccc(C(F)(F)F)cc1[N+](=O)[O-]"
},
"smiles": "CON(C)C(=O)c1ccc(C(F)(F)F)cc1[N+](=O)[O-]",
"reactionStepId": "sa_73d6278bfdb83f6a24f7c782",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110015230A1;0233;1003317\",\"rsmi\":\"O[C:5](=[O:6])[c:7]1[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18][cH:19]1.[CH3:1][O:2][NH:3][CH3:4]>C1CCOC1.CN1CCOCC1.COc1nc(OC)nc([N+]2(C)CCOCC2)n1.Cl>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O[C:5](=[O:6])[c:7]1[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18][cH:19]1.[CH3:1][O:2][NH:3][CH3:4]>C1CCOC1.CN1CCOCC1.COc1nc(OC)nc([N+]2(C)CCOCC2)n1.Cl>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_73d6278bfdb83f6a24f7c782",
"reactionHash": "aa8dcac31059a554fdce1dedf960e8fe7cff13dd684bbdede21704bd03242377"
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"children": [
{
"id": "5468",
"routeId": "sa_566c146425207543988dc73a",
"moleculeId": "sa_93e456f7e04541ecb6ebcb69",
"parentId": "5467",
"isLeaf": true,
"molecule": {
"id": "sa_93e456f7e04541ecb6ebcb69",
"inchikey": "KRKPYFLIYNGWTE-UHFFFAOYSA-N",
"smiles": "CNOC"
},
"smiles": "CNOC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5469",
"routeId": "sa_566c146425207543988dc73a",
"moleculeId": "sa_2b04223f266f6991b86a96d7",
"parentId": "5467",
"isLeaf": true,
"molecule": {
"id": "sa_2b04223f266f6991b86a96d7",
"inchikey": "MYSAXQPTXWKDPQ-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(C(F)(F)F)cc1[N+](=O)[O-]"
},
"smiles": "O=C(O)c1ccc(C(F)(F)F)cc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}