Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(-c2nn(C)c3ncc(NC(C)=O)cc23)cc1F
InChiKey
OISQWFZYANUJBZ-UHFFFAOYSA-N
Route Signature
92b3ddda81876433782f489e70fa83d062b156a52d2fadb90c2339deb3ef1109
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_653d1f3c192c6169e5f50842",
"signature": "92b3ddda81876433782f489e70fa83d062b156a52d2fadb90c2339deb3ef1109",
"contentHash": "659df6b63ff8de14122ae7c3b79750244b2c64787fc1587f503d4f28f592686e",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_e27e58fd62fb35bb09e7d788",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03592",
"moleculeId": "sa_7e69e9eda8657bacef7dbae5",
"smiles": "COc1ccc(-c2nn(C)c3ncc(NC(C)=O)cc23)cc1F",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7e69e9eda8657bacef7dbae5",
"inchikey": "OISQWFZYANUJBZ-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2nn(C)c3ncc(NC(C)=O)cc23)cc1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15199",
"routeId": "sa_653d1f3c192c6169e5f50842",
"moleculeId": "sa_7e69e9eda8657bacef7dbae5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7e69e9eda8657bacef7dbae5",
"inchikey": "OISQWFZYANUJBZ-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2nn(C)c3ncc(NC(C)=O)cc23)cc1F"
},
"smiles": "COc1ccc(-c2nn(C)c3ncc(NC(C)=O)cc23)cc1F",
"reactionStepId": "sa_d207b0233955fc23645ae8a9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100210644A1;0084;929630\",\"rsmi\":\"I[c:8]1[n:9][n:10]([CH3:11])[c:12]2[n:13][cH:14][c:15]([NH:16][C:17]([CH3:18])=[O:19])[cH:20][c:21]12.OB(O)[c:7]1[cH:6][c:4]([F:5])[c:3]([O:2][CH3:1])[cH:23][cH:22]1>CC(=O)O.CC(=O)O.Cc1ccccc1.O.O=P(O)(O)O.[K+].[K+].[K+].[Pd+2].c1ccc(-c2ccccc2P(C2CCCCC2)C2CCCCC2)cc1>[CH3:1][O:2][c:3]1[c:4]([F:5])[cH:6][c:7](-[c:8]2[n:9][n:10]([CH3:11])[c:12]3[n:13][cH:14][c:15]([NH:16][C:17]([CH3:18])=[O:19])[cH:20][c:21]23)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"I[c:8]1[n:9][n:10]([CH3:11])[c:12]2[n:13][cH:14][c:15]([NH:16][C:17]([CH3:18])=[O:19])[cH:20][c:21]12.OB(O)[c:7]1[cH:6][c:4]([F:5])[c:3]([O:2][CH3:1])[cH:23][cH:22]1>CC(=O)O.CC(=O)O.Cc1ccccc1.O.O=P(O)(O)O.[K+].[K+].[K+].[Pd+2].c1ccc(-c2ccccc2P(C2CCCCC2)C2CCCCC2)cc1>[CH3:1][O:2][c:3]1[c:4]([F:5])[cH:6][c:7](-[c:8]2[n:9][n:10]([CH3:11])[c:12]3[n:13][cH:14][c:15]([NH:16][C:17]([CH3:18])=[O:19])[cH:20][c:21]23)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_d207b0233955fc23645ae8a9",
"reactionHash": "ed60dfe918c30292c034467bfce2606a67ec396d552bbaf2e3b50140417df5ba"
},
"children": [
{
"id": "15200",
"routeId": "sa_653d1f3c192c6169e5f50842",
"moleculeId": "sa_873ff6c80df33a405dc8b329",
"parentId": "15199",
"isLeaf": true,
"molecule": {
"id": "sa_873ff6c80df33a405dc8b329",
"inchikey": "IILGLPAJXQMKGQ-UHFFFAOYSA-N",
"smiles": "COc1ccc(B(O)O)cc1F"
},
"smiles": "COc1ccc(B(O)O)cc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15201",
"routeId": "sa_653d1f3c192c6169e5f50842",
"moleculeId": "sa_7ed448a233a214c4902a2da6",
"parentId": "15199",
"isLeaf": false,
"molecule": {
"id": "sa_7ed448a233a214c4902a2da6",
"inchikey": "VHHWKOCQADOBGV-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1cnc2c(c1)c(I)nn2C"
},
"smiles": "CC(=O)Nc1cnc2c(c1)c(I)nn2C",
"reactionStepId": "sa_b2efb9849558d4cea8135b91",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100210644A1;0082;929628\",\"rsmi\":\"CC(=O)O[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[cH:6][n:7][c:8]2[c:9]([cH:10]1)[c:11]([I:12])[n:13][n:14]2[CH3:15]>ClCCl.c1ccncc1>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][n:7][c:8]2[c:9]([cH:10]1)[c:11]([I:12])[n:13][n:14]2[CH3:15]\"},\"mapped_reaction_smiles\":\"CC(=O)O[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[cH:6][n:7][c:8]2[c:9]([cH:10]1)[c:11]([I:12])[n:13][n:14]2[CH3:15]>ClCCl.c1ccncc1>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][n:7][c:8]2[c:9]([cH:10]1)[c:11]([I:12])[n:13][n:14]2[CH3:15]\"}",
"reactionStep": {
"id": "sa_b2efb9849558d4cea8135b91",
"reactionHash": "24649fe6e07733655e5be81771613e095d71497c7971e3f71d2b3e1fd78e5bff"
},
"children": [
{
"id": "15202",
"routeId": "sa_653d1f3c192c6169e5f50842",
"moleculeId": "sa_9256775ccee54750d94b9af4",
"parentId": "15201",
"isLeaf": false,
"molecule": {
"id": "sa_9256775ccee54750d94b9af4",
"inchikey": "VFHDTXLRRMAKIV-UHFFFAOYSA-N",
"smiles": "Cn1nc(I)c2cc(N)cnc21"
},
"smiles": "Cn1nc(I)c2cc(N)cnc21",
"reactionStepId": "sa_cee8d694fa626d3eb4266367",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100210644A1;0081;929627\",\"rsmi\":\"O=[N+:9]([O-])[c:8]1[cH:7][c:6]2[c:4]([I:5])[n:3][n:2]([CH3:1])[c:12]2[n:11][cH:10]1>C1CCOC1.CC(C)OC(C)C.CCN(CC)CC.CN(C)C=O.[O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5].c1ccsc1>[CH3:1][n:2]1[n:3][c:4]([I:5])[c:6]2[cH:7][c:8]([NH2:9])[cH:10][n:11][c:12]12\"},\"mapped_reaction_smiles\":\"O=[N+:9]([O-])[c:8]1[cH:7][c:6]2[c:4]([I:5])[n:3][n:2]([CH3:1])[c:12]2[n:11][cH:10]1>C1CCOC1.CC(C)OC(C)C.CCN(CC)CC.CN(C)C=O.[O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5].c1ccsc1>[CH3:1][n:2]1[n:3][c:4]([I:5])[c:6]2[cH:7][c:8]([NH2:9])[cH:10][n:11][c:12]12\"}",
"reactionStep": {
"id": "sa_cee8d694fa626d3eb4266367",
"reactionHash": "13d3e5c0461bb0db91024f18607205689b5eb26274a103789bd1a073fa0b5418"
},
"children": [
{
"id": "15203",
"routeId": "sa_653d1f3c192c6169e5f50842",
"moleculeId": "sa_9d1bf84778724c03bb7a6cb2",
"parentId": "15202",
"isLeaf": false,
"molecule": {
"id": "sa_9d1bf84778724c03bb7a6cb2",
"inchikey": "UHBJXACWEBEKFR-UHFFFAOYSA-N",
"smiles": "Cn1nc(I)c2cc([N+](=O)[O-])cnc21"
},
"smiles": "Cn1nc(I)c2cc([N+](=O)[O-])cnc21",
"reactionStepId": "sa_04cbba10a84e63ec616b4750",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100210644A1;0080;929626\",\"rsmi\":\"N[c:4]1[n:3][n:2]([CH3:1])[c:14]2[c:6]1[cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12][n:13]2.[IH:5]>CC(C)=O.CC(C)CCON=O.CO.ICI.O.N.O>[CH3:1][n:2]1[n:3][c:4]([I:5])[c:6]2[cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12][n:13][c:14]12\"},\"mapped_reaction_smiles\":\"N[c:4]1[n:3][n:2]([CH3:1])[c:14]2[c:6]1[cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12][n:13]2.[IH:5]>CC(C)=O.CC(C)CCON=O.CO.ICI.O.N.O>[CH3:1][n:2]1[n:3][c:4]([I:5])[c:6]2[cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12][n:13][c:14]12\"}",
"reactionStep": {
"id": "sa_04cbba10a84e63ec616b4750",
"reactionHash": "a446ecebb69d39620e06219e1915ee8b0e5c0188daca300b9a66632eb7d4b769"
},
"children": [
{
"id": "15204",
"routeId": "sa_653d1f3c192c6169e5f50842",
"moleculeId": "sa_8928fa11a3839756edc2134f",
"parentId": "15203",
"isLeaf": true,
"molecule": {
"id": "sa_8928fa11a3839756edc2134f",
"inchikey": "URUUDWBVAIURIW-UHFFFAOYSA-N",
"smiles": "Cn1nc(N)c2cc([N+](=O)[O-])cnc21"
},
"smiles": "Cn1nc(N)c2cc([N+](=O)[O-])cnc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15205",
"routeId": "sa_653d1f3c192c6169e5f50842",
"moleculeId": "sa_bc906e425e53d363266dfe60",
"parentId": "15203",
"isLeaf": true,
"molecule": {
"id": "sa_bc906e425e53d363266dfe60",
"inchikey": "XMBWDFGMSWQBCA-UHFFFAOYSA-N",
"smiles": "I"
},
"smiles": "I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15206",
"routeId": "sa_653d1f3c192c6169e5f50842",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "15201",
"isLeaf": true,
"molecule": {
"id": "sa_a7893fcf81826693d9b4bed4",
"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"smiles": "CC(=O)OC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}