Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1c(N)c(F)c(F)c2c1[nH]c(=O)n2-c1ccc(I)cc1F
InChiKey
UHKIQACVEVZFRU-UHFFFAOYSA-N
Route Signature
94e1d0f638ca7428ba35cd89e5c34d32a0c3227ae914eb109f09761e11d18bf1
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2074b74e8b1ad5e785120661",
"signature": "94e1d0f638ca7428ba35cd89e5c34d32a0c3227ae914eb109f09761e11d18bf1",
"contentHash": "a7616fa8062bdd19019f30a78ffd620f4b650891f03be6b1f456a02d7201f9dc",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_3a5440fbb4e9a5adaeedcd8e",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00849",
"moleculeId": "sa_c8ebe139d1342e613a2590c8",
"smiles": "COc1c(N)c(F)c(F)c2c1[nH]c(=O)n2-c1ccc(I)cc1F",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c8ebe139d1342e613a2590c8",
"inchikey": "UHKIQACVEVZFRU-UHFFFAOYSA-N",
"smiles": "COc1c(N)c(F)c(F)c2c1[nH]c(=O)n2-c1ccc(I)cc1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "5026",
"routeId": "sa_2074b74e8b1ad5e785120661",
"moleculeId": "sa_c8ebe139d1342e613a2590c8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c8ebe139d1342e613a2590c8",
"inchikey": "UHKIQACVEVZFRU-UHFFFAOYSA-N",
"smiles": "COc1c(N)c(F)c(F)c2c1[nH]c(=O)n2-c1ccc(I)cc1F"
},
"smiles": "COc1c(N)c(F)c(F)c2c1[nH]c(=O)n2-c1ccc(I)cc1F",
"reactionStepId": "sa_0269debe57ef377bb7ee3805",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120245209A1;0201;1277198\",\"rsmi\":\"O=[N+:5]([O-])[c:4]1[c:3]([O:2][CH3:1])[c:11]2[c:10]([c:8]([F:9])[c:6]1[F:7])[n:15](-[c:16]1[c:17]([F:18])[cH:19][c:20]([I:21])[cH:22][cH:23]1)[c:13](=[O:14])[nH:12]2>CCCCCC.CCOC(C)=O.Cl.[Zn]>[CH3:1][O:2][c:3]1[c:4]([NH2:5])[c:6]([F:7])[c:8]([F:9])[c:10]2[c:11]1[nH:12][c:13](=[O:14])[n:15]2-[c:16]1[c:17]([F:18])[cH:19][c:20]([I:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O=[N+:5]([O-])[c:4]1[c:3]([O:2][CH3:1])[c:11]2[c:10]([c:8]([F:9])[c:6]1[F:7])[n:15](-[c:16]1[c:17]([F:18])[cH:19][c:20]([I:21])[cH:22][cH:23]1)[c:13](=[O:14])[nH:12]2>CCCCCC.CCOC(C)=O.Cl.[Zn]>[CH3:1][O:2][c:3]1[c:4]([NH2:5])[c:6]([F:7])[c:8]([F:9])[c:10]2[c:11]1[nH:12][c:13](=[O:14])[n:15]2-[c:16]1[c:17]([F:18])[cH:19][c:20]([I:21])[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_0269debe57ef377bb7ee3805",
"reactionHash": "d11886cbc2dda85faa04cd309aa19831436e541bc496e92d24cf6e03c67d84fe"
},
"children": [
{
"id": "5027",
"routeId": "sa_2074b74e8b1ad5e785120661",
"moleculeId": "sa_b2fe22ec104badf5b2211cd1",
"parentId": "5026",
"isLeaf": false,
"molecule": {
"id": "sa_b2fe22ec104badf5b2211cd1",
"inchikey": "GEZRPICAVCBLHG-UHFFFAOYSA-N",
"smiles": "COc1c([N+](=O)[O-])c(F)c(F)c2c1[nH]c(=O)n2-c1ccc(I)cc1F"
},
"smiles": "COc1c([N+](=O)[O-])c(F)c(F)c2c1[nH]c(=O)n2-c1ccc(I)cc1F",
"reactionStepId": "sa_acd8ad3fa3dcd13e232411e8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120245209A1;0197;1277197\",\"rsmi\":\"O[N+:5](=[O:6])[O-:7].[CH3:1][O:2][c:3]1[cH:4][c:8]([F:9])[c:10]([F:11])[c:12]2[c:13]1[nH:14][c:15](=[O:16])[n:17]2-[c:18]1[c:19]([F:20])[cH:21][c:22]([I:23])[cH:24][cH:25]1>CCCCCC.CCOC(C)=O>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[c:8]([F:9])[c:10]([F:11])[c:12]2[c:13]1[nH:14][c:15](=[O:16])[n:17]2-[c:18]1[c:19]([F:20])[cH:21][c:22]([I:23])[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"O[N+:5](=[O:6])[O-:7].[CH3:1][O:2][c:3]1[cH:4][c:8]([F:9])[c:10]([F:11])[c:12]2[c:13]1[nH:14][c:15](=[O:16])[n:17]2-[c:18]1[c:19]([F:20])[cH:21][c:22]([I:23])[cH:24][cH:25]1>CCCCCC.CCOC(C)=O>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[c:8]([F:9])[c:10]([F:11])[c:12]2[c:13]1[nH:14][c:15](=[O:16])[n:17]2-[c:18]1[c:19]([F:20])[cH:21][c:22]([I:23])[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_acd8ad3fa3dcd13e232411e8",
"reactionHash": "2b45e6ee72a73979a9cfd6fc81a85becf1b44433b278e2fb36e9c36bdf4ada7b"
},
"children": [
{
"id": "5028",
"routeId": "sa_2074b74e8b1ad5e785120661",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "5027",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5029",
"routeId": "sa_2074b74e8b1ad5e785120661",
"moleculeId": "sa_db81dcde2d280e73a9b43104",
"parentId": "5027",
"isLeaf": false,
"molecule": {
"id": "sa_db81dcde2d280e73a9b43104",
"inchikey": "YPFLLTAFCYQUGO-UHFFFAOYSA-N",
"smiles": "COc1cc(F)c(F)c2c1[nH]c(=O)n2-c1ccc(I)cc1F"
},
"smiles": "COc1cc(F)c(F)c2c1[nH]c(=O)n2-c1ccc(I)cc1F",
"reactionStepId": "sa_09eafdf230730463db5ab8c0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120245209A1;0193;1277196\",\"rsmi\":\"[CH3:1][O:2][c:3]1[cH:4][c:5]([F:6])[c:7]([F:8])[c:9]([NH:14][c:15]2[c:16]([F:17])[cH:18][c:19]([I:20])[cH:21][cH:22]2)[c:10]1[NH2:11].c1cn([C:12](n2ccnc2)=[O:13])cn1>CCCCCC.CCOC(C)=O.ClCCl>[CH3:1][O:2][c:3]1[cH:4][c:5]([F:6])[c:7]([F:8])[c:9]2[c:10]1[nH:11][c:12](=[O:13])[n:14]2-[c:15]1[c:16]([F:17])[cH:18][c:19]([I:20])[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[cH:4][c:5]([F:6])[c:7]([F:8])[c:9]([NH:14][c:15]2[c:16]([F:17])[cH:18][c:19]([I:20])[cH:21][cH:22]2)[c:10]1[NH2:11].c1cn([C:12](n2ccnc2)=[O:13])cn1>CCCCCC.CCOC(C)=O.ClCCl>[CH3:1][O:2][c:3]1[cH:4][c:5]([F:6])[c:7]([F:8])[c:9]2[c:10]1[nH:11][c:12](=[O:13])[n:14]2-[c:15]1[c:16]([F:17])[cH:18][c:19]([I:20])[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_09eafdf230730463db5ab8c0",
"reactionHash": "78de6b3d7bd8a84025845d1b346e3e3782cd2f4e4b1d1130ef687775d20c10b0"
},
"children": [
{
"id": "5030",
"routeId": "sa_2074b74e8b1ad5e785120661",
"moleculeId": "sa_2e7cff6454e41e5e9cf28671",
"parentId": "5029",
"isLeaf": false,
"molecule": {
"id": "sa_2e7cff6454e41e5e9cf28671",
"inchikey": "HZMCKCFNDFZVCM-UHFFFAOYSA-N",
"smiles": "COc1cc(F)c(F)c(Nc2ccc(I)cc2F)c1N"
},
"smiles": "COc1cc(F)c(F)c(Nc2ccc(I)cc2F)c1N",
"reactionStepId": "sa_0c108dba6ba5e896332c0263",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120245209A1;0189;1277195\",\"rsmi\":\"O=[N+:5]([O-])[c:4]1[c:3]([O:2][CH3:1])[cH:20][c:18]([F:19])[c:16]([F:17])[c:6]1[NH:7][c:8]1[c:9]([F:10])[cH:11][c:12]([I:13])[cH:14][cH:15]1>C1CCOC1.CCCCCC.CCOC(C)=O.Cl.[Zn]>[CH3:1][O:2][c:3]1[c:4]([NH2:5])[c:6]([NH:7][c:8]2[c:9]([F:10])[cH:11][c:12]([I:13])[cH:14][cH:15]2)[c:16]([F:17])[c:18]([F:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"O=[N+:5]([O-])[c:4]1[c:3]([O:2][CH3:1])[cH:20][c:18]([F:19])[c:16]([F:17])[c:6]1[NH:7][c:8]1[c:9]([F:10])[cH:11][c:12]([I:13])[cH:14][cH:15]1>C1CCOC1.CCCCCC.CCOC(C)=O.Cl.[Zn]>[CH3:1][O:2][c:3]1[c:4]([NH2:5])[c:6]([NH:7][c:8]2[c:9]([F:10])[cH:11][c:12]([I:13])[cH:14][cH:15]2)[c:16]([F:17])[c:18]([F:19])[cH:20]1\"}",
"reactionStep": {
"id": "sa_0c108dba6ba5e896332c0263",
"reactionHash": "9af7516ff5c266642a94859fec0411adb3393def8a5d4e2b51c07df3d31f83a8"
},
"children": [
{
"id": "5031",
"routeId": "sa_2074b74e8b1ad5e785120661",
"moleculeId": "sa_dcd2d32187aae3ed5070bb6b",
"parentId": "5030",
"isLeaf": false,
"molecule": {
"id": "sa_dcd2d32187aae3ed5070bb6b",
"inchikey": "WJFSZQQCEQLSKS-UHFFFAOYSA-N",
"smiles": "COc1cc(F)c(F)c(Nc2ccc(I)cc2F)c1[N+](=O)[O-]"
},
"smiles": "COc1cc(F)c(F)c(Nc2ccc(I)cc2F)c1[N+](=O)[O-]",
"reactionStepId": "sa_a33466834b79567b20ff1524",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120245209A1;0185;1277193\",\"rsmi\":\"F[c:3]1[c:4]([N+:5](=[O:6])[O-:7])[c:8]([NH:9][c:10]2[c:11]([F:12])[cH:13][c:14]([I:15])[cH:16][cH:17]2)[c:18]([F:19])[c:20]([F:21])[cH:22]1.[CH3:1][OH:2]>C1CCOC1.CCCCCC.CCOC(C)=O.[Na+]>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[c:8]([NH:9][c:10]2[c:11]([F:12])[cH:13][c:14]([I:15])[cH:16][cH:17]2)[c:18]([F:19])[c:20]([F:21])[cH:22]1\"},\"mapped_reaction_smiles\":\"F[c:3]1[c:4]([N+:5](=[O:6])[O-:7])[c:8]([NH:9][c:10]2[c:11]([F:12])[cH:13][c:14]([I:15])[cH:16][cH:17]2)[c:18]([F:19])[c:20]([F:21])[cH:22]1.[CH3:1][OH:2]>C1CCOC1.CCCCCC.CCOC(C)=O.[Na+]>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[c:8]([NH:9][c:10]2[c:11]([F:12])[cH:13][c:14]([I:15])[cH:16][cH:17]2)[c:18]([F:19])[c:20]([F:21])[cH:22]1\"}",
"reactionStep": {
"id": "sa_a33466834b79567b20ff1524",
"reactionHash": "43ae3c08b386ee7f3970da4f7edead7ab715aafbe3c676c019cd09f23c48c0c9"
},
"children": [
{
"id": "5032",
"routeId": "sa_2074b74e8b1ad5e785120661",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "5031",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5033",
"routeId": "sa_2074b74e8b1ad5e785120661",
"moleculeId": "sa_13a1b3fde587be9463376beb",
"parentId": "5031",
"isLeaf": false,
"molecule": {
"id": "sa_13a1b3fde587be9463376beb",
"inchikey": "VMEFGWLJZYYWJN-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1c(F)cc(F)c(F)c1Nc1ccc(I)cc1F"
},
"smiles": "O=[N+]([O-])c1c(F)cc(F)c(F)c1Nc1ccc(I)cc1F",
"reactionStepId": "sa_3c530ea5fc216d03d51def84",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120245209A1;0181;1277191\",\"rsmi\":\"F[c:12]1[c:4]([N+:2](=[O:1])[O-:3])[c:5]([F:6])[cH:7][c:8]([F:9])[c:10]1[F:11].[NH2:13][c:14]1[c:15]([F:16])[cH:17][c:18]([I:19])[cH:20][cH:21]1>C1CCOC1.CCCCCC.CCOC(C)=O.C[Si](C)(C)N[Si](C)(C)C.[Li+]>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([F:6])[cH:7][c:8]([F:9])[c:10]([F:11])[c:12]1[NH:13][c:14]1[c:15]([F:16])[cH:17][c:18]([I:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"F[c:12]1[c:4]([N+:2](=[O:1])[O-:3])[c:5]([F:6])[cH:7][c:8]([F:9])[c:10]1[F:11].[NH2:13][c:14]1[c:15]([F:16])[cH:17][c:18]([I:19])[cH:20][cH:21]1>C1CCOC1.CCCCCC.CCOC(C)=O.C[Si](C)(C)N[Si](C)(C)C.[Li+]>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([F:6])[cH:7][c:8]([F:9])[c:10]([F:11])[c:12]1[NH:13][c:14]1[c:15]([F:16])[cH:17][c:18]([I:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_3c530ea5fc216d03d51def84",
"reactionHash": "360a48ab3ba0b95612fe9468875ac231992efca7619611d82779b2cc89661f00"
},
"children": [
{
"id": "5034",
"routeId": "sa_2074b74e8b1ad5e785120661",
"moleculeId": "sa_3cd0c14d967fa04960ac1db1",
"parentId": "5033",
"isLeaf": true,
"molecule": {
"id": "sa_3cd0c14d967fa04960ac1db1",
"inchikey": "CUMTUBVTKOYYOU-UHFFFAOYSA-N",
"smiles": "Nc1ccc(I)cc1F"
},
"smiles": "Nc1ccc(I)cc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5035",
"routeId": "sa_2074b74e8b1ad5e785120661",
"moleculeId": "sa_432e9ba010f4d0f29cd5459a",
"parentId": "5033",
"isLeaf": true,
"molecule": {
"id": "sa_432e9ba010f4d0f29cd5459a",
"inchikey": "FDLCUAUNAWWSBX-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1c(F)cc(F)c(F)c1F"
},
"smiles": "O=[N+]([O-])c1c(F)cc(F)c(F)c1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "5036",
"routeId": "sa_2074b74e8b1ad5e785120661",
"moleculeId": "sa_0b30a91a54f3198f02aa887d",
"parentId": "5029",
"isLeaf": true,
"molecule": {
"id": "sa_0b30a91a54f3198f02aa887d",
"inchikey": "PFKFTWBEEFSNDU-UHFFFAOYSA-N",
"smiles": "O=C(n1ccnc1)n1ccnc1"
},
"smiles": "O=C(n1ccnc1)n1ccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}