Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(Nc2nc(C(F)(F)c3ccc(F)cc3)nc3ccsc23)n[nH]1
InChiKey
KMGOZFHHFVEAQE-UHFFFAOYSA-N
Route Signature
8469b2281c55bdcad062812933eba74dc6b241031e6e73df872f492ee943a87d
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e1e3fd820ec736ca8bbd2925",
"signature": "8469b2281c55bdcad062812933eba74dc6b241031e6e73df872f492ee943a87d",
"contentHash": "04f3aca0f1fb4ca95a771dd6ac64e0290bc4a31581255856d37a3c2bc9effe23",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_93757a84b298df45cc442f54",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03332",
"moleculeId": "sa_90e10f4010d7bb37aaa96b40",
"smiles": "Cc1cc(Nc2nc(C(F)(F)c3ccc(F)cc3)nc3ccsc23)n[nH]1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_90e10f4010d7bb37aaa96b40",
"inchikey": "KMGOZFHHFVEAQE-UHFFFAOYSA-N",
"smiles": "Cc1cc(Nc2nc(C(F)(F)c3ccc(F)cc3)nc3ccsc23)n[nH]1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6803",
"routeId": "sa_e1e3fd820ec736ca8bbd2925",
"moleculeId": "sa_90e10f4010d7bb37aaa96b40",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_90e10f4010d7bb37aaa96b40",
"inchikey": "KMGOZFHHFVEAQE-UHFFFAOYSA-N",
"smiles": "Cc1cc(Nc2nc(C(F)(F)c3ccc(F)cc3)nc3ccsc23)n[nH]1"
},
"smiles": "Cc1cc(Nc2nc(C(F)(F)c3ccc(F)cc3)nc3ccsc23)n[nH]1",
"reactionStepId": "sa_942e8e11c63b3692bc5ca0d9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130317045A1;0608;1454204\",\"rsmi\":\"Cl[c:6]1[n:7][c:8]([C:9]([F:10])([F:11])[c:12]2[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]2)[n:19][c:20]2[c:21]1[s:22][cH:23][cH:24]2.[CH3:1][c:2]1[cH:3][c:4]([NH2:5])[n:25][nH:26]1>C1COCCO1.CN(C)C=O.O>[CH3:1][c:2]1[cH:3][c:4]([NH:5][c:6]2[n:7][c:8]([C:9]([F:10])([F:11])[c:12]3[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]3)[n:19][c:20]3[c:21]2[s:22][cH:23][cH:24]3)[n:25][nH:26]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[n:7][c:8]([C:9]([F:10])([F:11])[c:12]2[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]2)[n:19][c:20]2[c:21]1[s:22][cH:23][cH:24]2.[CH3:1][c:2]1[cH:3][c:4]([NH2:5])[n:25][nH:26]1>C1COCCO1.CN(C)C=O.O>[CH3:1][c:2]1[cH:3][c:4]([NH:5][c:6]2[n:7][c:8]([C:9]([F:10])([F:11])[c:12]3[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]3)[n:19][c:20]3[c:21]2[s:22][cH:23][cH:24]3)[n:25][nH:26]1\"}",
"reactionStep": {
"id": "sa_942e8e11c63b3692bc5ca0d9",
"reactionHash": "f9d7d7d172251b3b71833086f5d3b07921f13e53727e0fdd5b2ea73d956ee496"
},
"children": [
{
"id": "6804",
"routeId": "sa_e1e3fd820ec736ca8bbd2925",
"moleculeId": "sa_bc10616e013dbfa8160634e8",
"parentId": "6803",
"isLeaf": true,
"molecule": {
"id": "sa_bc10616e013dbfa8160634e8",
"inchikey": "FYTLHYRDGXRYEY-UHFFFAOYSA-N",
"smiles": "Cc1cc(N)[nH]n1"
},
"smiles": "Cc1cc(N)n[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6805",
"routeId": "sa_e1e3fd820ec736ca8bbd2925",
"moleculeId": "sa_0ca70c0e0b710f1f5e8702a0",
"parentId": "6803",
"isLeaf": false,
"molecule": {
"id": "sa_0ca70c0e0b710f1f5e8702a0",
"inchikey": "KOFOWWFNWVKZSE-UHFFFAOYSA-N",
"smiles": "Fc1ccc(C(F)(F)c2nc(Cl)c3sccc3n2)cc1"
},
"smiles": "Fc1ccc(C(F)(F)c2nc(Cl)c3sccc3n2)cc1",
"reactionStepId": "sa_c5e7d961ab3533bde117993e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130317045A1;0607;1454203\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:17].O[c:16]1[c:12]2[c:11]([n:10][c:9]([C:6]([c:5]3[cH:4][cH:3][c:2]([F:1])[cH:20][cH:19]3)([F:7])[F:8])[n:18]1)[cH:15][cH:14][s:13]2>>[F:1][c:2]1[cH:3][cH:4][c:5]([C:6]([F:7])([F:8])[c:9]2[n:10][c:11]3[c:12]([s:13][cH:14][cH:15]3)[c:16]([Cl:17])[n:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:17].O[c:16]1[c:12]2[c:11]([n:10][c:9]([C:6]([c:5]3[cH:4][cH:3][c:2]([F:1])[cH:20][cH:19]3)([F:7])[F:8])[n:18]1)[cH:15][cH:14][s:13]2>>[F:1][c:2]1[cH:3][cH:4][c:5]([C:6]([F:7])([F:8])[c:9]2[n:10][c:11]3[c:12]([s:13][cH:14][cH:15]3)[c:16]([Cl:17])[n:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_c5e7d961ab3533bde117993e",
"reactionHash": "c11b7cd90a4f2a0338115be89dab18705deaef53b81ed9c09536a0d09c59dced"
},
"children": [
{
"id": "6806",
"routeId": "sa_e1e3fd820ec736ca8bbd2925",
"moleculeId": "sa_e1f4207e8bbf0a1cfd7f23ee",
"parentId": "6805",
"isLeaf": false,
"molecule": {
"id": "sa_e1f4207e8bbf0a1cfd7f23ee",
"inchikey": "JRNJAJQIMULKCP-UHFFFAOYSA-N",
"smiles": "Oc1nc(C(F)(F)c2ccc(F)cc2)nc2ccsc12"
},
"smiles": "Oc1nc(C(F)(F)c2ccc(F)cc2)nc2ccsc12",
"reactionStepId": "sa_e57833a2664a0a461bfd8ded",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130317045A1;0606;1454202\",\"rsmi\":\"O=[C:4]([C:5]([F:6])([F:7])[c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1)[NH:15][c:16]1[c:17]([C:2](=[O:1])[NH2:3])[s:18][cH:19][cH:20]1>CC(=O)O.CC(=O)OC(C)=O>[OH:1][c:2]1[n:3][c:4]([C:5]([F:6])([F:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[n:15][c:16]2[c:17]1[s:18][cH:19][cH:20]2\"},\"mapped_reaction_smiles\":\"O=[C:4]([C:5]([F:6])([F:7])[c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1)[NH:15][c:16]1[c:17]([C:2](=[O:1])[NH2:3])[s:18][cH:19][cH:20]1>CC(=O)O.CC(=O)OC(C)=O>[OH:1][c:2]1[n:3][c:4]([C:5]([F:6])([F:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[n:15][c:16]2[c:17]1[s:18][cH:19][cH:20]2\"}",
"reactionStep": {
"id": "sa_e57833a2664a0a461bfd8ded",
"reactionHash": "7650f63e38fbfdf0e4de5386e7ba5deb9efc1c388afdee3c452d26dfb5629493"
},
"children": [
{
"id": "6807",
"routeId": "sa_e1e3fd820ec736ca8bbd2925",
"moleculeId": "sa_c7c83e17e2cd783263f76b11",
"parentId": "6806",
"isLeaf": false,
"molecule": {
"id": "sa_c7c83e17e2cd783263f76b11",
"inchikey": "DHSMURGPVAALLB-UHFFFAOYSA-N",
"smiles": "NC(=O)c1sccc1NC(=O)C(F)(F)c1ccc(F)cc1"
},
"smiles": "NC(=O)c1sccc1NC(=O)C(F)(F)c1ccc(F)cc1",
"reactionStepId": "sa_920ba1416800890746b7975b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130317045A1;0605;1454201\",\"rsmi\":\"O[C:7](=[O:8])[C:9]([F:10])([F:11])[c:12]1[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]1.[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH2:6])[cH:19][cH:20][s:21]1>CN(C)C=O.c1ccncc1>[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH:6][C:7](=[O:8])[C:9]([F:10])([F:11])[c:12]2[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]2)[cH:19][cH:20][s:21]1\"},\"mapped_reaction_smiles\":\"O[C:7](=[O:8])[C:9]([F:10])([F:11])[c:12]1[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]1.[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH2:6])[cH:19][cH:20][s:21]1>CN(C)C=O.c1ccncc1>[NH2:1][C:2](=[O:3])[c:4]1[c:5]([NH:6][C:7](=[O:8])[C:9]([F:10])([F:11])[c:12]2[cH:13][cH:14][c:15]([F:16])[cH:17][cH:18]2)[cH:19][cH:20][s:21]1\"}",
"reactionStep": {
"id": "sa_920ba1416800890746b7975b",
"reactionHash": "21fd65b306ee44feacb7520d7fd3974c63fd6d81f1767aff84150cd01d4ea13e"
},
"children": [
{
"id": "6808",
"routeId": "sa_e1e3fd820ec736ca8bbd2925",
"moleculeId": "sa_da84c63d76cd77e1ce040d50",
"parentId": "6807",
"isLeaf": true,
"molecule": {
"id": "sa_da84c63d76cd77e1ce040d50",
"inchikey": "BKDZTJNNXCNSCK-UHFFFAOYSA-N",
"smiles": "N=C(O)c1sccc1N"
},
"smiles": "NC(=O)c1sccc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6809",
"routeId": "sa_e1e3fd820ec736ca8bbd2925",
"moleculeId": "sa_fd7ec7b1325b867038cebb84",
"parentId": "6807",
"isLeaf": true,
"molecule": {
"id": "sa_fd7ec7b1325b867038cebb84",
"inchikey": "POBKFWBINPQWMW-UHFFFAOYSA-N",
"smiles": "O=C(O)C(F)(F)c1ccc(F)cc1"
},
"smiles": "O=C(O)C(F)(F)c1ccc(F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6810",
"routeId": "sa_e1e3fd820ec736ca8bbd2925",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "6805",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}