Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=S1(=O)Nc2c(cc(Cl)c3cccnc23)-c2cc(C(F)(F)F)ccc21
InChiKey
HWSOJVHQCZCOIG-UHFFFAOYSA-N
Route Signature
0e5649bb3f5030ac6d757f16bee0a88738ce211b8ad8551f7fac1cce23b08da3
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_de61319a494ef83e0635733f",
"signature": "0e5649bb3f5030ac6d757f16bee0a88738ce211b8ad8551f7fac1cce23b08da3",
"contentHash": "309a0eb8bd7b549e829ad5642f163342f06b2c97e4bc3641633536ccb12ef91b",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_1d8b3abfe75a3736357017b4",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03181",
"moleculeId": "sa_99bbacd7c1237d0e99d52106",
"smiles": "O=S1(=O)Nc2c(cc(Cl)c3cccnc23)-c2cc(C(F)(F)F)ccc21",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_99bbacd7c1237d0e99d52106",
"inchikey": "HWSOJVHQCZCOIG-UHFFFAOYSA-N",
"smiles": "O=S1(=O)Nc2c(cc(Cl)c3cccnc23)-c2cc(C(F)(F)F)ccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "6724",
"routeId": "sa_de61319a494ef83e0635733f",
"moleculeId": "sa_99bbacd7c1237d0e99d52106",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_99bbacd7c1237d0e99d52106",
"inchikey": "HWSOJVHQCZCOIG-UHFFFAOYSA-N",
"smiles": "O=S1(=O)Nc2c(cc(Cl)c3cccnc23)-c2cc(C(F)(F)F)ccc21"
},
"smiles": "O=S1(=O)Nc2c(cc(Cl)c3cccnc23)-c2cc(C(F)(F)F)ccc21",
"reactionStepId": "sa_01c59b06c17a6b06ee507ded",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214803A1;1882;1260018\",\"rsmi\":\"N[c:16]1[cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][c:25]1[S:2](=[O:1])(=[O:3])[NH:4][c:5]1[c:6]2[n:7][cH:8][cH:9][cH:10][c:11]2[c:12]([Cl:13])[cH:14][cH:15]1>CC(=O)O.CC(C)(C)ON=O>[O:1]=[S:2]1(=[O:3])[NH:4][c:5]2[c:6]3[n:7][cH:8][cH:9][cH:10][c:11]3[c:12]([Cl:13])[cH:14][c:15]2-[c:16]2[cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][c:25]21\"},\"mapped_reaction_smiles\":\"N[c:16]1[cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][c:25]1[S:2](=[O:1])(=[O:3])[NH:4][c:5]1[c:6]2[n:7][cH:8][cH:9][cH:10][c:11]2[c:12]([Cl:13])[cH:14][cH:15]1>CC(=O)O.CC(C)(C)ON=O>[O:1]=[S:2]1(=[O:3])[NH:4][c:5]2[c:6]3[n:7][cH:8][cH:9][cH:10][c:11]3[c:12]([Cl:13])[cH:14][c:15]2-[c:16]2[cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][c:25]21\"}",
"reactionStep": {
"id": "sa_01c59b06c17a6b06ee507ded",
"reactionHash": "f226d7a5706ff44b0a776bebf913a1e5a5f4ffa68d965a085f0da27642768d89"
},
"children": [
{
"id": "6725",
"routeId": "sa_de61319a494ef83e0635733f",
"moleculeId": "sa_b714cfd2f04273ac3cfbca03",
"parentId": "6724",
"isLeaf": false,
"molecule": {
"id": "sa_b714cfd2f04273ac3cfbca03",
"inchikey": "CHZVMDUFCDDMCD-UHFFFAOYSA-N",
"smiles": "Nc1cc(C(F)(F)F)ccc1S(=O)(=O)Nc1ccc(Cl)c2cccnc12"
},
"smiles": "Nc1cc(C(F)(F)F)ccc1S(=O)(=O)Nc1ccc(Cl)c2cccnc12",
"reactionStepId": "sa_fcf72cbb42efe5327c3319da",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214803A1;1643;1259964\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[c:3]([S:4](=[O:5])(=[O:6])[NH:7][c:8]2[c:9]3[n:10][cH:11][cH:12][cH:13][c:14]3[c:15]([Cl:16])[cH:17][cH:18]2)[cH:19][cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26]1>CCO.Cl[Sn]Cl>[NH2:1][c:2]1[c:3]([S:4](=[O:5])(=[O:6])[NH:7][c:8]2[c:9]3[n:10][cH:11][cH:12][cH:13][c:14]3[c:15]([Cl:16])[cH:17][cH:18]2)[cH:19][cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[c:3]([S:4](=[O:5])(=[O:6])[NH:7][c:8]2[c:9]3[n:10][cH:11][cH:12][cH:13][c:14]3[c:15]([Cl:16])[cH:17][cH:18]2)[cH:19][cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26]1>CCO.Cl[Sn]Cl>[NH2:1][c:2]1[c:3]([S:4](=[O:5])(=[O:6])[NH:7][c:8]2[c:9]3[n:10][cH:11][cH:12][cH:13][c:14]3[c:15]([Cl:16])[cH:17][cH:18]2)[cH:19][cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26]1\"}",
"reactionStep": {
"id": "sa_fcf72cbb42efe5327c3319da",
"reactionHash": "a8e00de56921fe504b42b6a527b98a5a7d95f743005dda55463e60335483ed07"
},
"children": [
{
"id": "6726",
"routeId": "sa_de61319a494ef83e0635733f",
"moleculeId": "sa_ac6542dba153b23a128bea69",
"parentId": "6725",
"isLeaf": false,
"molecule": {
"id": "sa_ac6542dba153b23a128bea69",
"inchikey": "ASAQMPKNOITXMY-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(C(F)(F)F)ccc1S(=O)(=O)Nc1ccc(Cl)c2cccnc12"
},
"smiles": "O=[N+]([O-])c1cc(C(F)(F)F)ccc1S(=O)(=O)Nc1ccc(Cl)c2cccnc12",
"reactionStepId": "sa_1b26082d2179d7f57a8a844f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214803A1;1420;1259894\",\"rsmi\":\"Cl[S:6]([c:5]1[c:4]([N+:2](=[O:1])[O-:3])[cH:28][c:23]([C:24]([F:25])([F:26])[F:27])[cH:22][cH:21]1)(=[O:7])=[O:8].[NH2:9][c:10]1[c:11]2[n:12][cH:13][cH:14][cH:15][c:16]2[c:17]([Cl:18])[cH:19][cH:20]1>>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([S:6](=[O:7])(=[O:8])[NH:9][c:10]2[c:11]3[n:12][cH:13][cH:14][cH:15][c:16]3[c:17]([Cl:18])[cH:19][cH:20]2)[cH:21][cH:22][c:23]([C:24]([F:25])([F:26])[F:27])[cH:28]1\"},\"mapped_reaction_smiles\":\"Cl[S:6]([c:5]1[c:4]([N+:2](=[O:1])[O-:3])[cH:28][c:23]([C:24]([F:25])([F:26])[F:27])[cH:22][cH:21]1)(=[O:7])=[O:8].[NH2:9][c:10]1[c:11]2[n:12][cH:13][cH:14][cH:15][c:16]2[c:17]([Cl:18])[cH:19][cH:20]1>>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([S:6](=[O:7])(=[O:8])[NH:9][c:10]2[c:11]3[n:12][cH:13][cH:14][cH:15][c:16]3[c:17]([Cl:18])[cH:19][cH:20]2)[cH:21][cH:22][c:23]([C:24]([F:25])([F:26])[F:27])[cH:28]1\"}",
"reactionStep": {
"id": "sa_1b26082d2179d7f57a8a844f",
"reactionHash": "95b0def3a576f371a642f3a72c616946af6dc79cb812f4995666dff72fbd6778"
},
"children": [
{
"id": "6727",
"routeId": "sa_de61319a494ef83e0635733f",
"moleculeId": "sa_5f32b7b02c4d930b6d28f9f8",
"parentId": "6726",
"isLeaf": true,
"molecule": {
"id": "sa_5f32b7b02c4d930b6d28f9f8",
"inchikey": "KXEMVGQZZLRLBE-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(C(F)(F)F)ccc1S(=O)(=O)Cl"
},
"smiles": "O=[N+]([O-])c1cc(C(F)(F)F)ccc1S(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6728",
"routeId": "sa_de61319a494ef83e0635733f",
"moleculeId": "sa_e1fdb27b92eb2d48f206cadf",
"parentId": "6726",
"isLeaf": false,
"molecule": {
"id": "sa_e1fdb27b92eb2d48f206cadf",
"inchikey": "TVSJIVLFKNZFBJ-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Cl)c2cccnc12"
},
"smiles": "Nc1ccc(Cl)c2cccnc12",
"reactionStepId": "sa_e3153ee4624f1ca2d7f200c7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214803A1;0831;1259764\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[c:3]2[n:4][cH:5][cH:6][cH:7][c:8]2[c:9]([Cl:10])[cH:11][cH:12]1>C1CCOC1.CO.NN.O.[Ni]>[NH2:1][c:2]1[c:3]2[n:4][cH:5][cH:6][cH:7][c:8]2[c:9]([Cl:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[c:3]2[n:4][cH:5][cH:6][cH:7][c:8]2[c:9]([Cl:10])[cH:11][cH:12]1>C1CCOC1.CO.NN.O.[Ni]>[NH2:1][c:2]1[c:3]2[n:4][cH:5][cH:6][cH:7][c:8]2[c:9]([Cl:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_e3153ee4624f1ca2d7f200c7",
"reactionHash": "1c6d579da75a78e29639c398339c6971097e6fa9088e8450ae673a76740cf0a7"
},
"children": [
{
"id": "6729",
"routeId": "sa_de61319a494ef83e0635733f",
"moleculeId": "sa_70393e6672cd8815e786a526",
"parentId": "6728",
"isLeaf": false,
"molecule": {
"id": "sa_70393e6672cd8815e786a526",
"inchikey": "DHRPLGHWWKFRKY-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Cl)c2cccnc12"
},
"smiles": "O=[N+]([O-])c1ccc(Cl)c2cccnc12",
"reactionStepId": "sa_5dbe7d5caf48e9810e05f24e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214803A1;0822;1259761\",\"rsmi\":\"O[N+:2](=[O:1])[O-:3].[cH:4]1[c:5]2[n:6][cH:7][cH:8][cH:9][c:10]2[c:11]([Cl:12])[cH:13][cH:14]1>CCCCC.ClCCl.O=S(=O)(O)O.[K+]>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]2[n:6][cH:7][cH:8][cH:9][c:10]2[c:11]([Cl:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O[N+:2](=[O:1])[O-:3].[cH:4]1[c:5]2[n:6][cH:7][cH:8][cH:9][c:10]2[c:11]([Cl:12])[cH:13][cH:14]1>CCCCC.ClCCl.O=S(=O)(O)O.[K+]>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]2[n:6][cH:7][cH:8][cH:9][c:10]2[c:11]([Cl:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_5dbe7d5caf48e9810e05f24e",
"reactionHash": "b09d18d3109b9c53e4ec4d58ad4039b36306de8ed2c58cf421dea3065aa10888"
},
"children": [
{
"id": "6730",
"routeId": "sa_de61319a494ef83e0635733f",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "6729",
"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": "6731",
"routeId": "sa_de61319a494ef83e0635733f",
"moleculeId": "sa_5c7f4c05934df242af568c61",
"parentId": "6729",
"isLeaf": true,
"molecule": {
"id": "sa_5c7f4c05934df242af568c61",
"inchikey": "HJSRGOVAIOPERP-UHFFFAOYSA-N",
"smiles": "Clc1cccc2ncccc12"
},
"smiles": "Clc1cccc2ncccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}