Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@@H](Oc1nc(-c2ccc(C3CC3)nc2)cc2nn(C)cc12)[C@H]1CNC(=O)C1
InChiKey
WEAPUKHGRBTBGN-IUODEOHRSA-N
Route Signature
649ad9b5a8915adff9567607a6a36b9becc70f512227b064b5632c69b863e052
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a199ca36a2ab52569cd39290",
"signature": "649ad9b5a8915adff9567607a6a36b9becc70f512227b064b5632c69b863e052",
"contentHash": "f3e2ae1f80febd51512349a2c6335068ae3dbc6495a88f4e3dfba07ebf158f3a",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_3226c4d03c729c094fb44add",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03894",
"moleculeId": "sa_aa827124faab8a4934a3613b",
"smiles": "C[C@@H](Oc1nc(-c2ccc(C3CC3)nc2)cc2nn(C)cc12)[C@H]1CNC(=O)C1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_aa827124faab8a4934a3613b",
"inchikey": "WEAPUKHGRBTBGN-IUODEOHRSA-N",
"smiles": "C[C@@H](Oc1nc(-c2ccc(C3CC3)nc2)cc2nn(C)cc12)[C@H]1CNC(=O)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15303",
"routeId": "sa_a199ca36a2ab52569cd39290",
"moleculeId": "sa_aa827124faab8a4934a3613b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_aa827124faab8a4934a3613b",
"inchikey": "WEAPUKHGRBTBGN-IUODEOHRSA-N",
"smiles": "C[C@@H](Oc1nc(-c2ccc(C3CC3)nc2)cc2nn(C)cc12)[C@H]1CNC(=O)C1"
},
"smiles": "C[C@@H](Oc1nc(-c2ccc(C3CC3)nc2)cc2nn(C)cc12)[C@H]1CNC(=O)C1",
"reactionStepId": "sa_b6534cedd71d158e670607ab",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160244446A1;0383;1925489\",\"rsmi\":\"CC1(C)OB([c:7]2[cH:8][cH:9][c:10]([CH:11]3[CH2:12][CH2:13]3)[n:14][cH:15]2)OC1(C)C.Cl[c:6]1[n:5][c:4]([O:3][C@H:2]([CH3:1])[C@H:23]2[CH2:24][NH:25][C:26](=[O:27])[CH2:28]2)[c:22]2[c:17]([cH:16]1)[n:18][n:19]([CH3:20])[cH:21]2>CC(=O)N(C)C.O=C(O)O.[Na+].[Na+]>[CH3:1][C@@H:2]([O:3][c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([CH:11]3[CH2:12][CH2:13]3)[n:14][cH:15]2)[cH:16][c:17]2[n:18][n:19]([CH3:20])[cH:21][c:22]12)[C@H:23]1[CH2:24][NH:25][C:26](=[O:27])[CH2:28]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:7]2[cH:8][cH:9][c:10]([CH:11]3[CH2:12][CH2:13]3)[n:14][cH:15]2)OC1(C)C.Cl[c:6]1[n:5][c:4]([O:3][C@H:2]([CH3:1])[C@H:23]2[CH2:24][NH:25][C:26](=[O:27])[CH2:28]2)[c:22]2[c:17]([cH:16]1)[n:18][n:19]([CH3:20])[cH:21]2>CC(=O)N(C)C.O=C(O)O.[Na+].[Na+]>[CH3:1][C@@H:2]([O:3][c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([CH:11]3[CH2:12][CH2:13]3)[n:14][cH:15]2)[cH:16][c:17]2[n:18][n:19]([CH3:20])[cH:21][c:22]12)[C@H:23]1[CH2:24][NH:25][C:26](=[O:27])[CH2:28]1\"}",
"reactionStep": {
"id": "sa_b6534cedd71d158e670607ab",
"reactionHash": "50698aa8ffe4179c1e17cbbdf5d4c27422c06547a3cbcaf978ba16b02158c1fd"
},
"children": [
{
"id": "15304",
"routeId": "sa_a199ca36a2ab52569cd39290",
"moleculeId": "sa_21479ccc1a8cb3c745b5184b",
"parentId": "15303",
"isLeaf": false,
"molecule": {
"id": "sa_21479ccc1a8cb3c745b5184b",
"inchikey": "PSQIYEWHKQZCDV-HTQZYQBOSA-N",
"smiles": "C[C@@H](Oc1nc(Cl)cc2nn(C)cc12)[C@H]1CNC(=O)C1"
},
"smiles": "C[C@@H](Oc1nc(Cl)cc2nn(C)cc12)[C@H]1CNC(=O)C1",
"reactionStepId": "sa_25ae62fc6628284a975a9330",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160244446A1;0307;1925469\",\"rsmi\":\"COc1ccc([C@H](C)[N:17]2[CH2:16][C@H:15]([C@@H:2]([CH3:1])[O:3][c:4]3[n:5][c:6]([Cl:7])[cH:8][c:9]4[n:10][n:11]([CH3:12])[cH:13][c:14]34)[CH2:20][C:18]2=[O:19])cc1>COc1ccccc1.O=C(O)C(F)(F)F>[CH3:1][C@@H:2]([O:3][c:4]1[n:5][c:6]([Cl:7])[cH:8][c:9]2[n:10][n:11]([CH3:12])[cH:13][c:14]12)[C@H:15]1[CH2:16][NH:17][C:18](=[O:19])[CH2:20]1\"},\"mapped_reaction_smiles\":\"COc1ccc([C@H](C)[N:17]2[CH2:16][C@H:15]([C@@H:2]([CH3:1])[O:3][c:4]3[n:5][c:6]([Cl:7])[cH:8][c:9]4[n:10][n:11]([CH3:12])[cH:13][c:14]34)[CH2:20][C:18]2=[O:19])cc1>COc1ccccc1.O=C(O)C(F)(F)F>[CH3:1][C@@H:2]([O:3][c:4]1[n:5][c:6]([Cl:7])[cH:8][c:9]2[n:10][n:11]([CH3:12])[cH:13][c:14]12)[C@H:15]1[CH2:16][NH:17][C:18](=[O:19])[CH2:20]1\"}",
"reactionStep": {
"id": "sa_25ae62fc6628284a975a9330",
"reactionHash": "d1ec5b96ba8630c1a5e6537cbac49cbf8f633fe3cd5e38d95b41d8e1ff412e09"
},
"children": [
{
"id": "15305",
"routeId": "sa_a199ca36a2ab52569cd39290",
"moleculeId": "sa_c788ee0fb1ed3dec4174ec9e",
"parentId": "15304",
"isLeaf": false,
"molecule": {
"id": "sa_c788ee0fb1ed3dec4174ec9e",
"inchikey": "KVSCWTPCAJMLAR-SQWLQELKSA-N",
"smiles": "COc1ccc([C@H](C)N2C[C@H]([C@@H](C)Oc3nc(Cl)cc4nn(C)cc34)CC2=O)cc1"
},
"smiles": "COc1ccc([C@H](C)N2C[C@H]([C@@H](C)Oc3nc(Cl)cc4nn(C)cc34)CC2=O)cc1",
"reactionStepId": "sa_aeac66bc3c8d890bafefea42",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160244446A1;0302;1925468\",\"rsmi\":\"Cl[c:15]1[n:16][c:17]([Cl:18])[cH:19][c:20]2[n:21][n:22]([CH3:23])[cH:24][c:25]12.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C@H:7]([CH3:8])[N:9]2[CH2:10][C@H:11]([C@@H:12]([CH3:13])[OH:14])[CH2:26][C:27]2=[O:28])[cH:29][cH:30]1>C1COCCO1.[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C@H:7]([CH3:8])[N:9]2[CH2:10][C@H:11]([C@@H:12]([CH3:13])[O:14][c:15]3[n:16][c:17]([Cl:18])[cH:19][c:20]4[n:21][n:22]([CH3:23])[cH:24][c:25]34)[CH2:26][C:27]2=[O:28])[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Cl[c:15]1[n:16][c:17]([Cl:18])[cH:19][c:20]2[n:21][n:22]([CH3:23])[cH:24][c:25]12.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C@H:7]([CH3:8])[N:9]2[CH2:10][C@H:11]([C@@H:12]([CH3:13])[OH:14])[CH2:26][C:27]2=[O:28])[cH:29][cH:30]1>C1COCCO1.[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C@H:7]([CH3:8])[N:9]2[CH2:10][C@H:11]([C@@H:12]([CH3:13])[O:14][c:15]3[n:16][c:17]([Cl:18])[cH:19][c:20]4[n:21][n:22]([CH3:23])[cH:24][c:25]34)[CH2:26][C:27]2=[O:28])[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_aeac66bc3c8d890bafefea42",
"reactionHash": "1a6743f91122ced11b1ccf4663b42cc8be7e0448a8c97f34e0fc4f398ec408d9"
},
"children": [
{
"id": "15306",
"routeId": "sa_a199ca36a2ab52569cd39290",
"moleculeId": "sa_01d8f41061e5a27ed1ef0348",
"parentId": "15305",
"isLeaf": true,
"molecule": {
"id": "sa_01d8f41061e5a27ed1ef0348",
"inchikey": "GFBYXQRFRNIEEM-UHFFFAOYSA-N",
"smiles": "Cn1cc2c(Cl)nc(Cl)cc2n1"
},
"smiles": "Cn1cc2c(Cl)nc(Cl)cc2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15307",
"routeId": "sa_a199ca36a2ab52569cd39290",
"moleculeId": "sa_bf5ced00307ad5bb5722b7c9",
"parentId": "15305",
"isLeaf": false,
"molecule": {
"id": "sa_bf5ced00307ad5bb5722b7c9",
"inchikey": "PMHXOVWGWGSGGS-DMDPSCGWSA-N",
"smiles": "COc1ccc([C@H](C)N2C[C@H]([C@@H](C)O)CC2=O)cc1"
},
"smiles": "COc1ccc([C@H](C)N2C[C@H]([C@@H](C)O)CC2=O)cc1",
"reactionStepId": "sa_fa0faf3e985869e2690e6795",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160244446A1;0146;1925442\",\"rsmi\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C@H:7]([CH3:8])[N:9]2[CH2:10][C@H:11]([C:12]([CH3:13])=[O:14])[CH2:15][C:16]2=[O:17])[cH:18][cH:19]1>CC#N.Cc1ccc(S(=O)(=O)N[C@@H](c2ccccc2)[C@@H](N)c2ccccc2)cc1.O.O=CO.Cl.Cl.Cl.Cl.[Ir+3].[Ir+3].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C@H:7]([CH3:8])[N:9]2[CH2:10][C@H:11]([C@@H:12]([CH3:13])[OH:14])[CH2:15][C:16]2=[O:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C@H:7]([CH3:8])[N:9]2[CH2:10][C@H:11]([C:12]([CH3:13])=[O:14])[CH2:15][C:16]2=[O:17])[cH:18][cH:19]1>CC#N.Cc1ccc(S(=O)(=O)N[C@@H](c2ccccc2)[C@@H](N)c2ccccc2)cc1.O.O=CO.Cl.Cl.Cl.Cl.[Ir+3].[Ir+3].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C@H:7]([CH3:8])[N:9]2[CH2:10][C@H:11]([C@@H:12]([CH3:13])[OH:14])[CH2:15][C:16]2=[O:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_fa0faf3e985869e2690e6795",
"reactionHash": "ff7d5bbf41bfef192f00f041d83c495a783e7c4e3f2394dbb86c5947a1873b39"
},
"children": [
{
"id": "15308",
"routeId": "sa_a199ca36a2ab52569cd39290",
"moleculeId": "sa_2928d99a7cc2adce2f13536e",
"parentId": "15307",
"isLeaf": true,
"molecule": {
"id": "sa_2928d99a7cc2adce2f13536e",
"inchikey": "XZXAYJGAMIYAIZ-GXFFZTMASA-N",
"smiles": "COc1ccc([C@H](C)N2C[C@H](C(C)=O)CC2=O)cc1"
},
"smiles": "COc1ccc([C@H](C)N2C[C@H](C(C)=O)CC2=O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "15309",
"routeId": "sa_a199ca36a2ab52569cd39290",
"moleculeId": "sa_0705d387dc947d31d41b0df3",
"parentId": "15303",
"isLeaf": true,
"molecule": {
"id": "sa_0705d387dc947d31d41b0df3",
"inchikey": "XJHHJKRQUDXIKL-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccc(C3CC3)nc2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc(C3CC3)nc2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}