Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cccc(Nc2cc(Oc3ccc(N)cc3)ncn2)c1
InChiKey
KTYPESCCLHWTAJ-UHFFFAOYSA-N
Route Signature
d7c877bfe72aa3933bf1eca483e3533fe43d4b1c86fb458f25c8ee36f43d7d11
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_21ee510d65c2634e6fcccae7",
"signature": "d7c877bfe72aa3933bf1eca483e3533fe43d4b1c86fb458f25c8ee36f43d7d11",
"contentHash": "d2a6c9444f78d3cc356cf0a89bd77c1542684c4174c52c086592289132f88577",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_665ec234ee669f5235b46d57",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-07231",
"moleculeId": "sa_b54e89f291307ca831ca36d4",
"smiles": "COc1cccc(Nc2cc(Oc3ccc(N)cc3)ncn2)c1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b54e89f291307ca831ca36d4",
"inchikey": "KTYPESCCLHWTAJ-UHFFFAOYSA-N",
"smiles": "COc1cccc(Nc2cc(Oc3ccc(N)cc3)ncn2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8221",
"routeId": "sa_21ee510d65c2634e6fcccae7",
"moleculeId": "sa_b54e89f291307ca831ca36d4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b54e89f291307ca831ca36d4",
"inchikey": "KTYPESCCLHWTAJ-UHFFFAOYSA-N",
"smiles": "COc1cccc(Nc2cc(Oc3ccc(N)cc3)ncn2)c1"
},
"smiles": "COc1cccc(Nc2cc(Oc3ccc(N)cc3)ncn2)c1",
"reactionStepId": "sa_e9ab160f3476dd88fb379003",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080312192A1;0477;644079\",\"rsmi\":\"O=[N+:19]([O-])[c:18]1[cH:17][cH:16][c:15]([O:14][c:13]2[n:12][cH:11][n:10][c:9]([NH:8][c:7]3[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[cH:23]3)[cH:22]2)[cH:21][cH:20]1>C1CCOC1.CO.[Ni]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH:8][c:9]2[n:10][cH:11][n:12][c:13]([O:14][c:15]3[cH:16][cH:17][c:18]([NH2:19])[cH:20][cH:21]3)[cH:22]2)[cH:23]1\"},\"mapped_reaction_smiles\":\"O=[N+:19]([O-])[c:18]1[cH:17][cH:16][c:15]([O:14][c:13]2[n:12][cH:11][n:10][c:9]([NH:8][c:7]3[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[cH:23]3)[cH:22]2)[cH:21][cH:20]1>C1CCOC1.CO.[Ni]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH:8][c:9]2[n:10][cH:11][n:12][c:13]([O:14][c:15]3[cH:16][cH:17][c:18]([NH2:19])[cH:20][cH:21]3)[cH:22]2)[cH:23]1\"}",
"reactionStep": {
"id": "sa_e9ab160f3476dd88fb379003",
"reactionHash": "f55cde3a62a1f74ebafa260fe58c29d36949cc45a199bf426ddc70d95f37a750"
},
"children": [
{
"id": "8222",
"routeId": "sa_21ee510d65c2634e6fcccae7",
"moleculeId": "sa_62c58bfe3cded62e895f47d0",
"parentId": "8221",
"isLeaf": false,
"molecule": {
"id": "sa_62c58bfe3cded62e895f47d0",
"inchikey": "VUMWEMYNYUFCLV-UHFFFAOYSA-N",
"smiles": "COc1cccc(Nc2cc(Oc3ccc([N+](=O)[O-])cc3)ncn2)c1"
},
"smiles": "COc1cccc(Nc2cc(Oc3ccc([N+](=O)[O-])cc3)ncn2)c1",
"reactionStepId": "sa_54891ee64424ae836c980cad",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080312192A1;0476;644078\",\"rsmi\":\"Cl[c:9]1[n:10][cH:11][n:12][c:13]([O:14][c:15]2[cH:16][cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]2)[cH:24]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH2:8])[cH:25]1>CC(C)O.CCN(C(C)C)C(C)C>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH:8][c:9]2[n:10][cH:11][n:12][c:13]([O:14][c:15]3[cH:16][cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]3)[cH:24]2)[cH:25]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[n:10][cH:11][n:12][c:13]([O:14][c:15]2[cH:16][cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]2)[cH:24]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH2:8])[cH:25]1>CC(C)O.CCN(C(C)C)C(C)C>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH:8][c:9]2[n:10][cH:11][n:12][c:13]([O:14][c:15]3[cH:16][cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]3)[cH:24]2)[cH:25]1\"}",
"reactionStep": {
"id": "sa_54891ee64424ae836c980cad",
"reactionHash": "b73726071bb3bebc6d4681b3ceca9a52f8db957835670bbfae363beff09a4c66"
},
"children": [
{
"id": "8223",
"routeId": "sa_21ee510d65c2634e6fcccae7",
"moleculeId": "sa_927434ac946be66cfecccf26",
"parentId": "8222",
"isLeaf": true,
"molecule": {
"id": "sa_927434ac946be66cfecccf26",
"inchikey": "NCBZRJODKRCREW-UHFFFAOYSA-N",
"smiles": "COc1cccc(N)c1"
},
"smiles": "COc1cccc(N)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8224",
"routeId": "sa_21ee510d65c2634e6fcccae7",
"moleculeId": "sa_12cec431b4bc67fe0743c65c",
"parentId": "8222",
"isLeaf": false,
"molecule": {
"id": "sa_12cec431b4bc67fe0743c65c",
"inchikey": "TZXIWIUCQFFQDT-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Oc2cc(Cl)ncn2)cc1"
},
"smiles": "O=[N+]([O-])c1ccc(Oc2cc(Cl)ncn2)cc1",
"reactionStepId": "sa_995c6531c273c9612a1bb0d5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080312192A1;0230;643974\",\"rsmi\":\"Cl[c:9]1[cH:10][c:11]([Cl:12])[n:13][cH:14][n:15]1.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([OH:8])[cH:16][cH:17]1>CC(C)=O.O.[Na+].O>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([O:8][c:9]2[cH:10][c:11]([Cl:12])[n:13][cH:14][n:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[cH:10][c:11]([Cl:12])[n:13][cH:14][n:15]1.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([OH:8])[cH:16][cH:17]1>CC(C)=O.O.[Na+].O>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([O:8][c:9]2[cH:10][c:11]([Cl:12])[n:13][cH:14][n:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_995c6531c273c9612a1bb0d5",
"reactionHash": "7b7f29941925868b29735b3e79f1574d37baa23aff21e9a9837255c56296afde"
},
"children": [
{
"id": "8225",
"routeId": "sa_21ee510d65c2634e6fcccae7",
"moleculeId": "sa_147b4db36ece2bc0cf54b265",
"parentId": "8224",
"isLeaf": true,
"molecule": {
"id": "sa_147b4db36ece2bc0cf54b265",
"inchikey": "BTJIUGUIPKRLHP-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(O)cc1"
},
"smiles": "O=[N+]([O-])c1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8226",
"routeId": "sa_21ee510d65c2634e6fcccae7",
"moleculeId": "sa_db8aea1103296dc9b89dfb68",
"parentId": "8224",
"isLeaf": true,
"molecule": {
"id": "sa_db8aea1103296dc9b89dfb68",
"inchikey": "XJPZKYIHCLDXST-UHFFFAOYSA-N",
"smiles": "Clc1cc(Cl)ncn1"
},
"smiles": "Clc1cc(Cl)ncn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}