Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(c1ccc(Nc2nc3cc(Cl)ccn3n2)c(OCC(F)(F)F)c1)N1CC(F)C1
InChiKey
USQYZXUZSCUOMW-UHFFFAOYSA-N
Route Signature
fd8b0005dd97396e35d31cc6e596c61ac2e3d3dbd6e4e5dd93e881be797f705d
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_54d4b14f70c73799f50f2f62",
"signature": "fd8b0005dd97396e35d31cc6e596c61ac2e3d3dbd6e4e5dd93e881be797f705d",
"contentHash": "a47f37f867a86af9d349ad70feb17ccdea988a78afd367fe7ecb9757123970f7",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_4712b6c1d1db1fcd0482b0ff",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07787",
"moleculeId": "sa_d6a6a73d589b53f630e32675",
"smiles": "O=C(c1ccc(Nc2nc3cc(Cl)ccn3n2)c(OCC(F)(F)F)c1)N1CC(F)C1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_d6a6a73d589b53f630e32675",
"inchikey": "USQYZXUZSCUOMW-UHFFFAOYSA-N",
"smiles": "O=C(c1ccc(Nc2nc3cc(Cl)ccn3n2)c(OCC(F)(F)F)c1)N1CC(F)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11812",
"routeId": "sa_54d4b14f70c73799f50f2f62",
"moleculeId": "sa_d6a6a73d589b53f630e32675",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d6a6a73d589b53f630e32675",
"inchikey": "USQYZXUZSCUOMW-UHFFFAOYSA-N",
"smiles": "O=C(c1ccc(Nc2nc3cc(Cl)ccn3n2)c(OCC(F)(F)F)c1)N1CC(F)C1"
},
"smiles": "O=C(c1ccc(Nc2nc3cc(Cl)ccn3n2)c(OCC(F)(F)F)c1)N1CC(F)C1",
"reactionStepId": "sa_4165cdfa31cd1b95bbd2e737",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160207928A1;0688;1909736\",\"rsmi\":\"Br[c:12]1[c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[cH:4][c:3]([C:2](=[O:1])[N:26]2[CH2:27][CH:28]([F:29])[CH2:30]2)[cH:25][cH:24]1.[NH2:13][c:14]1[n:15][n:16]2[cH:17][cH:18][c:19]([Cl:20])[cH:21][c:22]2[n:23]1>>[O:1]=[C:2]([c:3]1[cH:4][c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[c:12]([NH:13][c:14]2[n:15][n:16]3[cH:17][cH:18][c:19]([Cl:20])[cH:21][c:22]3[n:23]2)[cH:24][cH:25]1)[N:26]1[CH2:27][CH:28]([F:29])[CH2:30]1\"},\"mapped_reaction_smiles\":\"Br[c:12]1[c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[cH:4][c:3]([C:2](=[O:1])[N:26]2[CH2:27][CH:28]([F:29])[CH2:30]2)[cH:25][cH:24]1.[NH2:13][c:14]1[n:15][n:16]2[cH:17][cH:18][c:19]([Cl:20])[cH:21][c:22]2[n:23]1>>[O:1]=[C:2]([c:3]1[cH:4][c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[c:12]([NH:13][c:14]2[n:15][n:16]3[cH:17][cH:18][c:19]([Cl:20])[cH:21][c:22]3[n:23]2)[cH:24][cH:25]1)[N:26]1[CH2:27][CH:28]([F:29])[CH2:30]1\"}",
"reactionStep": {
"id": "sa_4165cdfa31cd1b95bbd2e737",
"reactionHash": "e3a669749f9a097e3697011a9e04830fd88deff25ff866931f3cf90858f0c90f"
},
"children": [
{
"id": "11813",
"routeId": "sa_54d4b14f70c73799f50f2f62",
"moleculeId": "sa_e420da30a52dbb1754023a4a",
"parentId": "11812",
"isLeaf": false,
"molecule": {
"id": "sa_e420da30a52dbb1754023a4a",
"inchikey": "GZDFHYMMHZAWSN-UHFFFAOYSA-N",
"smiles": "Nc1nc2cc(Cl)ccn2n1"
},
"smiles": "Nc1nc2cc(Cl)ccn2n1",
"reactionStepId": "sa_54d26c39b54858deb9f9f45c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160207928A1;0675;1909733\",\"rsmi\":\"CCOC(=O)[NH:1][C:2](=S)[NH:11][c:10]1[n:4][cH:5][cH:6][c:7]([Cl:8])[cH:9]1.O[NH2:3]>CCN(C(C)C)C(C)C.CCO.CO.Cl>[NH2:1][c:2]1[n:3][n:4]2[cH:5][cH:6][c:7]([Cl:8])[cH:9][c:10]2[n:11]1\"},\"mapped_reaction_smiles\":\"CCOC(=O)[NH:1][C:2](=S)[NH:11][c:10]1[n:4][cH:5][cH:6][c:7]([Cl:8])[cH:9]1.O[NH2:3]>CCN(C(C)C)C(C)C.CCO.CO.Cl>[NH2:1][c:2]1[n:3][n:4]2[cH:5][cH:6][c:7]([Cl:8])[cH:9][c:10]2[n:11]1\"}",
"reactionStep": {
"id": "sa_54d26c39b54858deb9f9f45c",
"reactionHash": "3aca6a46b5c2bf197b76121b7e5c0860fa95d4ddb13a2bc4265a1d0499cea6c2"
},
"children": [
{
"id": "11814",
"routeId": "sa_54d4b14f70c73799f50f2f62",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "11813",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11815",
"routeId": "sa_54d4b14f70c73799f50f2f62",
"moleculeId": "sa_397c576b0eb2192764e063fe",
"parentId": "11813",
"isLeaf": true,
"molecule": {
"id": "sa_397c576b0eb2192764e063fe",
"inchikey": "ZFHHOZNZAFCDBP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)NC(=S)Nc1cc(Cl)ccn1"
},
"smiles": "CCOC(=O)NC(=S)Nc1cc(Cl)ccn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11816",
"routeId": "sa_54d4b14f70c73799f50f2f62",
"moleculeId": "sa_12aa7d55995d04b923654d91",
"parentId": "11812",
"isLeaf": false,
"molecule": {
"id": "sa_12aa7d55995d04b923654d91",
"inchikey": "QQZKRNFQLGYWJR-UHFFFAOYSA-N",
"smiles": "O=C(c1ccc(Br)c(OCC(F)(F)F)c1)N1CC(F)C1"
},
"smiles": "O=C(c1ccc(Br)c(OCC(F)(F)F)c1)N1CC(F)C1",
"reactionStepId": "sa_1139c87d22a3c7de2694d39f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160207928A1;0745;1909754\",\"rsmi\":\"O[C:2](=[O:1])[c:3]1[cH:4][c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[c:12]([Br:13])[cH:14][cH:15]1.[NH:16]1[CH2:17][CH:18]([F:19])[CH2:20]1>Cl>[O:1]=[C:2]([c:3]1[cH:4][c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[c:12]([Br:13])[cH:14][cH:15]1)[N:16]1[CH2:17][CH:18]([F:19])[CH2:20]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:3]1[cH:4][c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[c:12]([Br:13])[cH:14][cH:15]1.[NH:16]1[CH2:17][CH:18]([F:19])[CH2:20]1>Cl>[O:1]=[C:2]([c:3]1[cH:4][c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[c:12]([Br:13])[cH:14][cH:15]1)[N:16]1[CH2:17][CH:18]([F:19])[CH2:20]1\"}",
"reactionStep": {
"id": "sa_1139c87d22a3c7de2694d39f",
"reactionHash": "31a377cbb67c3b849eeecab4178ad52e7fdcd398c66b3d255d8452113f686898"
},
"children": [
{
"id": "11817",
"routeId": "sa_54d4b14f70c73799f50f2f62",
"moleculeId": "sa_833a469b0f7a539c622c3a4c",
"parentId": "11816",
"isLeaf": false,
"molecule": {
"id": "sa_833a469b0f7a539c622c3a4c",
"inchikey": "RMYYCPPLIIKPBI-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(Br)c(OCC(F)(F)F)c1"
},
"smiles": "O=C(O)c1ccc(Br)c(OCC(F)(F)F)c1",
"reactionStepId": "sa_1cab1d51ec088d5130f72a4c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160207928A1;0739;1909752\",\"rsmi\":\"C[O:3][C:2](=[O:1])[c:4]1[cH:5][c:6]([O:7][CH2:8][C:9]([F:10])([F:11])[F:12])[c:13]([Br:14])[cH:15][cH:16]1>C1CCOC1.CO.Cl.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6]([O:7][CH2:8][C:9]([F:10])([F:11])[F:12])[c:13]([Br:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[c:4]1[cH:5][c:6]([O:7][CH2:8][C:9]([F:10])([F:11])[F:12])[c:13]([Br:14])[cH:15][cH:16]1>C1CCOC1.CO.Cl.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6]([O:7][CH2:8][C:9]([F:10])([F:11])[F:12])[c:13]([Br:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_1cab1d51ec088d5130f72a4c",
"reactionHash": "0709be550485c702ea0ea2d98f57c90eacb088f05a53c0a28a740a488f8fd459"
},
"children": [
{
"id": "11818",
"routeId": "sa_54d4b14f70c73799f50f2f62",
"moleculeId": "sa_9d3655d0cb43890640a9eb7c",
"parentId": "11817",
"isLeaf": true,
"molecule": {
"id": "sa_9d3655d0cb43890640a9eb7c",
"inchikey": "KIUAWNHTCCQVBP-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Br)c(OCC(F)(F)F)c1"
},
"smiles": "COC(=O)c1ccc(Br)c(OCC(F)(F)F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11819",
"routeId": "sa_54d4b14f70c73799f50f2f62",
"moleculeId": "sa_50ba005ae450b4281e7b8c60",
"parentId": "11816",
"isLeaf": true,
"molecule": {
"id": "sa_50ba005ae450b4281e7b8c60",
"inchikey": "WQYAZBFZFIUIPL-UHFFFAOYSA-N",
"smiles": "FC1CNC1"
},
"smiles": "FC1CNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}