Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)N1CCC(Oc2ccc(N)cn2)CC1
InChiKey
GWVXOSRAROSAAQ-UHFFFAOYSA-N
Route Signature
8734570bf8bb0681e563e54e5a0a1fe8db99fa4a025e4d1e21a4124837999ce9
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_b4c4bf008586374562b96d95",
"signature": "8734570bf8bb0681e563e54e5a0a1fe8db99fa4a025e4d1e21a4124837999ce9",
"contentHash": "56a74d5300f5b02ccf1267baa615606759e465257fd29e6e0be51a286b95a9e8",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_f3f5d86a1619ff21e20ad279",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-08068",
"moleculeId": "sa_7d4449d722e6ed2a938fcb39",
"smiles": "CC(C)N1CCC(Oc2ccc(N)cn2)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7d4449d722e6ed2a938fcb39",
"inchikey": "GWVXOSRAROSAAQ-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCC(Oc2ccc(N)cn2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16345",
"routeId": "sa_b4c4bf008586374562b96d95",
"moleculeId": "sa_7d4449d722e6ed2a938fcb39",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7d4449d722e6ed2a938fcb39",
"inchikey": "GWVXOSRAROSAAQ-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCC(Oc2ccc(N)cn2)CC1"
},
"smiles": "CC(C)N1CCC(Oc2ccc(N)cn2)CC1",
"reactionStepId": "sa_06159de10b9bd4d10b2a8729",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120225859A1;0857;1265712\",\"rsmi\":\"O=[N+:13]([O-])[c:12]1[cH:11][cH:10][c:9]([O:8][CH:7]2[CH2:6][CH2:5][N:4]([CH:2]([CH3:1])[CH3:3])[CH2:17][CH2:16]2)[n:15][cH:14]1>CO.[H][H].[Pd]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH:7]([O:8][c:9]2[cH:10][cH:11][c:12]([NH2:13])[cH:14][n:15]2)[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"O=[N+:13]([O-])[c:12]1[cH:11][cH:10][c:9]([O:8][CH:7]2[CH2:6][CH2:5][N:4]([CH:2]([CH3:1])[CH3:3])[CH2:17][CH2:16]2)[n:15][cH:14]1>CO.[H][H].[Pd]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH:7]([O:8][c:9]2[cH:10][cH:11][c:12]([NH2:13])[cH:14][n:15]2)[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_06159de10b9bd4d10b2a8729",
"reactionHash": "5ec721ccbf997c83394b23a653fd028b42dc5fd2efdac9243ef5abc7a0bffb5f"
},
"children": [
{
"id": "16346",
"routeId": "sa_b4c4bf008586374562b96d95",
"moleculeId": "sa_cd9e94f4f4aeee983377d424",
"parentId": "16345",
"isLeaf": false,
"molecule": {
"id": "sa_cd9e94f4f4aeee983377d424",
"inchikey": "DWSWULLIRSBTTQ-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCC(Oc2ccc([N+](=O)[O-])cn2)CC1"
},
"smiles": "CC(C)N1CCC(Oc2ccc([N+](=O)[O-])cn2)CC1",
"reactionStepId": "sa_5c7f94b4cf3ebd1f50f9eae4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120225859A1;0855;1265711\",\"rsmi\":\"O=[C:2]([CH3:1])[CH3:3].[NH:4]1[CH2:5][CH2:6][CH:7]([O:8][c:9]2[n:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][cH:17]2)[CH2:18][CH2:19]1>CC(=O)O.CO.BC#N.[Na+]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH:7]([O:8][c:9]2[n:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][cH:17]2)[CH2:18][CH2:19]1\"},\"mapped_reaction_smiles\":\"O=[C:2]([CH3:1])[CH3:3].[NH:4]1[CH2:5][CH2:6][CH:7]([O:8][c:9]2[n:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][cH:17]2)[CH2:18][CH2:19]1>CC(=O)O.CO.BC#N.[Na+]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH:7]([O:8][c:9]2[n:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][cH:17]2)[CH2:18][CH2:19]1\"}",
"reactionStep": {
"id": "sa_5c7f94b4cf3ebd1f50f9eae4",
"reactionHash": "033cd154bfdae5b1570830131a1f3261653eb79496de5e83bb083afc3f09a1eb"
},
"children": [
{
"id": "16347",
"routeId": "sa_b4c4bf008586374562b96d95",
"moleculeId": "sa_7cde33951f00315079459adb",
"parentId": "16346",
"isLeaf": true,
"molecule": {
"id": "sa_7cde33951f00315079459adb",
"inchikey": "CSCPPACGZOOCGX-UHFFFAOYSA-N",
"smiles": "CC(C)=O"
},
"smiles": "CC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16348",
"routeId": "sa_b4c4bf008586374562b96d95",
"moleculeId": "sa_efec32d6342e1a3e23d8dd17",
"parentId": "16346",
"isLeaf": false,
"molecule": {
"id": "sa_efec32d6342e1a3e23d8dd17",
"inchikey": "VQDFIZFGOCWEHK-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(OC2CCNCC2)nc1"
},
"smiles": "O=[N+]([O-])c1ccc(OC2CCNCC2)nc1",
"reactionStepId": "sa_602a534a903a59a6a652444c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120225859A1;0853;1265710\",\"rsmi\":\"CC(C)(C)OC(=O)[N:12]1[CH2:11][CH2:10][CH:9]([O:8][c:7]2[n:6][cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:16][cH:15]2)[CH2:14][CH2:13]1>ClCCl.O=C(O)C(F)(F)F>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][n:6][c:7]([O:8][CH:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]2)[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:12]1[CH2:11][CH2:10][CH:9]([O:8][c:7]2[n:6][cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:16][cH:15]2)[CH2:14][CH2:13]1>ClCCl.O=C(O)C(F)(F)F>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][n:6][c:7]([O:8][CH:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]2)[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_602a534a903a59a6a652444c",
"reactionHash": "dccba29d944b53f2f026254493f446862343cdd60deb2c358d764a88270e20c5"
},
"children": [
{
"id": "16349",
"routeId": "sa_b4c4bf008586374562b96d95",
"moleculeId": "sa_85070173d993dd5140f7c67e",
"parentId": "16348",
"isLeaf": false,
"molecule": {
"id": "sa_85070173d993dd5140f7c67e",
"inchikey": "JVQMZHDBFJVUEO-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2ccc([N+](=O)[O-])cn2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2ccc([N+](=O)[O-])cn2)CC1",
"reactionStepId": "sa_8f6602988fef1aca99b677a5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120225859A1;0851;1265709\",\"rsmi\":\"Cl[c:13]1[n:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20][cH:21]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH2:22][CH2:23]1>CCOC(C)=O.CN(C)C=O.C[Si](C)(C)N[Si](C)(C)C.O.[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[n:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20][cH:21]2)[CH2:22][CH2:23]1\"},\"mapped_reaction_smiles\":\"Cl[c:13]1[n:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20][cH:21]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH2:22][CH2:23]1>CCOC(C)=O.CN(C)C=O.C[Si](C)(C)N[Si](C)(C)C.O.[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[n:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20][cH:21]2)[CH2:22][CH2:23]1\"}",
"reactionStep": {
"id": "sa_8f6602988fef1aca99b677a5",
"reactionHash": "118d847048a9bea9ade567c22dde133880f53ffbca2e16780ef2b41aa1d428e4"
},
"children": [
{
"id": "16350",
"routeId": "sa_b4c4bf008586374562b96d95",
"moleculeId": "sa_d7d7d7f9de574373042b07fa",
"parentId": "16349",
"isLeaf": true,
"molecule": {
"id": "sa_d7d7d7f9de574373042b07fa",
"inchikey": "BAZVFQBTJPBRTJ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Cl)nc1"
},
"smiles": "O=[N+]([O-])c1ccc(Cl)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16351",
"routeId": "sa_b4c4bf008586374562b96d95",
"moleculeId": "sa_08f912c37482cb09c1da49c0",
"parentId": "16349",
"isLeaf": true,
"molecule": {
"id": "sa_08f912c37482cb09c1da49c0",
"inchikey": "PWQLFIKTGRINFF-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(O)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(O)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}