Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)N1CCN(c2ccc(CCc3cc(F)cc(-c4ccncc4)c3)cc2)CC1
InChiKey
ZQXYJRUCSPIKLC-UHFFFAOYSA-N
Route Signature
591e69cdbc38ecec50be9ad9a7474f9c28eb744f71abc62610e5d15a1e84d42a
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_9eac81d6b80926a3d19579bf",
"signature": "591e69cdbc38ecec50be9ad9a7474f9c28eb744f71abc62610e5d15a1e84d42a",
"contentHash": "e60c4339ed788cb3b016a4fb0d80618d6b779a240631cb44b72f39a0292a0738",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_50c217b66d85296bf9209467",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-04143",
"moleculeId": "sa_c2d19decb093c019126985eb",
"smiles": "CC(=O)N1CCN(c2ccc(CCc3cc(F)cc(-c4ccncc4)c3)cc2)CC1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_c2d19decb093c019126985eb",
"inchikey": "ZQXYJRUCSPIKLC-UHFFFAOYSA-N",
"smiles": "CC(=O)N1CCN(c2ccc(CCc3cc(F)cc(-c4ccncc4)c3)cc2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11167",
"routeId": "sa_9eac81d6b80926a3d19579bf",
"moleculeId": "sa_c2d19decb093c019126985eb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c2d19decb093c019126985eb",
"inchikey": "ZQXYJRUCSPIKLC-UHFFFAOYSA-N",
"smiles": "CC(=O)N1CCN(c2ccc(CCc3cc(F)cc(-c4ccncc4)c3)cc2)CC1"
},
"smiles": "CC(=O)N1CCN(c2ccc(CCc3cc(F)cc(-c4ccncc4)c3)cc2)CC1",
"reactionStepId": "sa_5bafd9c9de6256f2cede8784",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160221990A1;0293;1914816\",\"rsmi\":\"[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11](/[CH:12]=[CH:13]/[c:14]3[cH:15][c:16]([F:17])[cH:18][c:19](-[c:20]4[cH:21][cH:22][n:23][cH:24][cH:25]4)[cH:26]3)[cH:27][cH:28]2)[CH2:29][CH2:30]1>O=S(=O)(N1CCN(c2ccc(CCc3cc(F)cc(-c4ccncc4)c3)cc2)CC1)C(F)(F)F>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11]([CH2:12][CH2:13][c:14]3[cH:15][c:16]([F:17])[cH:18][c:19](-[c:20]4[cH:21][cH:22][n:23][cH:24][cH:25]4)[cH:26]3)[cH:27][cH:28]2)[CH2:29][CH2:30]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11](/[CH:12]=[CH:13]/[c:14]3[cH:15][c:16]([F:17])[cH:18][c:19](-[c:20]4[cH:21][cH:22][n:23][cH:24][cH:25]4)[cH:26]3)[cH:27][cH:28]2)[CH2:29][CH2:30]1>O=S(=O)(N1CCN(c2ccc(CCc3cc(F)cc(-c4ccncc4)c3)cc2)CC1)C(F)(F)F>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11]([CH2:12][CH2:13][c:14]3[cH:15][c:16]([F:17])[cH:18][c:19](-[c:20]4[cH:21][cH:22][n:23][cH:24][cH:25]4)[cH:26]3)[cH:27][cH:28]2)[CH2:29][CH2:30]1\"}",
"reactionStep": {
"id": "sa_5bafd9c9de6256f2cede8784",
"reactionHash": "fc7ff311d14e2698e1b4e7ab99298e281e0057cbf815c1079e97a33095e0e61e"
},
"children": [
{
"id": "11168",
"routeId": "sa_9eac81d6b80926a3d19579bf",
"moleculeId": "sa_6b6a2243da505cd4ce917567",
"parentId": "11167",
"isLeaf": false,
"molecule": {
"id": "sa_6b6a2243da505cd4ce917567",
"inchikey": "BYVNLFVVHPQJKJ-NSCUHMNNSA-N",
"smiles": "CC(=O)N1CCN(c2ccc(/C=C/c3cc(F)cc(-c4ccncc4)c3)cc2)CC1"
},
"smiles": "CC(=O)N1CCN(c2ccc(/C=C/c3cc(F)cc(-c4ccncc4)c3)cc2)CC1",
"reactionStepId": "sa_badf10f9a56440bc42cc6cf2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160221990A1;0255;1914784\",\"rsmi\":\"Br[c:14]1[cH:15][c:16]([F:17])[cH:18][c:19](-[c:20]2[cH:21][cH:22][n:23][cH:24][cH:25]2)[cH:26]1.[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11]([CH:12]=[CH2:13])[cH:27][cH:28]2)[CH2:29][CH2:30]1>C1CCOC1.CCN(CC)CC.Cc1ccccc1P(c1ccccc1C)c1ccccc1C>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11](/[CH:12]=[CH:13]/[c:14]3[cH:15][c:16]([F:17])[cH:18][c:19](-[c:20]4[cH:21][cH:22][n:23][cH:24][cH:25]4)[cH:26]3)[cH:27][cH:28]2)[CH2:29][CH2:30]1\"},\"mapped_reaction_smiles\":\"Br[c:14]1[cH:15][c:16]([F:17])[cH:18][c:19](-[c:20]2[cH:21][cH:22][n:23][cH:24][cH:25]2)[cH:26]1.[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11]([CH:12]=[CH2:13])[cH:27][cH:28]2)[CH2:29][CH2:30]1>C1CCOC1.CCN(CC)CC.Cc1ccccc1P(c1ccccc1C)c1ccccc1C>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][N:7]([c:8]2[cH:9][cH:10][c:11](/[CH:12]=[CH:13]/[c:14]3[cH:15][c:16]([F:17])[cH:18][c:19](-[c:20]4[cH:21][cH:22][n:23][cH:24][cH:25]4)[cH:26]3)[cH:27][cH:28]2)[CH2:29][CH2:30]1\"}",
"reactionStep": {
"id": "sa_badf10f9a56440bc42cc6cf2",
"reactionHash": "3df5317de2f0f211d8a7254b9e3468ca1e91ac23eef256d1e0acce97d84f4912"
},
"children": [
{
"id": "11169",
"routeId": "sa_9eac81d6b80926a3d19579bf",
"moleculeId": "sa_94ceaaa78b2efae932084c2e",
"parentId": "11168",
"isLeaf": false,
"molecule": {
"id": "sa_94ceaaa78b2efae932084c2e",
"inchikey": "JCIZUPAICVNLCJ-UHFFFAOYSA-N",
"smiles": "Fc1cc(Br)cc(-c2ccncc2)c1"
},
"smiles": "Fc1cc(Br)cc(-c2ccncc2)c1",
"reactionStepId": "sa_a76d6b638a6401e93ff92266",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160221990A1;0254;1914783\",\"rsmi\":\"Br[c:4]1[cH:3][c:2]([F:1])[cH:14][c:12]([Br:13])[cH:11]1.CC1(C)OB([c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)OC1(C)C>O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[F:1][c:2]1[cH:3][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[cH:11][c:12]([Br:13])[cH:14]1\"},\"mapped_reaction_smiles\":\"Br[c:4]1[cH:3][c:2]([F:1])[cH:14][c:12]([Br:13])[cH:11]1.CC1(C)OB([c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)OC1(C)C>O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[F:1][c:2]1[cH:3][c:4](-[c:5]2[cH:6][cH:7][n:8][cH:9][cH:10]2)[cH:11][c:12]([Br:13])[cH:14]1\"}",
"reactionStep": {
"id": "sa_a76d6b638a6401e93ff92266",
"reactionHash": "8fc942dffb3430496882cb69972bbbf9501521a98fad626748a44989f57ba4d6"
},
"children": [
{
"id": "11170",
"routeId": "sa_9eac81d6b80926a3d19579bf",
"moleculeId": "sa_7f1411d510e19857cdffb06b",
"parentId": "11169",
"isLeaf": true,
"molecule": {
"id": "sa_7f1411d510e19857cdffb06b",
"inchikey": "ASWYHZXKFSLNLN-UHFFFAOYSA-N",
"smiles": "Fc1cc(Br)cc(Br)c1"
},
"smiles": "Fc1cc(Br)cc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11171",
"routeId": "sa_9eac81d6b80926a3d19579bf",
"moleculeId": "sa_2092bf56bb50dfbe6bfcd715",
"parentId": "11169",
"isLeaf": true,
"molecule": {
"id": "sa_2092bf56bb50dfbe6bfcd715",
"inchikey": "NLTIETZTDSJANS-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccncc2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccncc2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11172",
"routeId": "sa_9eac81d6b80926a3d19579bf",
"moleculeId": "sa_404ee8c752bcce973b39cac2",
"parentId": "11168",
"isLeaf": false,
"molecule": {
"id": "sa_404ee8c752bcce973b39cac2",
"inchikey": "UMRXOMYLAJTUKU-UHFFFAOYSA-N",
"smiles": "C=Cc1ccc(N2CCN(C(C)=O)CC2)cc1"
},
"smiles": "C=Cc1ccc(N2CCN(C(C)=O)CC2)cc1",
"reactionStepId": "sa_fbc7a49b2728d3d21f6832b3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160221990A1;0217;1914758\",\"rsmi\":\"Br[c:6]1[cH:5][cH:4][c:3]([CH:2]=[CH2:1])[cH:17][cH:16]1.[NH:7]1[CH2:8][CH2:9][N:10]([C:11]([CH3:12])=[O:13])[CH2:14][CH2:15]1>CC(=O)O.CC(=O)O.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.Cc1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd+2]>[CH2:1]=[CH:2][c:3]1[cH:4][cH:5][c:6]([N:7]2[CH2:8][CH2:9][N:10]([C:11]([CH3:12])=[O:13])[CH2:14][CH2:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Br[c:6]1[cH:5][cH:4][c:3]([CH:2]=[CH2:1])[cH:17][cH:16]1.[NH:7]1[CH2:8][CH2:9][N:10]([C:11]([CH3:12])=[O:13])[CH2:14][CH2:15]1>CC(=O)O.CC(=O)O.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.Cc1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd+2]>[CH2:1]=[CH:2][c:3]1[cH:4][cH:5][c:6]([N:7]2[CH2:8][CH2:9][N:10]([C:11]([CH3:12])=[O:13])[CH2:14][CH2:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_fbc7a49b2728d3d21f6832b3",
"reactionHash": "aa58e1e82a97a930657cf1c575121f9b26f1bcc01e2ca8c916d260dd8e5fd1d5"
},
"children": [
{
"id": "11173",
"routeId": "sa_9eac81d6b80926a3d19579bf",
"moleculeId": "sa_22bd3d8ce7a94855fdeb774d",
"parentId": "11172",
"isLeaf": true,
"molecule": {
"id": "sa_22bd3d8ce7a94855fdeb774d",
"inchikey": "PKDPUENCROCRCH-UHFFFAOYSA-N",
"smiles": "CC(=O)N1CCNCC1"
},
"smiles": "CC(=O)N1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11174",
"routeId": "sa_9eac81d6b80926a3d19579bf",
"moleculeId": "sa_f0732a07f6eb314035aece43",
"parentId": "11172",
"isLeaf": true,
"molecule": {
"id": "sa_f0732a07f6eb314035aece43",
"inchikey": "WGGLDBIZIQMEGH-UHFFFAOYSA-N",
"smiles": "C=Cc1ccc(Br)cc1"
},
"smiles": "C=Cc1ccc(Br)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}