Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(N)c(C(F)(F)C(F)(F)C(F)(F)F)nn1CC(=O)N1CCN(c2ccc(F)cc2)CC1
InChiKey
YPFWPULCFVMIIJ-UHFFFAOYSA-N
Route Signature
ea91a80e5597082a42a02361d64a04193ddf6a6bb142d0bed9c4f787b30782fc
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_e932f72bf8de2c13ef0acb3f",
"signature": "ea91a80e5597082a42a02361d64a04193ddf6a6bb142d0bed9c4f787b30782fc",
"contentHash": "0fd2a69aa19c85da1ddf09a646e541f5e2075d17cb2b6c785ba967495b257dde",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_54dee18b22a770415c021610",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08568",
"moleculeId": "sa_d6ef120236b3b4a9a5e0a849",
"smiles": "Cc1c(N)c(C(F)(F)C(F)(F)C(F)(F)F)nn1CC(=O)N1CCN(c2ccc(F)cc2)CC1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_d6ef120236b3b4a9a5e0a849",
"inchikey": "YPFWPULCFVMIIJ-UHFFFAOYSA-N",
"smiles": "Cc1c(N)c(C(F)(F)C(F)(F)C(F)(F)F)nn1CC(=O)N1CCN(c2ccc(F)cc2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3161",
"routeId": "sa_e932f72bf8de2c13ef0acb3f",
"moleculeId": "sa_d6ef120236b3b4a9a5e0a849",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d6ef120236b3b4a9a5e0a849",
"inchikey": "YPFWPULCFVMIIJ-UHFFFAOYSA-N",
"smiles": "Cc1c(N)c(C(F)(F)C(F)(F)C(F)(F)F)nn1CC(=O)N1CCN(c2ccc(F)cc2)CC1"
},
"smiles": "Cc1c(N)c(C(F)(F)C(F)(F)C(F)(F)F)nn1CC(=O)N1CCN(c2ccc(F)cc2)CC1",
"reactionStepId": "sa_11b1dd78b9b3bde85ddd343c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080261987A1;0448;622857\",\"rsmi\":\"Cl[CH2:18][C:19](=[O:20])[N:21]1[CH2:22][CH2:23][N:24]([c:25]2[cH:26][cH:27][c:28]([F:29])[cH:30][cH:31]2)[CH2:32][CH2:33]1.[CH3:1][c:2]1[c:3]([NH2:4])[c:5]([C:6]([F:7])([F:8])[C:9]([F:10])([F:11])[C:12]([F:13])([F:14])[F:15])[n:16][nH:17]1>CCCCCC.CCOC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[c:3]([NH2:4])[c:5]([C:6]([F:7])([F:8])[C:9]([F:10])([F:11])[C:12]([F:13])([F:14])[F:15])[n:16][n:17]1[CH2:18][C:19](=[O:20])[N:21]1[CH2:22][CH2:23][N:24]([c:25]2[cH:26][cH:27][c:28]([F:29])[cH:30][cH:31]2)[CH2:32][CH2:33]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:18][C:19](=[O:20])[N:21]1[CH2:22][CH2:23][N:24]([c:25]2[cH:26][cH:27][c:28]([F:29])[cH:30][cH:31]2)[CH2:32][CH2:33]1.[CH3:1][c:2]1[c:3]([NH2:4])[c:5]([C:6]([F:7])([F:8])[C:9]([F:10])([F:11])[C:12]([F:13])([F:14])[F:15])[n:16][nH:17]1>CCCCCC.CCOC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[c:3]([NH2:4])[c:5]([C:6]([F:7])([F:8])[C:9]([F:10])([F:11])[C:12]([F:13])([F:14])[F:15])[n:16][n:17]1[CH2:18][C:19](=[O:20])[N:21]1[CH2:22][CH2:23][N:24]([c:25]2[cH:26][cH:27][c:28]([F:29])[cH:30][cH:31]2)[CH2:32][CH2:33]1\"}",
"reactionStep": {
"id": "sa_11b1dd78b9b3bde85ddd343c",
"reactionHash": "3f3bec18e3e559aa54946dc713fa8c9a48f82da92bbe727de4ef75249b0a845d"
},
"children": [
{
"id": "3162",
"routeId": "sa_e932f72bf8de2c13ef0acb3f",
"moleculeId": "sa_2e4fa583f226d93cd368ce01",
"parentId": "3161",
"isLeaf": false,
"molecule": {
"id": "sa_2e4fa583f226d93cd368ce01",
"inchikey": "KOSFWARHNRKNOW-UHFFFAOYSA-N",
"smiles": "O=C(CCl)N1CCN(c2ccc(F)cc2)CC1"
},
"smiles": "O=C(CCl)N1CCN(c2ccc(F)cc2)CC1",
"reactionStepId": "sa_91032279c0b55383fb582d3f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080261987A1;0386;622830\",\"rsmi\":\"Cl[C:2](=[O:1])[CH2:3][Cl:4].[NH:5]1[CH2:6][CH2:7][N:8]([c:9]2[cH:10][cH:11][c:12]([F:13])[cH:14][cH:15]2)[CH2:16][CH2:17]1>CCN(CC)CC.ClCCl>[O:1]=[C:2]([CH2:3][Cl:4])[N:5]1[CH2:6][CH2:7][N:8]([c:9]2[cH:10][cH:11][c:12]([F:13])[cH:14][cH:15]2)[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[CH2:3][Cl:4].[NH:5]1[CH2:6][CH2:7][N:8]([c:9]2[cH:10][cH:11][c:12]([F:13])[cH:14][cH:15]2)[CH2:16][CH2:17]1>CCN(CC)CC.ClCCl>[O:1]=[C:2]([CH2:3][Cl:4])[N:5]1[CH2:6][CH2:7][N:8]([c:9]2[cH:10][cH:11][c:12]([F:13])[cH:14][cH:15]2)[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_91032279c0b55383fb582d3f",
"reactionHash": "4d379dd4aa92236d5d0a50b9ff337648bbd57dbfce8cf1026ef0325186f8e5e3"
},
"children": [
{
"id": "3163",
"routeId": "sa_e932f72bf8de2c13ef0acb3f",
"moleculeId": "sa_6ac526bb46c0389a656c742b",
"parentId": "3162",
"isLeaf": true,
"molecule": {
"id": "sa_6ac526bb46c0389a656c742b",
"inchikey": "AVJKDKWRVSSJPK-UHFFFAOYSA-N",
"smiles": "Fc1ccc(N2CCNCC2)cc1"
},
"smiles": "Fc1ccc(N2CCNCC2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3164",
"routeId": "sa_e932f72bf8de2c13ef0acb3f",
"moleculeId": "sa_9bcb79a40efded362b9313ac",
"parentId": "3162",
"isLeaf": true,
"molecule": {
"id": "sa_9bcb79a40efded362b9313ac",
"inchikey": "VGCXGMAHQTYDJK-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCl"
},
"smiles": "O=C(Cl)CCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "3165",
"routeId": "sa_e932f72bf8de2c13ef0acb3f",
"moleculeId": "sa_a4d04e46fa4ed8f3b7c6a1dc",
"parentId": "3161",
"isLeaf": false,
"molecule": {
"id": "sa_a4d04e46fa4ed8f3b7c6a1dc",
"inchikey": "LHOGNAPXWHWPQT-UHFFFAOYSA-N",
"smiles": "Cc1[nH]nc(C(F)(F)C(F)(F)C(F)(F)F)c1N"
},
"smiles": "Cc1[nH]nc(C(F)(F)C(F)(F)C(F)(F)F)c1N",
"reactionStepId": "sa_71202b3ca88b6e17100e90dc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080261987A1;0260;622780\",\"rsmi\":\"O=[N+:4]([O-])[c:3]1[c:2]([CH3:1])[nH:17][n:16][c:5]1[C:6]([F:7])([F:8])[C:9]([F:10])([F:11])[C:12]([F:13])([F:14])[F:15]>CC(=O)O.[Zn]>[CH3:1][c:2]1[c:3]([NH2:4])[c:5]([C:6]([F:7])([F:8])[C:9]([F:10])([F:11])[C:12]([F:13])([F:14])[F:15])[n:16][nH:17]1\"},\"mapped_reaction_smiles\":\"O=[N+:4]([O-])[c:3]1[c:2]([CH3:1])[nH:17][n:16][c:5]1[C:6]([F:7])([F:8])[C:9]([F:10])([F:11])[C:12]([F:13])([F:14])[F:15]>CC(=O)O.[Zn]>[CH3:1][c:2]1[c:3]([NH2:4])[c:5]([C:6]([F:7])([F:8])[C:9]([F:10])([F:11])[C:12]([F:13])([F:14])[F:15])[n:16][nH:17]1\"}",
"reactionStep": {
"id": "sa_71202b3ca88b6e17100e90dc",
"reactionHash": "45a184df85983c6b9a278bb340dfee977a89f8758b1f59f1bb4f96da87b2a921"
},
"children": [
{
"id": "3166",
"routeId": "sa_e932f72bf8de2c13ef0acb3f",
"moleculeId": "sa_60db0c1ed8adaa82058f0131",
"parentId": "3165",
"isLeaf": true,
"molecule": {
"id": "sa_60db0c1ed8adaa82058f0131",
"inchikey": "UOFISFKBSXJEHZ-UHFFFAOYSA-N",
"smiles": "Cc1[nH]nc(C(F)(F)C(F)(F)C(F)(F)F)c1[N+](=O)[O-]"
},
"smiles": "Cc1[nH]nc(C(F)(F)C(F)(F)C(F)(F)F)c1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}