Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(NC(=O)c2ccc(CN3CCN(C)CC3)cc2)cc1Nc1cc(C(F)(F)F)nc(-c2ccncc2)n1
InChiKey
LVFUMIJLYGPHPJ-UHFFFAOYSA-N
Route Signature
25e6e22bebd044f1142bded96c3f7cf23815c8f402032f381cf15e3ab019e4cb
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_82069c1bb15222feff241d5d",
"signature": "25e6e22bebd044f1142bded96c3f7cf23815c8f402032f381cf15e3ab019e4cb",
"contentHash": "6f6a7d4eb40ce4a2cc8ceabbd331d4a5248c7b7086136aecc5e2ce103005d069",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_2f667ebca0020d05f9e9d807",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-08338",
"moleculeId": "sa_642540e6f13dbf59c835cb65",
"smiles": "Cc1ccc(NC(=O)c2ccc(CN3CCN(C)CC3)cc2)cc1Nc1cc(C(F)(F)F)nc(-c2ccncc2)n1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_642540e6f13dbf59c835cb65",
"inchikey": "LVFUMIJLYGPHPJ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)c2ccc(CN3CCN(C)CC3)cc2)cc1Nc1cc(C(F)(F)F)nc(-c2ccncc2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8559",
"routeId": "sa_82069c1bb15222feff241d5d",
"moleculeId": "sa_642540e6f13dbf59c835cb65",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_642540e6f13dbf59c835cb65",
"inchikey": "LVFUMIJLYGPHPJ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)c2ccc(CN3CCN(C)CC3)cc2)cc1Nc1cc(C(F)(F)F)nc(-c2ccncc2)n1"
},
"smiles": "Cc1ccc(NC(=O)c2ccc(CN3CCN(C)CC3)cc2)cc1Nc1cc(C(F)(F)F)nc(-c2ccncc2)n1",
"reactionStepId": "sa_20c213c87e215aba8795de9a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040097503A1;0675;156087\",\"rsmi\":\"Cl[CH2:30][c:29]1[cH:28][cH:27][c:26]([C:24]([NH:23][c:22]2[cH:21][c:3]([NH:4][c:5]3[n:6][c:7](-[c:8]4[cH:9][cH:10][n:11][cH:12][cH:13]4)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]3)[c:2]([CH3:1])[cH:41][cH:40]2)=[O:25])[cH:39][cH:38]1.[NH:31]1[CH2:32][CH2:33][N:34]([CH3:35])[CH2:36][CH2:37]1>C1CCOC1.CCN(C(C)C)C(C)C>[CH3:1][c:2]1[c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[cH:21][c:22]([NH:23][C:24](=[O:25])[c:26]2[cH:27][cH:28][c:29]([CH2:30][N:31]3[CH2:32][CH2:33][N:34]([CH3:35])[CH2:36][CH2:37]3)[cH:38][cH:39]2)[cH:40][cH:41]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:30][c:29]1[cH:28][cH:27][c:26]([C:24]([NH:23][c:22]2[cH:21][c:3]([NH:4][c:5]3[n:6][c:7](-[c:8]4[cH:9][cH:10][n:11][cH:12][cH:13]4)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]3)[c:2]([CH3:1])[cH:41][cH:40]2)=[O:25])[cH:39][cH:38]1.[NH:31]1[CH2:32][CH2:33][N:34]([CH3:35])[CH2:36][CH2:37]1>C1CCOC1.CCN(C(C)C)C(C)C>[CH3:1][c:2]1[c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[cH:21][c:22]([NH:23][C:24](=[O:25])[c:26]2[cH:27][cH:28][c:29]([CH2:30][N:31]3[CH2:32][CH2:33][N:34]([CH3:35])[CH2:36][CH2:37]3)[cH:38][cH:39]2)[cH:40][cH:41]1\"}",
"reactionStep": {
"id": "sa_20c213c87e215aba8795de9a",
"reactionHash": "0a32f45c5dd38a59fbdfb8bc571ba6067fd95ada06328e88080b62091471daf6"
},
"children": [
{
"id": "8560",
"routeId": "sa_82069c1bb15222feff241d5d",
"moleculeId": "sa_b830beb7269bed3e98077769",
"parentId": "8559",
"isLeaf": false,
"molecule": {
"id": "sa_b830beb7269bed3e98077769",
"inchikey": "GZCPFYKIYVYKDF-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)c2ccc(CCl)cc2)cc1Nc1cc(C(F)(F)F)nc(-c2ccncc2)n1"
},
"smiles": "Cc1ccc(NC(=O)c2ccc(CCl)cc2)cc1Nc1cc(C(F)(F)F)nc(-c2ccncc2)n1",
"reactionStepId": "sa_de3d32f23f342b76efd3085e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040097503A1;0674;156086\",\"rsmi\":\"Cl[C:24](=[O:25])[c:26]1[cH:27][cH:28][c:29]([CH2:30][Cl:31])[cH:32][cH:33]1.[CH3:1][c:2]1[c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[cH:21][c:22]([NH2:23])[cH:34][cH:35]1>>[CH3:1][c:2]1[c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[cH:21][c:22]([NH:23][C:24](=[O:25])[c:26]2[cH:27][cH:28][c:29]([CH2:30][Cl:31])[cH:32][cH:33]2)[cH:34][cH:35]1\"},\"mapped_reaction_smiles\":\"Cl[C:24](=[O:25])[c:26]1[cH:27][cH:28][c:29]([CH2:30][Cl:31])[cH:32][cH:33]1.[CH3:1][c:2]1[c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[cH:21][c:22]([NH2:23])[cH:34][cH:35]1>>[CH3:1][c:2]1[c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[cH:21][c:22]([NH:23][C:24](=[O:25])[c:26]2[cH:27][cH:28][c:29]([CH2:30][Cl:31])[cH:32][cH:33]2)[cH:34][cH:35]1\"}",
"reactionStep": {
"id": "sa_de3d32f23f342b76efd3085e",
"reactionHash": "b1d7f7e0ebf8b98bb276b8db474ec3dbb1ff3310a10dbdb6c7e2b752bb3d435f"
},
"children": [
{
"id": "8561",
"routeId": "sa_82069c1bb15222feff241d5d",
"moleculeId": "sa_3da1d414b1cc03e1f44017d3",
"parentId": "8560",
"isLeaf": false,
"molecule": {
"id": "sa_3da1d414b1cc03e1f44017d3",
"inchikey": "IZWJTHWVHVLINE-UHFFFAOYSA-N",
"smiles": "Cc1ccc(N)cc1Nc1cc(C(F)(F)F)nc(-c2ccncc2)n1"
},
"smiles": "Cc1ccc(N)cc1Nc1cc(C(F)(F)F)nc(-c2ccncc2)n1",
"reactionStepId": "sa_517a5d9be649b01adbb53d22",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040097503A1;0665;156078\",\"rsmi\":\"O=[N+:23]([O-])[c:22]1[cH:21][c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[c:2]([CH3:1])[cH:25][cH:24]1>CCO.Cl[Sn](Cl)(Cl)Cl.[Na+].O>[CH3:1][c:2]1[c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[cH:21][c:22]([NH2:23])[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"O=[N+:23]([O-])[c:22]1[cH:21][c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[c:2]([CH3:1])[cH:25][cH:24]1>CCO.Cl[Sn](Cl)(Cl)Cl.[Na+].O>[CH3:1][c:2]1[c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[cH:21][c:22]([NH2:23])[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_517a5d9be649b01adbb53d22",
"reactionHash": "4b32b0286942898ac2b26d32c8842ffbd26e9403f69b915f65e5857b2c66529b"
},
"children": [
{
"id": "8562",
"routeId": "sa_82069c1bb15222feff241d5d",
"moleculeId": "sa_312604f181b9da4693d1f813",
"parentId": "8561",
"isLeaf": false,
"molecule": {
"id": "sa_312604f181b9da4693d1f813",
"inchikey": "OGGFXWNPMOGQTK-UHFFFAOYSA-N",
"smiles": "Cc1ccc([N+](=O)[O-])cc1Nc1cc(C(F)(F)F)nc(-c2ccncc2)n1"
},
"smiles": "Cc1ccc([N+](=O)[O-])cc1Nc1cc(C(F)(F)F)nc(-c2ccncc2)n1",
"reactionStepId": "sa_93333ff7c1b0a85f0b65500a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040097503A1;0664;156077\",\"rsmi\":\"Cl[c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][n:11][cH:12][cH:13]2)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]1.[CH3:1][c:2]1[c:3]([NH2:4])[cH:21][c:22]([N+:23](=[O:24])[O-:25])[cH:26][cH:27]1>CCO.Cl.O.[Na+].O>[CH3:1][c:2]1[c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[cH:21][c:22]([N+:23](=[O:24])[O-:25])[cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][n:11][cH:12][cH:13]2)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]1.[CH3:1][c:2]1[c:3]([NH2:4])[cH:21][c:22]([N+:23](=[O:24])[O-:25])[cH:26][cH:27]1>CCO.Cl.O.[Na+].O>[CH3:1][c:2]1[c:3]([NH:4][c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][n:11][cH:12][cH:13]3)[n:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[cH:21][c:22]([N+:23](=[O:24])[O-:25])[cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_93333ff7c1b0a85f0b65500a",
"reactionHash": "b43735c2f0eaabeb30da8486eb00f3d4c4b08bfb7e1867648ae8e89d66222fde"
},
"children": [
{
"id": "8563",
"routeId": "sa_82069c1bb15222feff241d5d",
"moleculeId": "sa_76289eb5152a0e632c1e1192",
"parentId": "8562",
"isLeaf": true,
"molecule": {
"id": "sa_76289eb5152a0e632c1e1192",
"inchikey": "BXRCPVMQUNIGDK-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1cc(Cl)nc(-c2ccncc2)n1"
},
"smiles": "FC(F)(F)c1cc(Cl)nc(-c2ccncc2)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8564",
"routeId": "sa_82069c1bb15222feff241d5d",
"moleculeId": "sa_0fbb053d2460e9ddc3dbc0cc",
"parentId": "8562",
"isLeaf": true,
"molecule": {
"id": "sa_0fbb053d2460e9ddc3dbc0cc",
"inchikey": "DSBIJCMXAIKKKI-UHFFFAOYSA-N",
"smiles": "Cc1ccc([N+](=O)[O-])cc1N"
},
"smiles": "Cc1ccc([N+](=O)[O-])cc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "8565",
"routeId": "sa_82069c1bb15222feff241d5d",
"moleculeId": "sa_a676d33407d31981d7218934",
"parentId": "8560",
"isLeaf": true,
"molecule": {
"id": "sa_a676d33407d31981d7218934",
"inchikey": "RCOVTJVRTZGSBP-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1ccc(CCl)cc1"
},
"smiles": "O=C(Cl)c1ccc(CCl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8566",
"routeId": "sa_82069c1bb15222feff241d5d",
"moleculeId": "sa_513cbf1b8d13aff0b62eb838",
"parentId": "8559",
"isLeaf": true,
"molecule": {
"id": "sa_513cbf1b8d13aff0b62eb838",
"inchikey": "PVOAHINGSUIXLS-UHFFFAOYSA-N",
"smiles": "CN1CCNCC1"
},
"smiles": "CN1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}