Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nc(N2CCN(CC3CC3)C2=O)sc1C(=O)NCc1ccccc1
InChiKey
IVVTVXOZSFSJEI-UHFFFAOYSA-N
Route Signature
48e7e4ab4a6f06eabefca320ef9e609366d1ab27eb55eabbaed01366a184281d
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_9d6d82686d0715954245a8f1",
"signature": "48e7e4ab4a6f06eabefca320ef9e609366d1ab27eb55eabbaed01366a184281d",
"contentHash": "43f025aea81882ad9c4d84241cd1fe675f879c1abd1620bc57b86d3ccbdee37d",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_087ebfda4a95e2b2893847e8",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02849",
"moleculeId": "sa_31375c71857804a55809f47e",
"smiles": "Cc1nc(N2CCN(CC3CC3)C2=O)sc1C(=O)NCc1ccccc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_31375c71857804a55809f47e",
"inchikey": "IVVTVXOZSFSJEI-UHFFFAOYSA-N",
"smiles": "Cc1nc(N2CCN(CC3CC3)C2=O)sc1C(=O)NCc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6500",
"routeId": "sa_9d6d82686d0715954245a8f1",
"moleculeId": "sa_31375c71857804a55809f47e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_31375c71857804a55809f47e",
"inchikey": "IVVTVXOZSFSJEI-UHFFFAOYSA-N",
"smiles": "Cc1nc(N2CCN(CC3CC3)C2=O)sc1C(=O)NCc1ccccc1"
},
"smiles": "Cc1nc(N2CCN(CC3CC3)C2=O)sc1C(=O)NCc1ccccc1",
"reactionStepId": "sa_ef419c1122471ee317bb5af0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08063084B2;1002;1132019\",\"rsmi\":\"O[C:4]([c:3]1[c:2]([CH3:1])[n:26][c:15]([N:16]2[CH2:17][CH2:18][N:19]([CH2:20][CH:21]3[CH2:22][CH2:23]3)[C:24]2=[O:25])[s:14]1)=[O:5].[NH2:6][CH2:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1>Cc1nc(N2CCN(Cc3ccccc3)C2=O)sc1C(=O)O>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[s:14][c:15]([N:16]2[CH2:17][CH2:18][N:19]([CH2:20][CH:21]3[CH2:22][CH2:23]3)[C:24]2=[O:25])[n:26]1\"},\"mapped_reaction_smiles\":\"O[C:4]([c:3]1[c:2]([CH3:1])[n:26][c:15]([N:16]2[CH2:17][CH2:18][N:19]([CH2:20][CH:21]3[CH2:22][CH2:23]3)[C:24]2=[O:25])[s:14]1)=[O:5].[NH2:6][CH2:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1>Cc1nc(N2CCN(Cc3ccccc3)C2=O)sc1C(=O)O>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[s:14][c:15]([N:16]2[CH2:17][CH2:18][N:19]([CH2:20][CH:21]3[CH2:22][CH2:23]3)[C:24]2=[O:25])[n:26]1\"}",
"reactionStep": {
"id": "sa_ef419c1122471ee317bb5af0",
"reactionHash": "0600e1e06c41ff762f021a1873d8edbfc3aff8a14c66e59ea56f7b1178089660"
},
"children": [
{
"id": "6501",
"routeId": "sa_9d6d82686d0715954245a8f1",
"moleculeId": "sa_0970281c815be3033381edee",
"parentId": "6500",
"isLeaf": false,
"molecule": {
"id": "sa_0970281c815be3033381edee",
"inchikey": "WBFPRFHXBNHZGL-UHFFFAOYSA-N",
"smiles": "Cc1nc(N2CCN(CC3CC3)C2=O)sc1C(=O)O"
},
"smiles": "Cc1nc(N2CCN(CC3CC3)C2=O)sc1C(=O)O",
"reactionStepId": "sa_99f33ff3397b5004db37c3cd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08063084B2;0894;1131967\",\"rsmi\":\"CC[O:6][C:4]([c:3]1[c:2]([CH3:1])[n:19][c:8]([N:9]2[CH2:10][CH2:11][N:12]([CH2:13][CH:14]3[CH2:15][CH2:16]3)[C:17]2=[O:18])[s:7]1)=[O:5]>CCOC(=O)c1sc(N2CCN(c3ccccc3)C2=O)nc1C>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[OH:6])[s:7][c:8]([N:9]2[CH2:10][CH2:11][N:12]([CH2:13][CH:14]3[CH2:15][CH2:16]3)[C:17]2=[O:18])[n:19]1\"},\"mapped_reaction_smiles\":\"CC[O:6][C:4]([c:3]1[c:2]([CH3:1])[n:19][c:8]([N:9]2[CH2:10][CH2:11][N:12]([CH2:13][CH:14]3[CH2:15][CH2:16]3)[C:17]2=[O:18])[s:7]1)=[O:5]>CCOC(=O)c1sc(N2CCN(c3ccccc3)C2=O)nc1C>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[OH:6])[s:7][c:8]([N:9]2[CH2:10][CH2:11][N:12]([CH2:13][CH:14]3[CH2:15][CH2:16]3)[C:17]2=[O:18])[n:19]1\"}",
"reactionStep": {
"id": "sa_99f33ff3397b5004db37c3cd",
"reactionHash": "f65fa7a86adebc3cee997e05dabecdca3dc998ecd58924fc65bb847263ebccb1"
},
"children": [
{
"id": "6502",
"routeId": "sa_9d6d82686d0715954245a8f1",
"moleculeId": "sa_e0d9f11d33ff16c5bf0c6b38",
"parentId": "6501",
"isLeaf": false,
"molecule": {
"id": "sa_e0d9f11d33ff16c5bf0c6b38",
"inchikey": "ZOCRJLXROXCFDD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1sc(N2CCN(CC3CC3)C2=O)nc1C"
},
"smiles": "CCOC(=O)c1sc(N2CCN(CC3CC3)C2=O)nc1C",
"reactionStepId": "sa_d4326d430145a4a2a0397d57",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08063084B2;1066;1132051\",\"rsmi\":\"Br[CH2:15][CH:16]1[CH2:17][CH2:18]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][NH:14][C:19]2=[O:20])[s:21]1>CC(C)=O.CCCC[N+](CCCC)(CCCC)CCCC.O=C(O)O.I.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][N:14]([CH2:15][CH:16]3[CH2:17][CH2:18]3)[C:19]2=[O:20])[s:21]1\"},\"mapped_reaction_smiles\":\"Br[CH2:15][CH:16]1[CH2:17][CH2:18]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][NH:14][C:19]2=[O:20])[s:21]1>CC(C)=O.CCCC[N+](CCCC)(CCCC)CCCC.O=C(O)O.I.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][N:14]([CH2:15][CH:16]3[CH2:17][CH2:18]3)[C:19]2=[O:20])[s:21]1\"}",
"reactionStep": {
"id": "sa_d4326d430145a4a2a0397d57",
"reactionHash": "7b801d94b62ac47323c1c56c7527bf725b64d6c3b0db16461370e2985a1b7ff1"
},
"children": [
{
"id": "6503",
"routeId": "sa_9d6d82686d0715954245a8f1",
"moleculeId": "sa_5a1d33ad6f42796c898036f4",
"parentId": "6502",
"isLeaf": true,
"molecule": {
"id": "sa_5a1d33ad6f42796c898036f4",
"inchikey": "AEILLAXRDHDKDY-UHFFFAOYSA-N",
"smiles": "BrCC1CC1"
},
"smiles": "BrCC1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6504",
"routeId": "sa_9d6d82686d0715954245a8f1",
"moleculeId": "sa_28a2ec6b7af9ccb3438680cd",
"parentId": "6502",
"isLeaf": false,
"molecule": {
"id": "sa_28a2ec6b7af9ccb3438680cd",
"inchikey": "DKAUQWJNSZRYMD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1sc(N2CCNC2=O)nc1C"
},
"smiles": "CCOC(=O)c1sc(N2CCNC2=O)nc1C",
"reactionStepId": "sa_b8b08e9ca3db8aa178873063",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08063084B2;0844;1131944\",\"rsmi\":\"Cl[CH2:12][CH2:13][N:14]=[C:15]=[O:16].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([NH2:11])[s:17]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.O=C(O)O.I.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][NH:14][C:15]2=[O:16])[s:17]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:12][CH2:13][N:14]=[C:15]=[O:16].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([NH2:11])[s:17]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.O=C(O)O.I.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][NH:14][C:15]2=[O:16])[s:17]1\"}",
"reactionStep": {
"id": "sa_b8b08e9ca3db8aa178873063",
"reactionHash": "50e4ae5d0901f5c47b3c5a7a161661874ae7302b5fcf8547549bd5a088e8393e"
},
"children": [
{
"id": "6505",
"routeId": "sa_9d6d82686d0715954245a8f1",
"moleculeId": "sa_9892fc63675aa20069047c01",
"parentId": "6504",
"isLeaf": true,
"molecule": {
"id": "sa_9892fc63675aa20069047c01",
"inchikey": "BCMYXYHEMGPZJN-UHFFFAOYSA-N",
"smiles": "O=C=NCCCl"
},
"smiles": "O=C=NCCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6506",
"routeId": "sa_9d6d82686d0715954245a8f1",
"moleculeId": "sa_6c25c4857a25aa8da647e8f1",
"parentId": "6504",
"isLeaf": true,
"molecule": {
"id": "sa_6c25c4857a25aa8da647e8f1",
"inchikey": "WZHUPCREDVWLKC-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1sc(=N)[nH]c1C"
},
"smiles": "CCOC(=O)c1sc(N)nc1C",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
}
]
},
{
"id": "6507",
"routeId": "sa_9d6d82686d0715954245a8f1",
"moleculeId": "sa_6b16c9b5e9c18df10e07c892",
"parentId": "6500",
"isLeaf": true,
"molecule": {
"id": "sa_6b16c9b5e9c18df10e07c892",
"inchikey": "WGQKYBSKWIADBV-UHFFFAOYSA-N",
"smiles": "NCc1ccccc1"
},
"smiles": "NCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}