Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCS(=O)(=O)N1C2CCC1CNC2
InChiKey
QGAIOZJXCRFFDK-UHFFFAOYSA-N
Route Signature
7aa099ad05925d1fbb08cff6d46996037bebfb7f9d5afcfd9eb79d5bba369c6f
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e257fc5cc36c313189974b69",
"signature": "7aa099ad05925d1fbb08cff6d46996037bebfb7f9d5afcfd9eb79d5bba369c6f",
"contentHash": "01ddd42b23209f87ef26de1fe9878799845e932e0477f8dc577f3b64e218d417",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_c2174cc0f054e9b687551460",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02886",
"moleculeId": "sa_3af235d9064860e8e1a79ae0",
"smiles": "CCS(=O)(=O)N1C2CCC1CNC2",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_3af235d9064860e8e1a79ae0",
"inchikey": "QGAIOZJXCRFFDK-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)N1C2CCC1CNC2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14919",
"routeId": "sa_e257fc5cc36c313189974b69",
"moleculeId": "sa_3af235d9064860e8e1a79ae0",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3af235d9064860e8e1a79ae0",
"inchikey": "QGAIOZJXCRFFDK-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)N1C2CCC1CNC2"
},
"smiles": "CCS(=O)(=O)N1C2CCC1CNC2",
"reactionStepId": "sa_523aaa92d3149eda67b4db83",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140113005A1;0875;1515657\",\"rsmi\":\"O=C(OCC1c2ccccc2-c2ccccc21)[N:12]1[CH2:11][CH:10]2[N:6]([S:3]([CH2:2][CH3:1])(=[O:4])=[O:5])[CH:7]([CH2:8][CH2:9]2)[CH2:13]1>C1CCNCC1.CN(C)C=O.CO.ClCCl.O=C(O)O>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[N:6]1[CH:7]2[CH2:8][CH2:9][CH:10]1[CH2:11][NH:12][CH2:13]2\"},\"mapped_reaction_smiles\":\"O=C(OCC1c2ccccc2-c2ccccc21)[N:12]1[CH2:11][CH:10]2[N:6]([S:3]([CH2:2][CH3:1])(=[O:4])=[O:5])[CH:7]([CH2:8][CH2:9]2)[CH2:13]1>C1CCNCC1.CN(C)C=O.CO.ClCCl.O=C(O)O>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[N:6]1[CH:7]2[CH2:8][CH2:9][CH:10]1[CH2:11][NH:12][CH2:13]2\"}",
"reactionStep": {
"id": "sa_523aaa92d3149eda67b4db83",
"reactionHash": "2416d4c703624415e482810bdae45c8c79d777c048e2dad3b711759da235989c"
},
"children": [
{
"id": "14920",
"routeId": "sa_e257fc5cc36c313189974b69",
"moleculeId": "sa_c329e0bdb4ec085d094208f8",
"parentId": "14919",
"isLeaf": false,
"molecule": {
"id": "sa_c329e0bdb4ec085d094208f8",
"inchikey": "VLIKYUHBLGUPCB-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)N1C2CCC1CN(C(=O)OCC1c3ccccc3-c3ccccc31)C2"
},
"smiles": "CCS(=O)(=O)N1C2CCC1CN(C(=O)OCC1c3ccccc3-c3ccccc31)C2",
"reactionStepId": "sa_aa535f7bf8fbdb0e4ba30b9f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140113005A1;0874;1515656\",\"rsmi\":\"Cl[S:3]([CH2:2][CH3:1])(=[O:4])=[O:5].[NH:6]1[CH:7]2[CH2:8][CH2:9][CH:10]1[CH2:11][N:12]([C:13](=[O:14])[O:15][CH2:16][CH:17]1[c:18]3[cH:19][cH:20][cH:21][cH:22][c:23]3-[c:24]3[c:25]1[cH:26][cH:27][cH:28][cH:29]3)[CH2:30]2>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[N:6]1[CH:7]2[CH2:8][CH2:9][CH:10]1[CH2:11][N:12]([C:13](=[O:14])[O:15][CH2:16][CH:17]1[c:18]3[cH:19][cH:20][cH:21][cH:22][c:23]3-[c:24]3[c:25]1[cH:26][cH:27][cH:28][cH:29]3)[CH2:30]2\"},\"mapped_reaction_smiles\":\"Cl[S:3]([CH2:2][CH3:1])(=[O:4])=[O:5].[NH:6]1[CH:7]2[CH2:8][CH2:9][CH:10]1[CH2:11][N:12]([C:13](=[O:14])[O:15][CH2:16][CH:17]1[c:18]3[cH:19][cH:20][cH:21][cH:22][c:23]3-[c:24]3[c:25]1[cH:26][cH:27][cH:28][cH:29]3)[CH2:30]2>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[N:6]1[CH:7]2[CH2:8][CH2:9][CH:10]1[CH2:11][N:12]([C:13](=[O:14])[O:15][CH2:16][CH:17]1[c:18]3[cH:19][cH:20][cH:21][cH:22][c:23]3-[c:24]3[c:25]1[cH:26][cH:27][cH:28][cH:29]3)[CH2:30]2\"}",
"reactionStep": {
"id": "sa_aa535f7bf8fbdb0e4ba30b9f",
"reactionHash": "c106dcb41bf690c61343e81d9be65abaac37dbb8f405f963cb626bcdfa867971"
},
"children": [
{
"id": "14921",
"routeId": "sa_e257fc5cc36c313189974b69",
"moleculeId": "sa_a505ad769cb2dff204290187",
"parentId": "14920",
"isLeaf": true,
"molecule": {
"id": "sa_a505ad769cb2dff204290187",
"inchikey": "FRYHCSODNHYDPU-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)Cl"
},
"smiles": "CCS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14922",
"routeId": "sa_e257fc5cc36c313189974b69",
"moleculeId": "sa_9de56bbf36326da79198031d",
"parentId": "14920",
"isLeaf": false,
"molecule": {
"id": "sa_9de56bbf36326da79198031d",
"inchikey": "WWPYETVIJOYBCN-UHFFFAOYSA-N",
"smiles": "O=C(OCC1c2ccccc2-c2ccccc21)N1CC2CCC(C1)N2"
},
"smiles": "O=C(OCC1c2ccccc2-c2ccccc21)N1CC2CCC(C1)N2",
"reactionStepId": "sa_620d269f86c1757f8518f0d8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140113005A1;0873;1515655\",\"rsmi\":\"CC(C)(C)OC(=O)[N:25]1[CH:20]2[CH2:19][N:18]([C:2](=[O:1])[O:3][CH2:4][CH:5]3[c:6]4[cH:7][cH:8][cH:9][cH:10][c:11]4-[c:12]4[c:13]3[cH:14][cH:15][cH:16][cH:17]4)[CH2:24][CH:23]1[CH2:22][CH2:21]2>ClCCl.O=C(O)C(F)(F)F>[O:1]=[C:2]([O:3][CH2:4][CH:5]1[c:6]2[cH:7][cH:8][cH:9][cH:10][c:11]2-[c:12]2[c:13]1[cH:14][cH:15][cH:16][cH:17]2)[N:18]1[CH2:19][CH:20]2[CH2:21][CH2:22][CH:23]([CH2:24]1)[NH:25]2\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:25]1[CH:20]2[CH2:19][N:18]([C:2](=[O:1])[O:3][CH2:4][CH:5]3[c:6]4[cH:7][cH:8][cH:9][cH:10][c:11]4-[c:12]4[c:13]3[cH:14][cH:15][cH:16][cH:17]4)[CH2:24][CH:23]1[CH2:22][CH2:21]2>ClCCl.O=C(O)C(F)(F)F>[O:1]=[C:2]([O:3][CH2:4][CH:5]1[c:6]2[cH:7][cH:8][cH:9][cH:10][c:11]2-[c:12]2[c:13]1[cH:14][cH:15][cH:16][cH:17]2)[N:18]1[CH2:19][CH:20]2[CH2:21][CH2:22][CH:23]([CH2:24]1)[NH:25]2\"}",
"reactionStep": {
"id": "sa_620d269f86c1757f8518f0d8",
"reactionHash": "fa529d46b0909f230f1f047e1e55e1165d6020bf2874b8ac46d33ebe4837911a"
},
"children": [
{
"id": "14923",
"routeId": "sa_e257fc5cc36c313189974b69",
"moleculeId": "sa_7d66029e2cbc343523209169",
"parentId": "14922",
"isLeaf": false,
"molecule": {
"id": "sa_7d66029e2cbc343523209169",
"inchikey": "MCXPPTLJUFBMFT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1C2CCC1CN(C(=O)OCC1c3ccccc3-c3ccccc31)C2"
},
"smiles": "CC(C)(C)OC(=O)N1C2CCC1CN(C(=O)OCC1c3ccccc3-c3ccccc31)C2",
"reactionStepId": "sa_0049ec016e9ce320012ad2a3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140113005A1;0872;1515654\",\"rsmi\":\"Cl[C:15](=[O:16])[O:17][CH2:18][CH:19]1[c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]2-[c:26]2[c:27]1[cH:28][cH:29][cH:30][cH:31]2.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH:9]2[CH2:10][CH2:11][CH:12]1[CH2:13][NH:14][CH2:32]2>CCN(CC)CC.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH:9]2[CH2:10][CH2:11][CH:12]1[CH2:13][N:14]([C:15](=[O:16])[O:17][CH2:18][CH:19]1[c:20]3[cH:21][cH:22][cH:23][cH:24][c:25]3-[c:26]3[c:27]1[cH:28][cH:29][cH:30][cH:31]3)[CH2:32]2\"},\"mapped_reaction_smiles\":\"Cl[C:15](=[O:16])[O:17][CH2:18][CH:19]1[c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]2-[c:26]2[c:27]1[cH:28][cH:29][cH:30][cH:31]2.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH:9]2[CH2:10][CH2:11][CH:12]1[CH2:13][NH:14][CH2:32]2>CCN(CC)CC.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH:9]2[CH2:10][CH2:11][CH:12]1[CH2:13][N:14]([C:15](=[O:16])[O:17][CH2:18][CH:19]1[c:20]3[cH:21][cH:22][cH:23][cH:24][c:25]3-[c:26]3[c:27]1[cH:28][cH:29][cH:30][cH:31]3)[CH2:32]2\"}",
"reactionStep": {
"id": "sa_0049ec016e9ce320012ad2a3",
"reactionHash": "d4310a31e18c0837425a475329bd9f536bace1f656de72a78b1d5cff7349096e"
},
"children": [
{
"id": "14924",
"routeId": "sa_e257fc5cc36c313189974b69",
"moleculeId": "sa_9a81502f3146d0128538a604",
"parentId": "14923",
"isLeaf": true,
"molecule": {
"id": "sa_9a81502f3146d0128538a604",
"inchikey": "HNINFCBLGHCFOJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1C2CCC1CNC2"
},
"smiles": "CC(C)(C)OC(=O)N1C2CCC1CNC2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14925",
"routeId": "sa_e257fc5cc36c313189974b69",
"moleculeId": "sa_b684f93274192ca494986c91",
"parentId": "14923",
"isLeaf": true,
"molecule": {
"id": "sa_b684f93274192ca494986c91",
"inchikey": "IRXSLJNXXZKURP-UHFFFAOYSA-N",
"smiles": "O=C(Cl)OCC1c2ccccc2-c2ccccc21"
},
"smiles": "O=C(Cl)OCC1c2ccccc2-c2ccccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}