Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#CCN1CC[C@@H](Nc2ccc(S(N)(=O)=O)cc2[N+](=O)[O-])C1
InChiKey
UKFHAPFWRBCLTN-SECBINFHSA-N
Route Signature
d80a35860d0e4e6d98f016c74930f85a970bc470a8bff7cca13fa47aec6ec06b
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_853d3cac00de4aab58401afb",
"signature": "d80a35860d0e4e6d98f016c74930f85a970bc470a8bff7cca13fa47aec6ec06b",
"contentHash": "bb8824b86a09612f5f9eca505aca3eb57ca98bc0cab58b1d0e7f10257d6399f3",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_68041c51ecf78d74ee77ff5c",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-09454",
"moleculeId": "sa_cec6b8e3d43298d2a545678c",
"smiles": "N#CCN1CC[C@@H](Nc2ccc(S(N)(=O)=O)cc2[N+](=O)[O-])C1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_cec6b8e3d43298d2a545678c",
"inchikey": "UKFHAPFWRBCLTN-SECBINFHSA-N",
"smiles": "N#CCN1CC[C@@H](Nc2ccc(S(N)(=O)=O)cc2[N+](=O)[O-])C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8957",
"routeId": "sa_853d3cac00de4aab58401afb",
"moleculeId": "sa_cec6b8e3d43298d2a545678c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_cec6b8e3d43298d2a545678c",
"inchikey": "UKFHAPFWRBCLTN-SECBINFHSA-N",
"smiles": "N#CCN1CC[C@@H](Nc2ccc(S(N)(=O)=O)cc2[N+](=O)[O-])C1"
},
"smiles": "N#CCN1CC[C@@H](Nc2ccc(S(N)(=O)=O)cc2[N+](=O)[O-])C1",
"reactionStepId": "sa_321252260a82dd7dda628fde",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160009687A1;3087;1817785\",\"rsmi\":\"Br[CH2:3][C:2]#[N:1].[NH:4]1[CH2:5][CH2:6][C@@H:7]([NH:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([S:16]([NH2:17])(=[O:18])=[O:19])[cH:20][cH:21]2)[CH2:22]1>CN(C)C=O.O=C(O)O.[Na+].[Na+]>[N:1]#[C:2][CH2:3][N:4]1[CH2:5][CH2:6][C@@H:7]([NH:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([S:16]([NH2:17])(=[O:18])=[O:19])[cH:20][cH:21]2)[CH2:22]1\"},\"mapped_reaction_smiles\":\"Br[CH2:3][C:2]#[N:1].[NH:4]1[CH2:5][CH2:6][C@@H:7]([NH:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([S:16]([NH2:17])(=[O:18])=[O:19])[cH:20][cH:21]2)[CH2:22]1>CN(C)C=O.O=C(O)O.[Na+].[Na+]>[N:1]#[C:2][CH2:3][N:4]1[CH2:5][CH2:6][C@@H:7]([NH:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([S:16]([NH2:17])(=[O:18])=[O:19])[cH:20][cH:21]2)[CH2:22]1\"}",
"reactionStep": {
"id": "sa_321252260a82dd7dda628fde",
"reactionHash": "7a484204dc87e536801457668163ddfe0c9b30b42d057f9ddbf3af45cc755865"
},
"children": [
{
"id": "8958",
"routeId": "sa_853d3cac00de4aab58401afb",
"moleculeId": "sa_58ded49d13b8b7bf0979ed21",
"parentId": "8957",
"isLeaf": false,
"molecule": {
"id": "sa_58ded49d13b8b7bf0979ed21",
"inchikey": "GJECSOSCAGYWQW-SSDOTTSWSA-N",
"smiles": "NS(=O)(=O)c1ccc(N[C@@H]2CCNC2)c([N+](=O)[O-])c1"
},
"smiles": "NS(=O)(=O)c1ccc(N[C@@H]2CCNC2)c([N+](=O)[O-])c1",
"reactionStepId": "sa_9be91ed64befa29cc31727a2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160009687A1;3086;1817784\",\"rsmi\":\"CC(C)(C)OC(=O)[N:16]1[CH2:15][CH2:14][C@@H:13]([NH:12][c:11]2[c:7]([N+:8](=[O:9])[O-:10])[cH:6][c:5]([S:2]([NH2:1])(=[O:3])=[O:4])[cH:19][cH:18]2)[CH2:17]1>ClCCl.O=C(O)C(F)(F)F>[NH2:1][S:2](=[O:3])(=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([NH:12][C@@H:13]2[CH2:14][CH2:15][NH:16][CH2:17]2)[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:16]1[CH2:15][CH2:14][C@@H:13]([NH:12][c:11]2[c:7]([N+:8](=[O:9])[O-:10])[cH:6][c:5]([S:2]([NH2:1])(=[O:3])=[O:4])[cH:19][cH:18]2)[CH2:17]1>ClCCl.O=C(O)C(F)(F)F>[NH2:1][S:2](=[O:3])(=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([NH:12][C@@H:13]2[CH2:14][CH2:15][NH:16][CH2:17]2)[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_9be91ed64befa29cc31727a2",
"reactionHash": "66e49f10d36db0698d5f1778a5cb60da3e301a80f04bc3a7da763d0a7a4aa0da"
},
"children": [
{
"id": "8959",
"routeId": "sa_853d3cac00de4aab58401afb",
"moleculeId": "sa_99c0c8d8cae678cf5f096c9f",
"parentId": "8958",
"isLeaf": false,
"molecule": {
"id": "sa_99c0c8d8cae678cf5f096c9f",
"inchikey": "QTWBCNWAAVXPLA-SNVBAGLBSA-N",
"smiles": "CC(C)(C)OC(=O)N1CC[C@@H](Nc2ccc(S(N)(=O)=O)cc2[N+](=O)[O-])C1"
},
"smiles": "CC(C)(C)OC(=O)N1CC[C@@H](Nc2ccc(S(N)(=O)=O)cc2[N+](=O)[O-])C1",
"reactionStepId": "sa_6003b2559941ec7993ca6692",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160009687A1;3085;1817783\",\"rsmi\":\"F[c:13]1[c:14]([N+:15](=[O:16])[O-:17])[cH:18][c:19]([S:20]([NH2:21])(=[O:22])=[O:23])[cH:24][cH:25]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C@@H:11]([NH2:12])[CH2:26]1>C1CCOC1.CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C@@H:11]([NH:12][c:13]2[c:14]([N+:15](=[O:16])[O-:17])[cH:18][c:19]([S:20]([NH2:21])(=[O:22])=[O:23])[cH:24][cH:25]2)[CH2:26]1\"},\"mapped_reaction_smiles\":\"F[c:13]1[c:14]([N+:15](=[O:16])[O-:17])[cH:18][c:19]([S:20]([NH2:21])(=[O:22])=[O:23])[cH:24][cH:25]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C@@H:11]([NH2:12])[CH2:26]1>C1CCOC1.CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C@@H:11]([NH:12][c:13]2[c:14]([N+:15](=[O:16])[O-:17])[cH:18][c:19]([S:20]([NH2:21])(=[O:22])=[O:23])[cH:24][cH:25]2)[CH2:26]1\"}",
"reactionStep": {
"id": "sa_6003b2559941ec7993ca6692",
"reactionHash": "89092edcebb31aaab241b591da16040bd3d391b7d0d016de67b149d56483600b"
},
"children": [
{
"id": "8960",
"routeId": "sa_853d3cac00de4aab58401afb",
"moleculeId": "sa_82b431bb76ec9e854ee5a449",
"parentId": "8959",
"isLeaf": true,
"molecule": {
"id": "sa_82b431bb76ec9e854ee5a449",
"inchikey": "CMIBWIAICVBURI-SSDOTTSWSA-N",
"smiles": "CC(C)(C)OC(=O)N1CC[C@@H](N)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CC[C@@H](N)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8961",
"routeId": "sa_853d3cac00de4aab58401afb",
"moleculeId": "sa_b717f040720b239bd094b5a5",
"parentId": "8959",
"isLeaf": true,
"molecule": {
"id": "sa_b717f040720b239bd094b5a5",
"inchikey": "FAYVDRRKPVJSPE-UHFFFAOYSA-N",
"smiles": "NS(=O)(=O)c1ccc(F)c([N+](=O)[O-])c1"
},
"smiles": "NS(=O)(=O)c1ccc(F)c([N+](=O)[O-])c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "8962",
"routeId": "sa_853d3cac00de4aab58401afb",
"moleculeId": "sa_5d1bd64a5850a4bf7396ac44",
"parentId": "8957",
"isLeaf": true,
"molecule": {
"id": "sa_5d1bd64a5850a4bf7396ac44",
"inchikey": "REXUYBKPWIPONM-UHFFFAOYSA-N",
"smiles": "N#CCBr"
},
"smiles": "N#CCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}