Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)Oc1cc(Nc2nc(N[C@@H](C)c3ccc(F)cn3)ccc2[N+](=O)[O-])n[nH]1
InChiKey
GEDVHKAGHJWJLX-NSHDSACASA-N
Route Signature
ab63fc647d662ff978e0873df1a9c3e0696f45de6358c14f1d2c05a721f56611
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_d564d5f5d8b5236105abc50b",
"signature": "ab63fc647d662ff978e0873df1a9c3e0696f45de6358c14f1d2c05a721f56611",
"contentHash": "fb2a7f680874a1d66df5986498824f90e9ae2700f58a4f9c01f0b2413857413d",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_552c35d9a2777dbbf6a38c83",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05572",
"moleculeId": "sa_0b9e1224db7bea34175fa300",
"smiles": "CC(C)Oc1cc(Nc2nc(N[C@@H](C)c3ccc(F)cn3)ccc2[N+](=O)[O-])n[nH]1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0b9e1224db7bea34175fa300",
"inchikey": "GEDVHKAGHJWJLX-NSHDSACASA-N",
"smiles": "CC(C)Oc1cc(Nc2nc(N[C@@H](C)c3ccc(F)cn3)ccc2[N+](=O)[O-])n[nH]1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15735",
"routeId": "sa_d564d5f5d8b5236105abc50b",
"moleculeId": "sa_0b9e1224db7bea34175fa300",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0b9e1224db7bea34175fa300",
"inchikey": "GEDVHKAGHJWJLX-NSHDSACASA-N",
"smiles": "CC(C)Oc1cc(Nc2nc(N[C@@H](C)c3ccc(F)cn3)ccc2[N+](=O)[O-])n[nH]1"
},
"smiles": "CC(C)Oc1cc(Nc2nc(N[C@@H](C)c3ccc(F)cn3)ccc2[N+](=O)[O-])n[nH]1",
"reactionStepId": "sa_bd781208bbff761bdb77bd7c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140155394A1;0231;1531516\",\"rsmi\":\"Cl[c:11]1[n:10][c:9]([NH:8][c:7]2[cH:6][c:5]([O:4][CH:2]([CH3:1])[CH3:3])[nH:29][n:28]2)[c:24]([N+:25](=[O:26])[O-:27])[cH:23][cH:22]1.[NH2:12][C@@H:13]([CH3:14])[c:15]1[n:16][cH:17][c:18]([F:19])[cH:20][cH:21]1>CCCCO.CCN(C(C)C)C(C)C.CCOC(C)=O.Cl>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[cH:6][c:7]([NH:8][c:9]2[n:10][c:11]([NH:12][C@@H:13]([CH3:14])[c:15]3[n:16][cH:17][c:18]([F:19])[cH:20][cH:21]3)[cH:22][cH:23][c:24]2[N+:25](=[O:26])[O-:27])[n:28][nH:29]1\"},\"mapped_reaction_smiles\":\"Cl[c:11]1[n:10][c:9]([NH:8][c:7]2[cH:6][c:5]([O:4][CH:2]([CH3:1])[CH3:3])[nH:29][n:28]2)[c:24]([N+:25](=[O:26])[O-:27])[cH:23][cH:22]1.[NH2:12][C@@H:13]([CH3:14])[c:15]1[n:16][cH:17][c:18]([F:19])[cH:20][cH:21]1>CCCCO.CCN(C(C)C)C(C)C.CCOC(C)=O.Cl>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[cH:6][c:7]([NH:8][c:9]2[n:10][c:11]([NH:12][C@@H:13]([CH3:14])[c:15]3[n:16][cH:17][c:18]([F:19])[cH:20][cH:21]3)[cH:22][cH:23][c:24]2[N+:25](=[O:26])[O-:27])[n:28][nH:29]1\"}",
"reactionStep": {
"id": "sa_bd781208bbff761bdb77bd7c",
"reactionHash": "aaf19445ab845e931057518966d50a1bc0ebb44b28788c86ec9569b9b431b6d4"
},
"children": [
{
"id": "15736",
"routeId": "sa_d564d5f5d8b5236105abc50b",
"moleculeId": "sa_849adac93be492b9bfc63e00",
"parentId": "15735",
"isLeaf": true,
"molecule": {
"id": "sa_849adac93be492b9bfc63e00",
"inchikey": "KNKRMCSSVBSDNL-YFKPBYRVSA-N",
"smiles": "C[C@H](N)c1ccc(F)cn1"
},
"smiles": "C[C@H](N)c1ccc(F)cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15737",
"routeId": "sa_d564d5f5d8b5236105abc50b",
"moleculeId": "sa_1212502721ec1b8ee5dedcce",
"parentId": "15735",
"isLeaf": false,
"molecule": {
"id": "sa_1212502721ec1b8ee5dedcce",
"inchikey": "RWPMLSUZQVWGST-UHFFFAOYSA-N",
"smiles": "CC(C)Oc1cc(Nc2nc(Cl)ccc2[N+](=O)[O-])n[nH]1"
},
"smiles": "CC(C)Oc1cc(Nc2nc(Cl)ccc2[N+](=O)[O-])n[nH]1",
"reactionStepId": "sa_d74a863d575241e0ddaa375b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140155394A1;0230;1531515\",\"rsmi\":\"Cl[c:9]1[n:10][c:11]([Cl:12])[cH:13][cH:14][c:15]1[N+:16](=[O:17])[O-:18].[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[cH:6][c:7]([NH2:8])[n:19][nH:20]1>CC#N.CCN(CC)CC>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[cH:6][c:7]([NH:8][c:9]2[n:10][c:11]([Cl:12])[cH:13][cH:14][c:15]2[N+:16](=[O:17])[O-:18])[n:19][nH:20]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[n:10][c:11]([Cl:12])[cH:13][cH:14][c:15]1[N+:16](=[O:17])[O-:18].[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[cH:6][c:7]([NH2:8])[n:19][nH:20]1>CC#N.CCN(CC)CC>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[cH:6][c:7]([NH:8][c:9]2[n:10][c:11]([Cl:12])[cH:13][cH:14][c:15]2[N+:16](=[O:17])[O-:18])[n:19][nH:20]1\"}",
"reactionStep": {
"id": "sa_d74a863d575241e0ddaa375b",
"reactionHash": "2ff97a994f029fd9f73bbfb6cd1667e1f809b48b2d34a59816b26740a93a1663"
},
"children": [
{
"id": "15738",
"routeId": "sa_d564d5f5d8b5236105abc50b",
"moleculeId": "sa_e1d42a95bd4eb7d5df00895f",
"parentId": "15737",
"isLeaf": false,
"molecule": {
"id": "sa_e1d42a95bd4eb7d5df00895f",
"inchikey": "BAYGRDORJOSALU-UHFFFAOYSA-N",
"smiles": "CC(C)Oc1cc(N)[nH]n1"
},
"smiles": "CC(C)Oc1cc(N)n[nH]1",
"reactionStepId": "sa_837d8b3f70dc67bd7a8641c9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140155394A1;0229;1531514\",\"rsmi\":\"O[CH:2]([CH3:1])[CH3:3].[OH:4][c:5]1[cH:6][c:7]([NH2:8])[n:9][nH:10]1>CC(C)OC(=O)N=NC(=O)OC(C)C.ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[cH:6][c:7]([NH2:8])[n:9][nH:10]1\"},\"mapped_reaction_smiles\":\"O[CH:2]([CH3:1])[CH3:3].[OH:4][c:5]1[cH:6][c:7]([NH2:8])[n:9][nH:10]1>CC(C)OC(=O)N=NC(=O)OC(C)C.ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[cH:6][c:7]([NH2:8])[n:9][nH:10]1\"}",
"reactionStep": {
"id": "sa_837d8b3f70dc67bd7a8641c9",
"reactionHash": "9ee10828dedf81bc4f1fb663cca648425cd8a8ee41a246063598fee3b68ee1ec"
},
"children": [
{
"id": "15739",
"routeId": "sa_d564d5f5d8b5236105abc50b",
"moleculeId": "sa_686dd003386da742d95a15d8",
"parentId": "15738",
"isLeaf": true,
"molecule": {
"id": "sa_686dd003386da742d95a15d8",
"inchikey": "KFZMGEQAYNKOFK-UHFFFAOYSA-N",
"smiles": "CC(C)O"
},
"smiles": "CC(C)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15740",
"routeId": "sa_d564d5f5d8b5236105abc50b",
"moleculeId": "sa_acfea81f8d7618460081c0d7",
"parentId": "15738",
"isLeaf": true,
"molecule": {
"id": "sa_acfea81f8d7618460081c0d7",
"inchikey": "QZBGOTVBHYKUDS-UHFFFAOYSA-N",
"smiles": "Nc1cc(O)[nH]n1"
},
"smiles": "Nc1cc(O)[nH]n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15741",
"routeId": "sa_d564d5f5d8b5236105abc50b",
"moleculeId": "sa_b21dba5131dd6b43fba67a0f",
"parentId": "15737",
"isLeaf": true,
"molecule": {
"id": "sa_b21dba5131dd6b43fba67a0f",
"inchikey": "SHCWQWRTKPNTEM-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Cl)nc1Cl"
},
"smiles": "O=[N+]([O-])c1ccc(Cl)nc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}