Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCCN(C(=O)OCc1ccccc1)C1CCC(C(=O)NCc2nccnc2Cl)CC1
InChiKey
ZQDZYZNDGSYZNX-UHFFFAOYSA-N
Route Signature
bcde7587f9c2dc3a37c14a7550af70b00c6945988c77b8251b39fe0101b4a5f8
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_9e0941dc0e90501221eeea41",
"signature": "bcde7587f9c2dc3a37c14a7550af70b00c6945988c77b8251b39fe0101b4a5f8",
"contentHash": "93f89ff75bdd97a53610a59ab92b6ec08f2b5ebb69e1e8336b8b2a9cbe1ef3c2",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_d4f12982164d448b34bb24f8",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05096",
"moleculeId": "sa_14706fdff728b04f77a9e081",
"smiles": "COCCN(C(=O)OCc1ccccc1)C1CCC(C(=O)NCc2nccnc2Cl)CC1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_14706fdff728b04f77a9e081",
"inchikey": "ZQDZYZNDGSYZNX-UHFFFAOYSA-N",
"smiles": "COCCN(C(=O)OCc1ccccc1)C1CCC(C(=O)NCc2nccnc2Cl)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15627",
"routeId": "sa_9e0941dc0e90501221eeea41",
"moleculeId": "sa_14706fdff728b04f77a9e081",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_14706fdff728b04f77a9e081",
"inchikey": "ZQDZYZNDGSYZNX-UHFFFAOYSA-N",
"smiles": "COCCN(C(=O)OCc1ccccc1)C1CCC(C(=O)NCc2nccnc2Cl)CC1"
},
"smiles": "COCCN(C(=O)OCc1ccccc1)C1CCC(C(=O)NCc2nccnc2Cl)CC1",
"reactionStepId": "sa_4ec3f9c8c97ef413ae2ab80d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120309966A1;0464;1309559\",\"rsmi\":\"O=C1CCC(=O)N1O[C:6](=[O:7])[O:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH:16]1[CH2:17][CH2:18][CH:19]([C:20](=[O:21])[NH:22][CH2:23][c:24]2[n:25][cH:26][cH:27][n:28][c:29]2[Cl:30])[CH2:31][CH2:32]1>C1COCCO1.CCN(CC)CC.Cl.O>[CH3:1][O:2][CH2:3][CH2:4][N:5]([C:6](=[O:7])[O:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1)[CH:16]1[CH2:17][CH2:18][CH:19]([C:20](=[O:21])[NH:22][CH2:23][c:24]2[n:25][cH:26][cH:27][n:28][c:29]2[Cl:30])[CH2:31][CH2:32]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1O[C:6](=[O:7])[O:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH:16]1[CH2:17][CH2:18][CH:19]([C:20](=[O:21])[NH:22][CH2:23][c:24]2[n:25][cH:26][cH:27][n:28][c:29]2[Cl:30])[CH2:31][CH2:32]1>C1COCCO1.CCN(CC)CC.Cl.O>[CH3:1][O:2][CH2:3][CH2:4][N:5]([C:6](=[O:7])[O:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1)[CH:16]1[CH2:17][CH2:18][CH:19]([C:20](=[O:21])[NH:22][CH2:23][c:24]2[n:25][cH:26][cH:27][n:28][c:29]2[Cl:30])[CH2:31][CH2:32]1\"}",
"reactionStep": {
"id": "sa_4ec3f9c8c97ef413ae2ab80d",
"reactionHash": "1b80ba19ad0c7d268072d9717c173daa4fe156143e5cd064953c93a72bc5a2c1"
},
"children": [
{
"id": "15628",
"routeId": "sa_9e0941dc0e90501221eeea41",
"moleculeId": "sa_6fa6570fdffe1c8c660b046a",
"parentId": "15627",
"isLeaf": false,
"molecule": {
"id": "sa_6fa6570fdffe1c8c660b046a",
"inchikey": "MJIZNCLDRRAXHD-UHFFFAOYSA-N",
"smiles": "COCCNC1CCC(C(=O)NCc2nccnc2Cl)CC1"
},
"smiles": "COCCNC1CCC(C(=O)NCc2nccnc2Cl)CC1",
"reactionStepId": "sa_c98c01fa37b51b37be733002",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120309966A1;0463;1309558\",\"rsmi\":\"O=[C:6]1[CH2:7][CH2:8][CH:9]([C:10](=[O:11])[NH:12][CH2:13][c:14]2[n:15][cH:16][cH:17][n:18][c:19]2[Cl:20])[CH2:21][CH2:22]1.[CH3:1][O:2][CH2:3][CH2:4][NH2:5]>>[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH:6]1[CH2:7][CH2:8][CH:9]([C:10](=[O:11])[NH:12][CH2:13][c:14]2[n:15][cH:16][cH:17][n:18][c:19]2[Cl:20])[CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"O=[C:6]1[CH2:7][CH2:8][CH:9]([C:10](=[O:11])[NH:12][CH2:13][c:14]2[n:15][cH:16][cH:17][n:18][c:19]2[Cl:20])[CH2:21][CH2:22]1.[CH3:1][O:2][CH2:3][CH2:4][NH2:5]>>[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH:6]1[CH2:7][CH2:8][CH:9]([C:10](=[O:11])[NH:12][CH2:13][c:14]2[n:15][cH:16][cH:17][n:18][c:19]2[Cl:20])[CH2:21][CH2:22]1\"}",
"reactionStep": {
"id": "sa_c98c01fa37b51b37be733002",
"reactionHash": "7d93d0d3ac944cf27d84bcafa2406193ce3411cecf8b12221f76b2b23afac170"
},
"children": [
{
"id": "15629",
"routeId": "sa_9e0941dc0e90501221eeea41",
"moleculeId": "sa_532d08abff10d35549910230",
"parentId": "15628",
"isLeaf": true,
"molecule": {
"id": "sa_532d08abff10d35549910230",
"inchikey": "ASUDFOJKTJLAIK-UHFFFAOYSA-N",
"smiles": "COCCN"
},
"smiles": "COCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15630",
"routeId": "sa_9e0941dc0e90501221eeea41",
"moleculeId": "sa_36a377a850718c0e0a56a77a",
"parentId": "15628",
"isLeaf": false,
"molecule": {
"id": "sa_36a377a850718c0e0a56a77a",
"inchikey": "ATVBQDUXVINHTL-UHFFFAOYSA-N",
"smiles": "O=C1CCC(C(=O)NCc2nccnc2Cl)CC1"
},
"smiles": "O=C1CCC(C(=O)NCc2nccnc2Cl)CC1",
"reactionStepId": "sa_92937734b1e5162fc2315f5d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120309966A1;0364;1309537\",\"rsmi\":\"[NH2:8][CH2:9][c:10]1[n:11][cH:12][cH:13][n:14][c:15]1[Cl:16].O[C:6]([CH:5]1[CH2:4][CH2:3][C:2](=[O:1])[CH2:18][CH2:17]1)=[O:7]>CCN(CC)CC.CN(C)C(On1nnc2cccnc21)=[N+](C)C.Cl.ClCCl.F[PH](F)(F)(F)(F)F>[O:1]=[C:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[NH:8][CH2:9][c:10]2[n:11][cH:12][cH:13][n:14][c:15]2[Cl:16])[CH2:17][CH2:18]1\"},\"mapped_reaction_smiles\":\"[NH2:8][CH2:9][c:10]1[n:11][cH:12][cH:13][n:14][c:15]1[Cl:16].O[C:6]([CH:5]1[CH2:4][CH2:3][C:2](=[O:1])[CH2:18][CH2:17]1)=[O:7]>CCN(CC)CC.CN(C)C(On1nnc2cccnc21)=[N+](C)C.Cl.ClCCl.F[PH](F)(F)(F)(F)F>[O:1]=[C:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[NH:8][CH2:9][c:10]2[n:11][cH:12][cH:13][n:14][c:15]2[Cl:16])[CH2:17][CH2:18]1\"}",
"reactionStep": {
"id": "sa_92937734b1e5162fc2315f5d",
"reactionHash": "cac2b1f880126b17e1b2bc7ad59811b980ce5f5f55ee2ccfc5c143423a425fec"
},
"children": [
{
"id": "15631",
"routeId": "sa_9e0941dc0e90501221eeea41",
"moleculeId": "sa_6b305392084cb2cbf5911fb7",
"parentId": "15630",
"isLeaf": true,
"molecule": {
"id": "sa_6b305392084cb2cbf5911fb7",
"inchikey": "OWLXUYGCLDGHJJ-UHFFFAOYSA-N",
"smiles": "O=C1CCC(C(=O)O)CC1"
},
"smiles": "O=C1CCC(C(=O)O)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15632",
"routeId": "sa_9e0941dc0e90501221eeea41",
"moleculeId": "sa_8060862e4f3bc0d65d49156d",
"parentId": "15630",
"isLeaf": true,
"molecule": {
"id": "sa_8060862e4f3bc0d65d49156d",
"inchikey": "PODCTQRYFHFTPT-UHFFFAOYSA-N",
"smiles": "NCc1nccnc1Cl"
},
"smiles": "NCc1nccnc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15633",
"routeId": "sa_9e0941dc0e90501221eeea41",
"moleculeId": "sa_7bcb871b1e7659e82e3bd449",
"parentId": "15627",
"isLeaf": true,
"molecule": {
"id": "sa_7bcb871b1e7659e82e3bd449",
"inchikey": "MJSHDCCLFGOEIK-UHFFFAOYSA-N",
"smiles": "O=C(OCc1ccccc1)ON1C(=O)CCC1=O"
},
"smiles": "O=C(OCc1ccccc1)ON1C(=O)CCC1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}