Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(NNC(=S)NCCCN1CCCCC1)c1ccc(NC(=O)c2ccccc2F)cc1
InChiKey
IMMPQUKZYSUVBZ-UHFFFAOYSA-N
Route Signature
110c127b4d72ddb3e50641f97a57574e211c9b8d74262f797a27715cf25193fd
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_707c612bb3dfef8003e41c81",
"signature": "110c127b4d72ddb3e50641f97a57574e211c9b8d74262f797a27715cf25193fd",
"contentHash": "dae7e315eafe13ba625e77e319f85f8ba2333e0372cdf051a237049f12858a95",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_efc04eb825c1a89fe013f277",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01800",
"moleculeId": "sa_38ea8d96865af64aeab5e311",
"smiles": "O=C(NNC(=S)NCCCN1CCCCC1)c1ccc(NC(=O)c2ccccc2F)cc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_38ea8d96865af64aeab5e311",
"inchikey": "IMMPQUKZYSUVBZ-UHFFFAOYSA-N",
"smiles": "O=C(NNC(=S)NCCCN1CCCCC1)c1ccc(NC(=O)c2ccccc2F)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10467",
"routeId": "sa_707c612bb3dfef8003e41c81",
"moleculeId": "sa_38ea8d96865af64aeab5e311",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_38ea8d96865af64aeab5e311",
"inchikey": "IMMPQUKZYSUVBZ-UHFFFAOYSA-N",
"smiles": "O=C(NNC(=S)NCCCN1CCCCC1)c1ccc(NC(=O)c2ccccc2F)cc1"
},
"smiles": "O=C(NNC(=S)NCCCN1CCCCC1)c1ccc(NC(=O)c2ccccc2F)cc1",
"reactionStepId": "sa_33c54880a1dc65761682e9f6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090105217A1;0216;693347\",\"rsmi\":\"[C:5](=[S:6])=[N:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1.[O:1]=[C:2]([NH:3][NH2:4])[c:17]1[cH:18][cH:19][c:20]([NH:21][C:22](=[O:23])[c:24]2[c:25]([F:26])[cH:27][cH:28][cH:29][cH:30]2)[cH:31][cH:32]1>CN(C)C=O>[O:1]=[C:2]([NH:3][NH:4][C:5](=[S:6])[NH:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1)[c:17]1[cH:18][cH:19][c:20]([NH:21][C:22](=[O:23])[c:24]2[c:25]([F:26])[cH:27][cH:28][cH:29][cH:30]2)[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"[C:5](=[S:6])=[N:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1.[O:1]=[C:2]([NH:3][NH2:4])[c:17]1[cH:18][cH:19][c:20]([NH:21][C:22](=[O:23])[c:24]2[c:25]([F:26])[cH:27][cH:28][cH:29][cH:30]2)[cH:31][cH:32]1>CN(C)C=O>[O:1]=[C:2]([NH:3][NH:4][C:5](=[S:6])[NH:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1)[c:17]1[cH:18][cH:19][c:20]([NH:21][C:22](=[O:23])[c:24]2[c:25]([F:26])[cH:27][cH:28][cH:29][cH:30]2)[cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_33c54880a1dc65761682e9f6",
"reactionHash": "cfc71e617b2a6f5cb138c1dbf3fd185081de19343d91d5a55d806ca318d89f2b"
},
"children": [
{
"id": "10468",
"routeId": "sa_707c612bb3dfef8003e41c81",
"moleculeId": "sa_1311f673f7596ce146983ad3",
"parentId": "10467",
"isLeaf": false,
"molecule": {
"id": "sa_1311f673f7596ce146983ad3",
"inchikey": "QRXYIQYYHWLPOG-UHFFFAOYSA-N",
"smiles": "S=C=NCCCN1CCCCC1"
},
"smiles": "S=C=NCCCN1CCCCC1",
"reactionStepId": "sa_b9d635d3a5a09c97894bf98d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090105217A1;0149;693325\",\"rsmi\":\"S=[C:2]=[S:1].[NH2:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1>C(=NC1CCCCC1)=NC1CCCCC1.CCOCC>[S:1]=[C:2]=[N:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1\"},\"mapped_reaction_smiles\":\"S=[C:2]=[S:1].[NH2:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1>C(=NC1CCCCC1)=NC1CCCCC1.CCOCC>[S:1]=[C:2]=[N:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1\"}",
"reactionStep": {
"id": "sa_b9d635d3a5a09c97894bf98d",
"reactionHash": "0b1e16392e9d181de29f69ff0e4ce5907741928693453d8e936aec524f37ccf4"
},
"children": [
{
"id": "10469",
"routeId": "sa_707c612bb3dfef8003e41c81",
"moleculeId": "sa_7802763906a2f9e3d718703b",
"parentId": "10468",
"isLeaf": true,
"molecule": {
"id": "sa_7802763906a2f9e3d718703b",
"inchikey": "JMUCXULQKPWSTJ-UHFFFAOYSA-N",
"smiles": "NCCCN1CCCCC1"
},
"smiles": "NCCCN1CCCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10470",
"routeId": "sa_707c612bb3dfef8003e41c81",
"moleculeId": "sa_c2cc747453865590fa1e9fc3",
"parentId": "10468",
"isLeaf": true,
"molecule": {
"id": "sa_c2cc747453865590fa1e9fc3",
"inchikey": "QGJOPFRUJISHPQ-UHFFFAOYSA-N",
"smiles": "S=C=S"
},
"smiles": "S=C=S",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10471",
"routeId": "sa_707c612bb3dfef8003e41c81",
"moleculeId": "sa_4b1e473c86fff16843a970ec",
"parentId": "10467",
"isLeaf": false,
"molecule": {
"id": "sa_4b1e473c86fff16843a970ec",
"inchikey": "ZPHUAJYMTDUHNS-UHFFFAOYSA-N",
"smiles": "NNC(=O)c1ccc(NC(=O)c2ccccc2F)cc1"
},
"smiles": "NNC(=O)c1ccc(NC(=O)c2ccccc2F)cc1",
"reactionStepId": "sa_8d0e0d399303db254ac3a332",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090105217A1;0201;693341\",\"rsmi\":\"CO[C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([NH:9][C:10](=[O:11])[c:12]2[c:13]([F:14])[cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20]1.[NH2:1][NH2:2]>CO.O>[NH2:1][NH:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([NH:9][C:10](=[O:11])[c:12]2[c:13]([F:14])[cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"CO[C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([NH:9][C:10](=[O:11])[c:12]2[c:13]([F:14])[cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20]1.[NH2:1][NH2:2]>CO.O>[NH2:1][NH:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([NH:9][C:10](=[O:11])[c:12]2[c:13]([F:14])[cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_8d0e0d399303db254ac3a332",
"reactionHash": "d6b15573311ab0b1be9ad1a4bc517e3bba1181ce7e3f1758620799f3217250f5"
},
"children": [
{
"id": "10472",
"routeId": "sa_707c612bb3dfef8003e41c81",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "10471",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10473",
"routeId": "sa_707c612bb3dfef8003e41c81",
"moleculeId": "sa_5ab345ac8b9a2d2df8fa321d",
"parentId": "10471",
"isLeaf": false,
"molecule": {
"id": "sa_5ab345ac8b9a2d2df8fa321d",
"inchikey": "VVFCDDRLLQUPDV-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(NC(=O)c2ccccc2F)cc1"
},
"smiles": "COC(=O)c1ccc(NC(=O)c2ccccc2F)cc1",
"reactionStepId": "sa_d35c9b956e17b4d9b3beab92",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090105217A1;0183;693335\",\"rsmi\":\"Cl[C:10](=[O:11])[c:12]1[c:13]([F:14])[cH:15][cH:16][cH:17][cH:18]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([NH2:9])[cH:19][cH:20]1>CCN(C(C)C)C(C)C.ClCCl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([NH:9][C:10](=[O:11])[c:12]2[c:13]([F:14])[cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Cl[C:10](=[O:11])[c:12]1[c:13]([F:14])[cH:15][cH:16][cH:17][cH:18]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([NH2:9])[cH:19][cH:20]1>CCN(C(C)C)C(C)C.ClCCl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([NH:9][C:10](=[O:11])[c:12]2[c:13]([F:14])[cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_d35c9b956e17b4d9b3beab92",
"reactionHash": "24b46d6625297dd163ae532aaa6e2f16af129eb817146dc94dbb7b7e7c23837f"
},
"children": [
{
"id": "10474",
"routeId": "sa_707c612bb3dfef8003e41c81",
"moleculeId": "sa_14b202951b816a011e6a8556",
"parentId": "10473",
"isLeaf": true,
"molecule": {
"id": "sa_14b202951b816a011e6a8556",
"inchikey": "LZXXNPOYQCLXRS-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(N)cc1"
},
"smiles": "COC(=O)c1ccc(N)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10475",
"routeId": "sa_707c612bb3dfef8003e41c81",
"moleculeId": "sa_1c2f7dab41f3c48cdb2250d0",
"parentId": "10473",
"isLeaf": true,
"molecule": {
"id": "sa_1c2f7dab41f3c48cdb2250d0",
"inchikey": "RAAGZOYMEQDCTD-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1ccccc1F"
},
"smiles": "O=C(Cl)c1ccccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}