Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CNc1nc(Nc2ccc(-n3cnc(Cl)c3)c(OC)c2)nc2c1C(=O)CC2c1ccccc1
InChiKey
LLMJXDHSUYBEEG-UHFFFAOYSA-N
Route Signature
6869200c728afac1edde5045467737f41cc23db3e76af02eea0627d3c753527d
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f97ae44c6b78a3bd44cef716",
"signature": "6869200c728afac1edde5045467737f41cc23db3e76af02eea0627d3c753527d",
"contentHash": "14379c049670e841970015ff81c95dbfcd9b34fb5b8aaab4b2df79fed2452ae0",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_957065ebf87a60f38a6af0d0",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-09659",
"moleculeId": "sa_b431549facec5c9a0731cd0d",
"smiles": "CNc1nc(Nc2ccc(-n3cnc(Cl)c3)c(OC)c2)nc2c1C(=O)CC2c1ccccc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b431549facec5c9a0731cd0d",
"inchikey": "LLMJXDHSUYBEEG-UHFFFAOYSA-N",
"smiles": "CNc1nc(Nc2ccc(-n3cnc(Cl)c3)c(OC)c2)nc2c1C(=O)CC2c1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16654",
"routeId": "sa_f97ae44c6b78a3bd44cef716",
"moleculeId": "sa_b431549facec5c9a0731cd0d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b431549facec5c9a0731cd0d",
"inchikey": "LLMJXDHSUYBEEG-UHFFFAOYSA-N",
"smiles": "CNc1nc(Nc2ccc(-n3cnc(Cl)c3)c(OC)c2)nc2c1C(=O)CC2c1ccccc1"
},
"smiles": "CNc1nc(Nc2ccc(-n3cnc(Cl)c3)c(OC)c2)nc2c1C(=O)CC2c1ccccc1",
"reactionStepId": "sa_c1ae1bc607e2f7fdc071d10c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110212937A1;1682;1100153\",\"rsmi\":\"Cl[c:5]1[n:4][c:3]([NH:2][CH3:1])[c:23]2[c:22]([n:21]1)[CH:27]([c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1)[CH2:26][C:24]2=[O:25].[NH2:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[c:12](-[n:13]2[cH:14][n:15][c:16]([Cl:17])[cH:18]2)[cH:19][cH:20]1>C1CCOC1.O=S(=O)(O)O>[CH3:1][NH:2][c:3]1[n:4][c:5]([NH:6][c:7]2[cH:8][c:9]([O:10][CH3:11])[c:12](-[n:13]3[cH:14][n:15][c:16]([Cl:17])[cH:18]3)[cH:19][cH:20]2)[n:21][c:22]2[c:23]1[C:24](=[O:25])[CH2:26][CH:27]2[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[n:4][c:3]([NH:2][CH3:1])[c:23]2[c:22]([n:21]1)[CH:27]([c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1)[CH2:26][C:24]2=[O:25].[NH2:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[c:12](-[n:13]2[cH:14][n:15][c:16]([Cl:17])[cH:18]2)[cH:19][cH:20]1>C1CCOC1.O=S(=O)(O)O>[CH3:1][NH:2][c:3]1[n:4][c:5]([NH:6][c:7]2[cH:8][c:9]([O:10][CH3:11])[c:12](-[n:13]3[cH:14][n:15][c:16]([Cl:17])[cH:18]3)[cH:19][cH:20]2)[n:21][c:22]2[c:23]1[C:24](=[O:25])[CH2:26][CH:27]2[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_c1ae1bc607e2f7fdc071d10c",
"reactionHash": "df1788ef414c3154298cec0d969a0d91ba53e2683aba779944cf5ebed88f9a3b"
},
"children": [
{
"id": "16655",
"routeId": "sa_f97ae44c6b78a3bd44cef716",
"moleculeId": "sa_cdb28ffc9f3c08778876c539",
"parentId": "16654",
"isLeaf": false,
"molecule": {
"id": "sa_cdb28ffc9f3c08778876c539",
"inchikey": "DJCLJGKHLXTVTR-UHFFFAOYSA-N",
"smiles": "COc1cc(N)ccc1-n1cnc(Cl)c1"
},
"smiles": "COc1cc(N)ccc1-n1cnc(Cl)c1",
"reactionStepId": "sa_cb83030b4ac8ef8dab42ce83",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110212937A1;0180;1099957\",\"rsmi\":\"O=[N+:14]([O-])[c:13]1[cH:12][cH:11][c:4](-[n:5]2[cH:6][n:7][c:8]([Cl:9])[cH:10]2)[c:3]([O:2][CH3:1])[cH:15]1>CC(=O)O.CCO.O.[Fe].[Na+].O>[CH3:1][O:2][c:3]1[c:4](-[n:5]2[cH:6][n:7][c:8]([Cl:9])[cH:10]2)[cH:11][cH:12][c:13]([NH2:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"O=[N+:14]([O-])[c:13]1[cH:12][cH:11][c:4](-[n:5]2[cH:6][n:7][c:8]([Cl:9])[cH:10]2)[c:3]([O:2][CH3:1])[cH:15]1>CC(=O)O.CCO.O.[Fe].[Na+].O>[CH3:1][O:2][c:3]1[c:4](-[n:5]2[cH:6][n:7][c:8]([Cl:9])[cH:10]2)[cH:11][cH:12][c:13]([NH2:14])[cH:15]1\"}",
"reactionStep": {
"id": "sa_cb83030b4ac8ef8dab42ce83",
"reactionHash": "5fef0bd1ec236295ceab60cc4b20b05471ff44ae33422456d00a3b5e3c6e4bd1"
},
"children": [
{
"id": "16656",
"routeId": "sa_f97ae44c6b78a3bd44cef716",
"moleculeId": "sa_7acb73407cce237d7d1f3d77",
"parentId": "16655",
"isLeaf": false,
"molecule": {
"id": "sa_7acb73407cce237d7d1f3d77",
"inchikey": "LMWVWQBLGRMPCY-UHFFFAOYSA-N",
"smiles": "COc1cc([N+](=O)[O-])ccc1-n1cnc(Cl)c1"
},
"smiles": "COc1cc([N+](=O)[O-])ccc1-n1cnc(Cl)c1",
"reactionStepId": "sa_9702517d1123b11bcd3eb89f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110212937A1;0178;1099956\",\"rsmi\":\"Cl[c:4]1[c:3]([O:2][CH3:1])[cH:17][c:13]([N+:14](=[O:15])[O-:16])[cH:12][cH:11]1.[nH:5]1[cH:6][n:7][c:8]([Cl:9])[cH:10]1>CS(C)=O.O.[K+].O>[CH3:1][O:2][c:3]1[c:4](-[n:5]2[cH:6][n:7][c:8]([Cl:9])[cH:10]2)[cH:11][cH:12][c:13]([N+:14](=[O:15])[O-:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[c:3]([O:2][CH3:1])[cH:17][c:13]([N+:14](=[O:15])[O-:16])[cH:12][cH:11]1.[nH:5]1[cH:6][n:7][c:8]([Cl:9])[cH:10]1>CS(C)=O.O.[K+].O>[CH3:1][O:2][c:3]1[c:4](-[n:5]2[cH:6][n:7][c:8]([Cl:9])[cH:10]2)[cH:11][cH:12][c:13]([N+:14](=[O:15])[O-:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_9702517d1123b11bcd3eb89f",
"reactionHash": "57b8450b25eeba7f5f854ad5f67bfc18bec61b2617f5ef37692005543080847e"
},
"children": [
{
"id": "16657",
"routeId": "sa_f97ae44c6b78a3bd44cef716",
"moleculeId": "sa_3d31db08f092046cba966c71",
"parentId": "16656",
"isLeaf": true,
"molecule": {
"id": "sa_3d31db08f092046cba966c71",
"inchikey": "BQRBAXFOPZRMCU-UHFFFAOYSA-N",
"smiles": "Clc1cnc[nH]1"
},
"smiles": "Clc1c[nH]cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16658",
"routeId": "sa_f97ae44c6b78a3bd44cef716",
"moleculeId": "sa_d87f3581076ecf7aefd87d2a",
"parentId": "16656",
"isLeaf": true,
"molecule": {
"id": "sa_d87f3581076ecf7aefd87d2a",
"inchikey": "JXIJUAWSDBACEB-UHFFFAOYSA-N",
"smiles": "COc1cc([N+](=O)[O-])ccc1Cl"
},
"smiles": "COc1cc([N+](=O)[O-])ccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "16659",
"routeId": "sa_f97ae44c6b78a3bd44cef716",
"moleculeId": "sa_7ace03c0cb388392cee5c106",
"parentId": "16654",
"isLeaf": true,
"molecule": {
"id": "sa_7ace03c0cb388392cee5c106",
"inchikey": "VDMWDLPJORHCHR-UHFFFAOYSA-N",
"smiles": "CNc1nc(Cl)nc2c1C(=O)CC2c1ccccc1"
},
"smiles": "CNc1nc(Cl)nc2c1C(=O)CC2c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}