Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC(Oc1ccc(OC(F)(F)F)cc1)C(=O)N1CC(=O)Nc2ccc(C)nc21
InChiKey
PBTQEXCOQTYRJS-UHFFFAOYSA-N
Route Signature
7fab9d05ef13514f499d324ac7d5b170a2b7a4af00c50641baa10d0132ba0190
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_919b8bb7c432fcd0be81a086",
"signature": "7fab9d05ef13514f499d324ac7d5b170a2b7a4af00c50641baa10d0132ba0190",
"contentHash": "adbc91843a867432176ee793977e0d90718738d732b4085fc457a12894808c69",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_7d857fde909ae0e8b255cd21",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07765",
"moleculeId": "sa_6a445fefc46f52184e22fe46",
"smiles": "CCC(Oc1ccc(OC(F)(F)F)cc1)C(=O)N1CC(=O)Nc2ccc(C)nc21",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_6a445fefc46f52184e22fe46",
"inchikey": "PBTQEXCOQTYRJS-UHFFFAOYSA-N",
"smiles": "CCC(Oc1ccc(OC(F)(F)F)cc1)C(=O)N1CC(=O)Nc2ccc(C)nc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11790",
"routeId": "sa_919b8bb7c432fcd0be81a086",
"moleculeId": "sa_6a445fefc46f52184e22fe46",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6a445fefc46f52184e22fe46",
"inchikey": "PBTQEXCOQTYRJS-UHFFFAOYSA-N",
"smiles": "CCC(Oc1ccc(OC(F)(F)F)cc1)C(=O)N1CC(=O)Nc2ccc(C)nc21"
},
"smiles": "CCC(Oc1ccc(OC(F)(F)F)cc1)C(=O)N1CC(=O)Nc2ccc(C)nc21",
"reactionStepId": "sa_3f8fbfa63d8bcb373bea4284",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150158863A1;0668;1702583\",\"rsmi\":\"O[C:16]([CH:3]([CH2:2][CH3:1])[O:4][c:5]1[cH:6][cH:7][c:8]([O:9][C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1)=[O:17].[NH:18]1[CH2:19][C:20](=[O:21])[NH:22][c:23]2[c:24]1[n:25][c:26]([CH3:27])[cH:28][cH:29]2>CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.O.On1nnc2ccccc21>[CH3:1][CH2:2][CH:3]([O:4][c:5]1[cH:6][cH:7][c:8]([O:9][C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1)[C:16](=[O:17])[N:18]1[CH2:19][C:20](=[O:21])[NH:22][c:23]2[c:24]1[n:25][c:26]([CH3:27])[cH:28][cH:29]2\"},\"mapped_reaction_smiles\":\"O[C:16]([CH:3]([CH2:2][CH3:1])[O:4][c:5]1[cH:6][cH:7][c:8]([O:9][C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1)=[O:17].[NH:18]1[CH2:19][C:20](=[O:21])[NH:22][c:23]2[c:24]1[n:25][c:26]([CH3:27])[cH:28][cH:29]2>CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.O.On1nnc2ccccc21>[CH3:1][CH2:2][CH:3]([O:4][c:5]1[cH:6][cH:7][c:8]([O:9][C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1)[C:16](=[O:17])[N:18]1[CH2:19][C:20](=[O:21])[NH:22][c:23]2[c:24]1[n:25][c:26]([CH3:27])[cH:28][cH:29]2\"}",
"reactionStep": {
"id": "sa_3f8fbfa63d8bcb373bea4284",
"reactionHash": "d804f6cb0582fa03f560f08abfe34dfcbaf4aea816c8ca26c5a83f25771aa468"
},
"children": [
{
"id": "11791",
"routeId": "sa_919b8bb7c432fcd0be81a086",
"moleculeId": "sa_c86aa994ab232d5cfe26fa63",
"parentId": "11790",
"isLeaf": false,
"molecule": {
"id": "sa_c86aa994ab232d5cfe26fa63",
"inchikey": "APUHBYAHXXSBFK-UHFFFAOYSA-N",
"smiles": "CCC(Oc1ccc(OC(F)(F)F)cc1)C(=O)O"
},
"smiles": "CCC(Oc1ccc(OC(F)(F)F)cc1)C(=O)O",
"reactionStepId": "sa_6bfc9ef6c97bca2a2b3c6d42",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150158863A1;0645;1702573\",\"rsmi\":\"CC[O:18][C:16]([CH:3]([CH2:2][CH3:1])[O:4][c:5]1[cH:6][cH:7][c:8]([O:9][C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1)=[O:17]>CO.O.[Li+].O>[CH3:1][CH2:2][CH:3]([O:4][c:5]1[cH:6][cH:7][c:8]([O:9][C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1)[C:16](=[O:17])[OH:18]\"},\"mapped_reaction_smiles\":\"CC[O:18][C:16]([CH:3]([CH2:2][CH3:1])[O:4][c:5]1[cH:6][cH:7][c:8]([O:9][C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1)=[O:17]>CO.O.[Li+].O>[CH3:1][CH2:2][CH:3]([O:4][c:5]1[cH:6][cH:7][c:8]([O:9][C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1)[C:16](=[O:17])[OH:18]\"}",
"reactionStep": {
"id": "sa_6bfc9ef6c97bca2a2b3c6d42",
"reactionHash": "83faf2cbeef69d3e1945d6ff26fc5f65f034583f2c2eea9174a58eac2b6b1405"
},
"children": [
{
"id": "11792",
"routeId": "sa_919b8bb7c432fcd0be81a086",
"moleculeId": "sa_24f72545b02e346f667e5010",
"parentId": "11791",
"isLeaf": false,
"molecule": {
"id": "sa_24f72545b02e346f667e5010",
"inchikey": "LYABHUBCCACPRR-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(CC)Oc1ccc(OC(F)(F)F)cc1"
},
"smiles": "CCOC(=O)C(CC)Oc1ccc(OC(F)(F)F)cc1",
"reactionStepId": "sa_250883a0775208ac78f623e0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150158863A1;0643;1702572\",\"rsmi\":\"Br[CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:7][CH3:8].[OH:9][c:10]1[cH:11][cH:12][c:13]([O:14][C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]1>CCOC(C)=O.CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH2:7][CH3:8])[O:9][c:10]1[cH:11][cH:12][c:13]([O:14][C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Br[CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:7][CH3:8].[OH:9][c:10]1[cH:11][cH:12][c:13]([O:14][C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]1>CCOC(C)=O.CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH2:7][CH3:8])[O:9][c:10]1[cH:11][cH:12][c:13]([O:14][C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_250883a0775208ac78f623e0",
"reactionHash": "098919f4c90ca5046374497f6f857cb62147db0d0f4018f5899989f442b261d3"
},
"children": [
{
"id": "11793",
"routeId": "sa_919b8bb7c432fcd0be81a086",
"moleculeId": "sa_9228dcfa4c4785dd4fe35f9a",
"parentId": "11792",
"isLeaf": true,
"molecule": {
"id": "sa_9228dcfa4c4785dd4fe35f9a",
"inchikey": "WDRJNKMAZMEYOF-UHFFFAOYSA-N",
"smiles": "Oc1ccc(OC(F)(F)F)cc1"
},
"smiles": "Oc1ccc(OC(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11794",
"routeId": "sa_919b8bb7c432fcd0be81a086",
"moleculeId": "sa_2c88d7119c81e15ab4fc489c",
"parentId": "11792",
"isLeaf": true,
"molecule": {
"id": "sa_2c88d7119c81e15ab4fc489c",
"inchikey": "XIMFCGSNSKXPBO-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(Br)CC"
},
"smiles": "CCOC(=O)C(Br)CC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "11795",
"routeId": "sa_919b8bb7c432fcd0be81a086",
"moleculeId": "sa_3f7a47af62268e56a2f2fcdc",
"parentId": "11790",
"isLeaf": false,
"molecule": {
"id": "sa_3f7a47af62268e56a2f2fcdc",
"inchikey": "UKTYMXRERGTZAV-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(n1)NCC(=O)N2"
},
"smiles": "Cc1ccc2c(n1)NCC(=O)N2",
"reactionStepId": "sa_a827d120fe36438ed7e8a280",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150158863A1;0666;1702582\",\"rsmi\":\"CO[C:9](=[O:10])[CH2:11][NH:12][c:4]1[n:3][c:2]([CH3:1])[cH:7][cH:6][c:5]1[N+:8](=O)[O-]>C.CCO.[Pd]>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][cH:7]1)[NH:8][C:9](=[O:10])[CH2:11][NH:12]2\"},\"mapped_reaction_smiles\":\"CO[C:9](=[O:10])[CH2:11][NH:12][c:4]1[n:3][c:2]([CH3:1])[cH:7][cH:6][c:5]1[N+:8](=O)[O-]>C.CCO.[Pd]>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][cH:7]1)[NH:8][C:9](=[O:10])[CH2:11][NH:12]2\"}",
"reactionStep": {
"id": "sa_a827d120fe36438ed7e8a280",
"reactionHash": "da45532ac5ab6c38b5fbb73f85169e6125b8a501bcd706aecb6150795ae126d2"
},
"children": [
{
"id": "11796",
"routeId": "sa_919b8bb7c432fcd0be81a086",
"moleculeId": "sa_e56643128a2b9e1f413759f5",
"parentId": "11795",
"isLeaf": true,
"molecule": {
"id": "sa_e56643128a2b9e1f413759f5",
"inchikey": "ZSTDJRYXYBLLML-UHFFFAOYSA-N",
"smiles": "COC(=O)CNc1nc(C)ccc1[N+](=O)[O-]"
},
"smiles": "COC(=O)CNc1nc(C)ccc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}