Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1[nH]c(C(=O)N[C@@H]2CCNC[C@@H]2C)c(C#N)c1Cl
InChiKey
FTBILOYVFJZULR-OIBJUYFYSA-N
Route Signature
1d64c82e115d5b83414fcfffcd6e0e3cd250da6e7bea166c436a0a92b507b7a8
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_1f9b0bff136929c8d0573150",
"signature": "1d64c82e115d5b83414fcfffcd6e0e3cd250da6e7bea166c436a0a92b507b7a8",
"contentHash": "a6fa4608a3f0d558c5817ad27c36ae9a2ec2953181f0c73aeee6af551a112fa3",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_82397dfa82257537ae782759",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05058",
"moleculeId": "sa_221c224ad7d594912f731112",
"smiles": "Cc1[nH]c(C(=O)N[C@@H]2CCNC[C@@H]2C)c(C#N)c1Cl",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_221c224ad7d594912f731112",
"inchikey": "FTBILOYVFJZULR-OIBJUYFYSA-N",
"smiles": "Cc1[nH]c(C(=O)N[C@@H]2CCNC[C@@H]2C)c(C#N)c1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11339",
"routeId": "sa_1f9b0bff136929c8d0573150",
"moleculeId": "sa_221c224ad7d594912f731112",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_221c224ad7d594912f731112",
"inchikey": "FTBILOYVFJZULR-OIBJUYFYSA-N",
"smiles": "Cc1[nH]c(C(=O)N[C@@H]2CCNC[C@@H]2C)c(C#N)c1Cl"
},
"smiles": "Cc1[nH]c(C(=O)N[C@@H]2CCNC[C@@H]2C)c(C#N)c1Cl",
"reactionStepId": "sa_1dfc04bfbc91662fe72c9a50",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100173909A1;0522;910236\",\"rsmi\":\"COC(=O)[N:15]1[CH2:14][CH2:13][C@@H:12]([NH:11][C:9]([c:8]2[c:5]([C:6]#[N:7])[c:3]([Cl:4])[c:2]([CH3:1])[nH:19]2)=[O:10])[C@@H:17]([CH3:18])[CH2:16]1>NN.O.O.OCCO.[K+].O>[CH3:1][c:2]1[c:3]([Cl:4])[c:5]([C:6]#[N:7])[c:8]([C:9](=[O:10])[NH:11][C@@H:12]2[CH2:13][CH2:14][NH:15][CH2:16][C@@H:17]2[CH3:18])[nH:19]1\"},\"mapped_reaction_smiles\":\"COC(=O)[N:15]1[CH2:14][CH2:13][C@@H:12]([NH:11][C:9]([c:8]2[c:5]([C:6]#[N:7])[c:3]([Cl:4])[c:2]([CH3:1])[nH:19]2)=[O:10])[C@@H:17]([CH3:18])[CH2:16]1>NN.O.O.OCCO.[K+].O>[CH3:1][c:2]1[c:3]([Cl:4])[c:5]([C:6]#[N:7])[c:8]([C:9](=[O:10])[NH:11][C@@H:12]2[CH2:13][CH2:14][NH:15][CH2:16][C@@H:17]2[CH3:18])[nH:19]1\"}",
"reactionStep": {
"id": "sa_1dfc04bfbc91662fe72c9a50",
"reactionHash": "975f7d5a0349104725e17d65f075abe22b1f7a6d58273972c00f9e71b4a19f63"
},
"children": [
{
"id": "11340",
"routeId": "sa_1f9b0bff136929c8d0573150",
"moleculeId": "sa_22a9f89a82ee83d0e2799f94",
"parentId": "11339",
"isLeaf": false,
"molecule": {
"id": "sa_22a9f89a82ee83d0e2799f94",
"inchikey": "IBVHWGKGKKPAHQ-GZMMTYOYSA-N",
"smiles": "COC(=O)N1CC[C@@H](NC(=O)c2[nH]c(C)c(Cl)c2C#N)[C@@H](C)C1"
},
"smiles": "COC(=O)N1CC[C@@H](NC(=O)c2[nH]c(C)c(Cl)c2C#N)[C@@H](C)C1",
"reactionStepId": "sa_a75a84e72d88894ef0a43139",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100173909A1;0518;910235\",\"rsmi\":\"O[C:10](=[O:11])[c:12]1[c:13]([C:14]#[N:15])[c:16]([Cl:17])[c:18]([CH3:19])[nH:20]1.[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][C@@H:8]([NH2:9])[C@@H:21]([CH3:22])[CH2:23]1>CCN=C=NCCCN(C)C.CN1CCOCC1.Cl.Cl.ClCCl.On1nnc2ccccc21>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][C@@H:8]([NH:9][C:10](=[O:11])[c:12]2[c:13]([C:14]#[N:15])[c:16]([Cl:17])[c:18]([CH3:19])[nH:20]2)[C@@H:21]([CH3:22])[CH2:23]1\"},\"mapped_reaction_smiles\":\"O[C:10](=[O:11])[c:12]1[c:13]([C:14]#[N:15])[c:16]([Cl:17])[c:18]([CH3:19])[nH:20]1.[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][C@@H:8]([NH2:9])[C@@H:21]([CH3:22])[CH2:23]1>CCN=C=NCCCN(C)C.CN1CCOCC1.Cl.Cl.ClCCl.On1nnc2ccccc21>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][C@@H:8]([NH:9][C:10](=[O:11])[c:12]2[c:13]([C:14]#[N:15])[c:16]([Cl:17])[c:18]([CH3:19])[nH:20]2)[C@@H:21]([CH3:22])[CH2:23]1\"}",
"reactionStep": {
"id": "sa_a75a84e72d88894ef0a43139",
"reactionHash": "1eb1f2eb833702d1d666c4c2c0e1501e462c62624a05be5f9cdeff81d051e1c7"
},
"children": [
{
"id": "11341",
"routeId": "sa_1f9b0bff136929c8d0573150",
"moleculeId": "sa_ea939973f673414f270c4495",
"parentId": "11340",
"isLeaf": false,
"molecule": {
"id": "sa_ea939973f673414f270c4495",
"inchikey": "DEFNWWLJQNJZAT-UHFFFAOYSA-N",
"smiles": "Cc1[nH]c(C(=O)O)c(C#N)c1Cl"
},
"smiles": "Cc1[nH]c(C(=O)O)c(C#N)c1Cl",
"reactionStepId": "sa_5b732d11f5dd568793b42605",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100173909A1;0441;910214\",\"rsmi\":\"CC[O:11][C:9]([c:8]1[c:5]([C:6]#[N:7])[c:3]([Cl:4])[c:2]([CH3:1])[nH:12]1)=[O:10]>CO.O.[Na+].O>[CH3:1][c:2]1[c:3]([Cl:4])[c:5]([C:6]#[N:7])[c:8]([C:9](=[O:10])[OH:11])[nH:12]1\"},\"mapped_reaction_smiles\":\"CC[O:11][C:9]([c:8]1[c:5]([C:6]#[N:7])[c:3]([Cl:4])[c:2]([CH3:1])[nH:12]1)=[O:10]>CO.O.[Na+].O>[CH3:1][c:2]1[c:3]([Cl:4])[c:5]([C:6]#[N:7])[c:8]([C:9](=[O:10])[OH:11])[nH:12]1\"}",
"reactionStep": {
"id": "sa_5b732d11f5dd568793b42605",
"reactionHash": "712b0d995501cdd38ff5191f01996db66fcf084d38f2a28a4e75ed33fdc29d02"
},
"children": [
{
"id": "11342",
"routeId": "sa_1f9b0bff136929c8d0573150",
"moleculeId": "sa_44b8c0d370332bc6dd39da28",
"parentId": "11341",
"isLeaf": true,
"molecule": {
"id": "sa_44b8c0d370332bc6dd39da28",
"inchikey": "RWYMLYKJKIZLGQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1[nH]c(C)c(Cl)c1C#N"
},
"smiles": "CCOC(=O)c1[nH]c(C)c(Cl)c1C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11343",
"routeId": "sa_1f9b0bff136929c8d0573150",
"moleculeId": "sa_aff7168cd5642d583d0e2544",
"parentId": "11340",
"isLeaf": false,
"molecule": {
"id": "sa_aff7168cd5642d583d0e2544",
"inchikey": "OEUQWUYZFFHLMY-NKWVEPMBSA-N",
"smiles": "COC(=O)N1CC[C@@H](N)[C@@H](C)C1"
},
"smiles": "COC(=O)N1CC[C@@H](N)[C@@H](C)C1",
"reactionStepId": "sa_cbed22db733ea3afafd79502",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100173909A1;0499;910230\",\"rsmi\":\"c1ccc(C[NH:9][C@@H:8]2[CH2:7][CH2:6][N:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:12][C@@H:10]2[CH3:11])cc1>CO.[H][H].[Pd]>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][C@@H:8]([NH2:9])[C@@H:10]([CH3:11])[CH2:12]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[NH:9][C@@H:8]2[CH2:7][CH2:6][N:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:12][C@@H:10]2[CH3:11])cc1>CO.[H][H].[Pd]>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][C@@H:8]([NH2:9])[C@@H:10]([CH3:11])[CH2:12]1\"}",
"reactionStep": {
"id": "sa_cbed22db733ea3afafd79502",
"reactionHash": "efae6ef3e89f579f1177e548d9627e91c40be8a1d51a9adc4f9a54b9398de162"
},
"children": [
{
"id": "11344",
"routeId": "sa_1f9b0bff136929c8d0573150",
"moleculeId": "sa_31fa645e02c5a1bdf6450783",
"parentId": "11343",
"isLeaf": true,
"molecule": {
"id": "sa_31fa645e02c5a1bdf6450783",
"inchikey": "GOLVFMUERFMGQF-GXTWGEPZSA-N",
"smiles": "COC(=O)N1CC[C@@H](NCc2ccccc2)[C@@H](C)C1"
},
"smiles": "COC(=O)N1CC[C@@H](NCc2ccccc2)[C@@H](C)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}