Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(/C=C/C(=O)N2CC3COCC(C2)N3Cc2ccc(F)cc2)c(NC(C)=O)cc1Cl
InChiKey
XKLXSHKFDPEOPK-VMPITWQZSA-N
Route Signature
4c804ffe3b0755d443fa3f122fc84be8470aa1556985b7fc11f47f6ea1f3f40d
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_94afcc33de0710973e5c3aee",
"signature": "4c804ffe3b0755d443fa3f122fc84be8470aa1556985b7fc11f47f6ea1f3f40d",
"contentHash": "676025e51643a85620f8b09fba3e4b46cb6d26af7bd7cd157cf4175b29d9803f",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_7f830842ecdb010508f2f65f",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06380",
"moleculeId": "sa_16020b18a96400208fb7660a",
"smiles": "COc1cc(/C=C/C(=O)N2CC3COCC(C2)N3Cc2ccc(F)cc2)c(NC(C)=O)cc1Cl",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_16020b18a96400208fb7660a",
"inchikey": "XKLXSHKFDPEOPK-VMPITWQZSA-N",
"smiles": "COc1cc(/C=C/C(=O)N2CC3COCC(C2)N3Cc2ccc(F)cc2)c(NC(C)=O)cc1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11555",
"routeId": "sa_94afcc33de0710973e5c3aee",
"moleculeId": "sa_16020b18a96400208fb7660a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_16020b18a96400208fb7660a",
"inchikey": "XKLXSHKFDPEOPK-VMPITWQZSA-N",
"smiles": "COc1cc(/C=C/C(=O)N2CC3COCC(C2)N3Cc2ccc(F)cc2)c(NC(C)=O)cc1Cl"
},
"smiles": "COc1cc(/C=C/C(=O)N2CC3COCC(C2)N3Cc2ccc(F)cc2)c(NC(C)=O)cc1Cl",
"reactionStepId": "sa_da386f9ae97d96ca2a7883ba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070196270A1;1090;485874\",\"rsmi\":\"O[C:8](/[CH:7]=[CH:6]/[c:5]1[cH:4][c:3]([O:2][CH3:1])[c:33]([Cl:34])[cH:32][c:27]1[NH:28][C:29]([CH3:30])=[O:31])=[O:9].[NH:10]1[CH2:11][CH:12]2[CH2:13][O:14][CH2:15][CH:16]([CH2:17]1)[N:18]2[CH2:19][c:20]1[cH:21][cH:22][c:23]([F:24])[cH:25][cH:26]1>>[CH3:1][O:2][c:3]1[cH:4][c:5](/[CH:6]=[CH:7]/[C:8](=[O:9])[N:10]2[CH2:11][CH:12]3[CH2:13][O:14][CH2:15][CH:16]([CH2:17]2)[N:18]3[CH2:19][c:20]2[cH:21][cH:22][c:23]([F:24])[cH:25][cH:26]2)[c:27]([NH:28][C:29]([CH3:30])=[O:31])[cH:32][c:33]1[Cl:34]\"},\"mapped_reaction_smiles\":\"O[C:8](/[CH:7]=[CH:6]/[c:5]1[cH:4][c:3]([O:2][CH3:1])[c:33]([Cl:34])[cH:32][c:27]1[NH:28][C:29]([CH3:30])=[O:31])=[O:9].[NH:10]1[CH2:11][CH:12]2[CH2:13][O:14][CH2:15][CH:16]([CH2:17]1)[N:18]2[CH2:19][c:20]1[cH:21][cH:22][c:23]([F:24])[cH:25][cH:26]1>>[CH3:1][O:2][c:3]1[cH:4][c:5](/[CH:6]=[CH:7]/[C:8](=[O:9])[N:10]2[CH2:11][CH:12]3[CH2:13][O:14][CH2:15][CH:16]([CH2:17]2)[N:18]3[CH2:19][c:20]2[cH:21][cH:22][c:23]([F:24])[cH:25][cH:26]2)[c:27]([NH:28][C:29]([CH3:30])=[O:31])[cH:32][c:33]1[Cl:34]\"}",
"reactionStep": {
"id": "sa_da386f9ae97d96ca2a7883ba",
"reactionHash": "45caa5bcd5b6b8fb4cfbf61756fd7d20c8b64c843a4208952916d272c9dff5f8"
},
"children": [
{
"id": "11556",
"routeId": "sa_94afcc33de0710973e5c3aee",
"moleculeId": "sa_f4a23bd3eace97b48e80154b",
"parentId": "11555",
"isLeaf": false,
"molecule": {
"id": "sa_f4a23bd3eace97b48e80154b",
"inchikey": "HBHBHJQZCRTBTH-ONEGZZNKSA-N",
"smiles": "COc1cc(/C=C/C(=O)O)c(NC(C)=O)cc1Cl"
},
"smiles": "COc1cc(/C=C/C(=O)O)c(NC(C)=O)cc1Cl",
"reactionStepId": "sa_f148f758af1247bf6a2aa4c3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070196270A1;0357;485822\",\"rsmi\":\"Cl[C:13]([CH3:14])=[O:15].[CH3:1][O:2][c:3]1[cH:4][c:5](/[CH:6]=[CH:7]/[C:8](=[O:9])[OH:10])[c:11]([NH2:12])[cH:16][c:17]1[Cl:18]>c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][c:5](/[CH:6]=[CH:7]/[C:8](=[O:9])[OH:10])[c:11]([NH:12][C:13]([CH3:14])=[O:15])[cH:16][c:17]1[Cl:18]\"},\"mapped_reaction_smiles\":\"Cl[C:13]([CH3:14])=[O:15].[CH3:1][O:2][c:3]1[cH:4][c:5](/[CH:6]=[CH:7]/[C:8](=[O:9])[OH:10])[c:11]([NH2:12])[cH:16][c:17]1[Cl:18]>c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][c:5](/[CH:6]=[CH:7]/[C:8](=[O:9])[OH:10])[c:11]([NH:12][C:13]([CH3:14])=[O:15])[cH:16][c:17]1[Cl:18]\"}",
"reactionStep": {
"id": "sa_f148f758af1247bf6a2aa4c3",
"reactionHash": "300ee30c1aeedf68c5f6342e17923a5da4b7d950a3f916d4e834c378dd198992"
},
"children": [
{
"id": "11557",
"routeId": "sa_94afcc33de0710973e5c3aee",
"moleculeId": "sa_5d5a3e5572fdf904cd09c857",
"parentId": "11556",
"isLeaf": false,
"molecule": {
"id": "sa_5d5a3e5572fdf904cd09c857",
"inchikey": "MXUWXRFCWDMFIX-NSCUHMNNSA-N",
"smiles": "COc1cc(/C=C/C(=O)O)c(N)cc1Cl"
},
"smiles": "COc1cc(/C=C/C(=O)O)c(N)cc1Cl",
"reactionStepId": "sa_e8d0860de5dc1c7bbe40983b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070196270A1;0349;485821\",\"rsmi\":\"CC[O:10][C:8](/[CH:7]=[CH:6]/[c:5]1[cH:4][c:3]([O:2][CH3:1])[c:14]([Cl:15])[cH:13][c:11]1[NH2:12])=[O:9]>CCO.Cl.[Na+].O>[CH3:1][O:2][c:3]1[cH:4][c:5](/[CH:6]=[CH:7]/[C:8](=[O:9])[OH:10])[c:11]([NH2:12])[cH:13][c:14]1[Cl:15]\"},\"mapped_reaction_smiles\":\"CC[O:10][C:8](/[CH:7]=[CH:6]/[c:5]1[cH:4][c:3]([O:2][CH3:1])[c:14]([Cl:15])[cH:13][c:11]1[NH2:12])=[O:9]>CCO.Cl.[Na+].O>[CH3:1][O:2][c:3]1[cH:4][c:5](/[CH:6]=[CH:7]/[C:8](=[O:9])[OH:10])[c:11]([NH2:12])[cH:13][c:14]1[Cl:15]\"}",
"reactionStep": {
"id": "sa_e8d0860de5dc1c7bbe40983b",
"reactionHash": "90b90c453ab8b2d23dc2164545e2f0547528390ca1b1a7d4fbae5e4e59d1b3ad"
},
"children": [
{
"id": "11558",
"routeId": "sa_94afcc33de0710973e5c3aee",
"moleculeId": "sa_8084e7f35fc0af497197b6d2",
"parentId": "11557",
"isLeaf": true,
"molecule": {
"id": "sa_8084e7f35fc0af497197b6d2",
"inchikey": "XKSJMRFBVFFEHQ-SNAWJCMRSA-N",
"smiles": "CCOC(=O)/C=C/c1cc(OC)c(Cl)cc1N"
},
"smiles": "CCOC(=O)/C=C/c1cc(OC)c(Cl)cc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11559",
"routeId": "sa_94afcc33de0710973e5c3aee",
"moleculeId": "sa_7992c61d309177eaaf95fc6b",
"parentId": "11556",
"isLeaf": true,
"molecule": {
"id": "sa_7992c61d309177eaaf95fc6b",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"smiles": "CC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11560",
"routeId": "sa_94afcc33de0710973e5c3aee",
"moleculeId": "sa_ef8d510b81dab7903b0499b8",
"parentId": "11555",
"isLeaf": false,
"molecule": {
"id": "sa_ef8d510b81dab7903b0499b8",
"inchikey": "HQUSDQFSOWQSEK-UHFFFAOYSA-N",
"smiles": "Fc1ccc(CN2C3CNCC2COC3)cc1"
},
"smiles": "Fc1ccc(CN2C3CNCC2COC3)cc1",
"reactionStepId": "sa_813b830a76ec0910c7655d4e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070196270A1;1022;485866\",\"rsmi\":\"c1ccc(C[N:10]2[CH2:9][CH:8]3[N:7]([CH2:6][c:5]4[cH:4][cH:3][c:2]([F:1])[cH:17][cH:16]4)[CH:12]([CH2:11]2)[CH2:13][O:14][CH2:15]3)cc1>CC(=O)O.CCOC(C)=O.[Pd]>[F:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][N:7]2[CH:8]3[CH2:9][NH:10][CH2:11][CH:12]2[CH2:13][O:14][CH2:15]3)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[N:10]2[CH2:9][CH:8]3[N:7]([CH2:6][c:5]4[cH:4][cH:3][c:2]([F:1])[cH:17][cH:16]4)[CH:12]([CH2:11]2)[CH2:13][O:14][CH2:15]3)cc1>CC(=O)O.CCOC(C)=O.[Pd]>[F:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][N:7]2[CH:8]3[CH2:9][NH:10][CH2:11][CH:12]2[CH2:13][O:14][CH2:15]3)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_813b830a76ec0910c7655d4e",
"reactionHash": "3b347ac00cd110bfe3223dae3817017a3c0aafa3da343aac5f6922de11dc03e0"
},
"children": [
{
"id": "11561",
"routeId": "sa_94afcc33de0710973e5c3aee",
"moleculeId": "sa_12e63f27db8d0123746f194b",
"parentId": "11560",
"isLeaf": true,
"molecule": {
"id": "sa_12e63f27db8d0123746f194b",
"inchikey": "XSYMMAWAJUCOOJ-UHFFFAOYSA-N",
"smiles": "Fc1ccc(CN2C3COCC2CN(Cc2ccccc2)C3)cc1"
},
"smiles": "Fc1ccc(CN2C3COCC2CN(Cc2ccccc2)C3)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}