Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)CC1(Cc2ccc(C)cc2)CCCN(C(C)=O)C1
InChiKey
YGKQEFJLHDTTLM-UHFFFAOYSA-N
Route Signature
f634c50226b9e11219294ec481c348d6dcaa79a2953a931b8c0faabcc1d5b840
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_04d3fa4629684ab41e562999",
"signature": "f634c50226b9e11219294ec481c348d6dcaa79a2953a931b8c0faabcc1d5b840",
"contentHash": "bdbd43878e82a70e88af4e342f1114bd4e1ac538d30e2633ce059160b1e3e4c8",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_cf5425e1e283ce8836ddad05",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03118",
"moleculeId": "sa_b4c850e6b1dd1e221ac9ba9b",
"smiles": "CCOC(=O)CC1(Cc2ccc(C)cc2)CCCN(C(C)=O)C1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b4c850e6b1dd1e221ac9ba9b",
"inchikey": "YGKQEFJLHDTTLM-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC1(Cc2ccc(C)cc2)CCCN(C(C)=O)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15022",
"routeId": "sa_04d3fa4629684ab41e562999",
"moleculeId": "sa_b4c850e6b1dd1e221ac9ba9b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b4c850e6b1dd1e221ac9ba9b",
"inchikey": "YGKQEFJLHDTTLM-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC1(Cc2ccc(C)cc2)CCCN(C(C)=O)C1"
},
"smiles": "CCOC(=O)CC1(Cc2ccc(C)cc2)CCCN(C(C)=O)C1",
"reactionStepId": "sa_d5d77276941e31ef65abc916",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06531494B1;;596056\",\"rsmi\":\"[CH3:1][CH2:2][OH:3].[CH:4](=[O:5])[CH2:6][C:7]1([CH2:8][c:9]2[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]2)[CH2:16][CH2:17][CH2:18][N:19]([C:20]([CH3:21])=[O:22])[CH2:23]1>O.O=[N+]([O-])O.[Ag+].[Na+].O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7]1([CH2:8][c:9]2[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]2)[CH2:16][CH2:17][CH2:18][N:19]([C:20]([CH3:21])=[O:22])[CH2:23]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][OH:3].[CH:4](=[O:5])[CH2:6][C:7]1([CH2:8][c:9]2[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]2)[CH2:16][CH2:17][CH2:18][N:19]([C:20]([CH3:21])=[O:22])[CH2:23]1>O.O=[N+]([O-])O.[Ag+].[Na+].O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7]1([CH2:8][c:9]2[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]2)[CH2:16][CH2:17][CH2:18][N:19]([C:20]([CH3:21])=[O:22])[CH2:23]1\"}",
"reactionStep": {
"id": "sa_d5d77276941e31ef65abc916",
"reactionHash": "c0f40b284ce1d2a2c5145b265f20ec71332fa0af4a46b196d106d9e2a5bae3e3"
},
"children": [
{
"id": "15023",
"routeId": "sa_04d3fa4629684ab41e562999",
"moleculeId": "sa_c73581e75f60048840bcbb1c",
"parentId": "15022",
"isLeaf": false,
"molecule": {
"id": "sa_c73581e75f60048840bcbb1c",
"inchikey": "DCFVBCLAHYGEII-UHFFFAOYSA-N",
"smiles": "CC(=O)N1CCCC(CC=O)(Cc2ccc(C)cc2)C1"
},
"smiles": "CC(=O)N1CCCC(CC=O)(Cc2ccc(C)cc2)C1",
"reactionStepId": "sa_7815fb3d6ab171259bb612f5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06531494B1;;596055\",\"rsmi\":\"CO[CH2:10][P+](c1ccccc1)(c1ccccc1)c1ccccc1.[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH:9]=[O:11])([CH2:12][c:13]2[cH:14][cH:15][c:16]([CH3:17])[cH:18][cH:19]2)[CH2:20]1>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.Cl.O=C(O)O.Cl.[K+].[K+].[Li+]>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH2:9][CH:10]=[O:11])([CH2:12][c:13]2[cH:14][cH:15][c:16]([CH3:17])[cH:18][cH:19]2)[CH2:20]1\"},\"mapped_reaction_smiles\":\"CO[CH2:10][P+](c1ccccc1)(c1ccccc1)c1ccccc1.[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH:9]=[O:11])([CH2:12][c:13]2[cH:14][cH:15][c:16]([CH3:17])[cH:18][cH:19]2)[CH2:20]1>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.Cl.O=C(O)O.Cl.[K+].[K+].[Li+]>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH2:9][CH:10]=[O:11])([CH2:12][c:13]2[cH:14][cH:15][c:16]([CH3:17])[cH:18][cH:19]2)[CH2:20]1\"}",
"reactionStep": {
"id": "sa_7815fb3d6ab171259bb612f5",
"reactionHash": "1b2c3e363b6569593e194a5acfafbf318157214abd57f8b305c1e9d3293b0065"
},
"children": [
{
"id": "15024",
"routeId": "sa_04d3fa4629684ab41e562999",
"moleculeId": "sa_042d81aa2f3a93615daa77f8",
"parentId": "15023",
"isLeaf": false,
"molecule": {
"id": "sa_042d81aa2f3a93615daa77f8",
"inchikey": "BQEZDRYGCALAIA-UHFFFAOYSA-N",
"smiles": "CC(=O)N1CCCC(C=O)(Cc2ccc(C)cc2)C1"
},
"smiles": "CC(=O)N1CCCC(C=O)(Cc2ccc(C)cc2)C1",
"reactionStepId": "sa_4ddb0e8fd6127f70bb37a5c6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06531494B1;;596054\",\"rsmi\":\"[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH2:9][OH:10])([CH2:11][c:12]2[cH:13][cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[CH2:19]1>CCC[N+](CCC)(CCC)CCC.C[N+]1([O-])CCOCC1.ClCCl.O=[Ru](=O)(=O)O>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH:9]=[O:10])([CH2:11][c:12]2[cH:13][cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[CH2:19]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH2:9][OH:10])([CH2:11][c:12]2[cH:13][cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[CH2:19]1>CCC[N+](CCC)(CCC)CCC.C[N+]1([O-])CCOCC1.ClCCl.O=[Ru](=O)(=O)O>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH:9]=[O:10])([CH2:11][c:12]2[cH:13][cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[CH2:19]1\"}",
"reactionStep": {
"id": "sa_4ddb0e8fd6127f70bb37a5c6",
"reactionHash": "338f5610e8b210a19d53c3f3c27a2ee7ca1ca53907b7a287fc75a8e6558da9ab"
},
"children": [
{
"id": "15025",
"routeId": "sa_04d3fa4629684ab41e562999",
"moleculeId": "sa_a27001da82ad95b0ae3f4647",
"parentId": "15024",
"isLeaf": false,
"molecule": {
"id": "sa_a27001da82ad95b0ae3f4647",
"inchikey": "PFENOKZLWGPOPN-UHFFFAOYSA-N",
"smiles": "CC(=O)N1CCCC(CO)(Cc2ccc(C)cc2)C1"
},
"smiles": "CC(=O)N1CCCC(CO)(Cc2ccc(C)cc2)C1",
"reactionStepId": "sa_7fa570376e977fa40aa8ba37",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06531494B1;;596053\",\"rsmi\":\"CC(=O)OC(=O)[CH3:1].CC(C)(C)O[C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH2:9][OH:10])([CH2:11][c:12]2[cH:13][cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[CH2:19]1>CCN(CC)CC.CN(C)c1ccccn1.ClCCl.O=C(O)C(F)(F)F>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH2:9][OH:10])([CH2:11][c:12]2[cH:13][cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[CH2:19]1\"},\"mapped_reaction_smiles\":\"CC(=O)OC(=O)[CH3:1].CC(C)(C)O[C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH2:9][OH:10])([CH2:11][c:12]2[cH:13][cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[CH2:19]1>CCN(CC)CC.CN(C)c1ccccn1.ClCCl.O=C(O)C(F)(F)F>[CH3:1][C:2](=[O:3])[N:4]1[CH2:5][CH2:6][CH2:7][C:8]([CH2:9][OH:10])([CH2:11][c:12]2[cH:13][cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[CH2:19]1\"}",
"reactionStep": {
"id": "sa_7fa570376e977fa40aa8ba37",
"reactionHash": "a3023b9183885a6acc48a20e85ced6db43f16015416a7a731dca12e3a7ba15bd"
},
"children": [
{
"id": "15026",
"routeId": "sa_04d3fa4629684ab41e562999",
"moleculeId": "sa_50136fcf48eb3f1283117c2e",
"parentId": "15025",
"isLeaf": false,
"molecule": {
"id": "sa_50136fcf48eb3f1283117c2e",
"inchikey": "OKYNJCQBCZZCET-UHFFFAOYSA-N",
"smiles": "Cc1ccc(CC2(CO)CCCN(C(=O)OC(C)(C)C)C2)cc1"
},
"smiles": "Cc1ccc(CC2(CO)CCCN(C(=O)OC(C)(C)C)C2)cc1",
"reactionStepId": "sa_fd0f1486e96db0e1ff27cb7d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06531494B1;;596052\",\"rsmi\":\"CCO[C:8]([C:7]1([CH2:6][c:5]2[cH:4][cH:3][c:2]([CH3:1])[cH:23][cH:22]2)[CH2:10][CH2:11][CH2:12][N:13]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21]1)=[O:9]>C1CCOC1.CC(C)C[Al+]CC(C)C.CCOCC.[HH]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][C:7]2([CH2:8][OH:9])[CH2:10][CH2:11][CH2:12][N:13]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"CCO[C:8]([C:7]1([CH2:6][c:5]2[cH:4][cH:3][c:2]([CH3:1])[cH:23][cH:22]2)[CH2:10][CH2:11][CH2:12][N:13]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21]1)=[O:9]>C1CCOC1.CC(C)C[Al+]CC(C)C.CCOCC.[HH]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([CH2:6][C:7]2([CH2:8][OH:9])[CH2:10][CH2:11][CH2:12][N:13]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_fd0f1486e96db0e1ff27cb7d",
"reactionHash": "161deffb92f0f043eb80252e0133ab3f9b50f2b7742564ec452ce88fe442ad14"
},
"children": [
{
"id": "15027",
"routeId": "sa_04d3fa4629684ab41e562999",
"moleculeId": "sa_48bf8214c69c5ee9b4ef04c5",
"parentId": "15026",
"isLeaf": true,
"molecule": {
"id": "sa_48bf8214c69c5ee9b4ef04c5",
"inchikey": "UFZJFFPZRWDKHJ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(Cc2ccc(C)cc2)CCCN(C(=O)OC(C)(C)C)C1"
},
"smiles": "CCOC(=O)C1(Cc2ccc(C)cc2)CCCN(C(=O)OC(C)(C)C)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15028",
"routeId": "sa_04d3fa4629684ab41e562999",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "15025",
"isLeaf": true,
"molecule": {
"id": "sa_a7893fcf81826693d9b4bed4",
"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"smiles": "CC(=O)OC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15029",
"routeId": "sa_04d3fa4629684ab41e562999",
"moleculeId": "sa_2d9b1072508098bd3bef911c",
"parentId": "15023",
"isLeaf": true,
"molecule": {
"id": "sa_2d9b1072508098bd3bef911c",
"inchikey": "SDMCZCALYDCRBH-UHFFFAOYSA-N",
"smiles": "COC[P+](c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "COC[P+](c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15030",
"routeId": "sa_04d3fa4629684ab41e562999",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "15022",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}