Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(Cn2nc(CO)cc(-c3ccc(F)cc3)c2=O)cc1
InChiKey
KYCQWWRLKMCYAG-UHFFFAOYSA-N
Route Signature
961d4ec3f9a7fefd8b08315e8599c3a3f28f48b2d8850f9a33ace5f1bff2c371
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_fe4a900d878203e56645d352",
"signature": "961d4ec3f9a7fefd8b08315e8599c3a3f28f48b2d8850f9a33ace5f1bff2c371",
"contentHash": "404388bdb947d5e0671ea684e53f3920fdbd1c91ca4908d50da634448a1e6d43",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_2ef330c131e122f79e6b8593",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01617",
"moleculeId": "sa_7b6e1c3003b86f9622ac196c",
"smiles": "COc1ccc(Cn2nc(CO)cc(-c3ccc(F)cc3)c2=O)cc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7b6e1c3003b86f9622ac196c",
"inchikey": "KYCQWWRLKMCYAG-UHFFFAOYSA-N",
"smiles": "COc1ccc(Cn2nc(CO)cc(-c3ccc(F)cc3)c2=O)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "5857",
"routeId": "sa_fe4a900d878203e56645d352",
"moleculeId": "sa_7b6e1c3003b86f9622ac196c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7b6e1c3003b86f9622ac196c",
"inchikey": "KYCQWWRLKMCYAG-UHFFFAOYSA-N",
"smiles": "COc1ccc(Cn2nc(CO)cc(-c3ccc(F)cc3)c2=O)cc1"
},
"smiles": "COc1ccc(Cn2nc(CO)cc(-c3ccc(F)cc3)c2=O)cc1",
"reactionStepId": "sa_d60189e03f0ea2916a17311d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160145255A1;1185;1881853\",\"rsmi\":\"Br[c:14]1[cH:13][c:10]([CH2:11][OH:12])[n:9][n:8]([CH2:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:25][cH:24]2)[c:22]1=[O:23].OB(O)[c:15]1[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]1>C1COCCO1.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[n:9][c:10]([CH2:11][OH:12])[cH:13][c:14](-[c:15]3[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]3)[c:22]2=[O:23])[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Br[c:14]1[cH:13][c:10]([CH2:11][OH:12])[n:9][n:8]([CH2:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:25][cH:24]2)[c:22]1=[O:23].OB(O)[c:15]1[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]1>C1COCCO1.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[n:9][c:10]([CH2:11][OH:12])[cH:13][c:14](-[c:15]3[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]3)[c:22]2=[O:23])[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_d60189e03f0ea2916a17311d",
"reactionHash": "1f3254250628fe502621d6e5ba733e317b09ea4983fdbe9d47876c69446b195c"
},
"children": [
{
"id": "5858",
"routeId": "sa_fe4a900d878203e56645d352",
"moleculeId": "sa_973ab17588f80aae8a908d2f",
"parentId": "5857",
"isLeaf": true,
"molecule": {
"id": "sa_973ab17588f80aae8a908d2f",
"inchikey": "LBUNNMJLXWQQBY-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccc(F)cc1"
},
"smiles": "OB(O)c1ccc(F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5859",
"routeId": "sa_fe4a900d878203e56645d352",
"moleculeId": "sa_0b906c4e931dc91be143879b",
"parentId": "5857",
"isLeaf": false,
"molecule": {
"id": "sa_0b906c4e931dc91be143879b",
"inchikey": "NIHJTXRHBLNYQG-UHFFFAOYSA-N",
"smiles": "COc1ccc(Cn2nc(CO)cc(Br)c2=O)cc1"
},
"smiles": "COc1ccc(Cn2nc(CO)cc(Br)c2=O)cc1",
"reactionStepId": "sa_0667819776f2afb6dd70803a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160145255A1;0659;1881755\",\"rsmi\":\"CO[C:11]([c:10]1[n:9][n:8]([CH2:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:19][cH:18]2)[c:16](=[O:17])[c:14]([Br:15])[cH:13]1)=[O:12]>C1CCOC1.CO.B.[Ca+2].Cl.Cl.Cl.N.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[n:9][c:10]([CH2:11][OH:12])[cH:13][c:14]([Br:15])[c:16]2=[O:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"CO[C:11]([c:10]1[n:9][n:8]([CH2:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:19][cH:18]2)[c:16](=[O:17])[c:14]([Br:15])[cH:13]1)=[O:12]>C1CCOC1.CO.B.[Ca+2].Cl.Cl.Cl.N.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[n:9][c:10]([CH2:11][OH:12])[cH:13][c:14]([Br:15])[c:16]2=[O:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_0667819776f2afb6dd70803a",
"reactionHash": "966bfa06dfcb0edc7491eaa776b8ce131e9fc3d08399b960db17455a3271e152"
},
"children": [
{
"id": "5860",
"routeId": "sa_fe4a900d878203e56645d352",
"moleculeId": "sa_1784bae9b878132178e8ad23",
"parentId": "5859",
"isLeaf": false,
"molecule": {
"id": "sa_1784bae9b878132178e8ad23",
"inchikey": "WWCHRASXWLNTRP-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)c(=O)n(Cc2ccc(OC)cc2)n1"
},
"smiles": "COC(=O)c1cc(Br)c(=O)n(Cc2ccc(OC)cc2)n1",
"reactionStepId": "sa_72afda4bccaf2ceddcf5a024",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160145255A1;0656;1881754\",\"rsmi\":\"Cl[CH2:8][c:9]1[cH:10][cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][nH:7][c:17](=[O:18])[c:19]([Br:20])[cH:21]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][n:7]([CH2:8][c:9]2[cH:10][cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]2)[c:17](=[O:18])[c:19]([Br:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:8][c:9]1[cH:10][cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][nH:7][c:17](=[O:18])[c:19]([Br:20])[cH:21]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][n:7]([CH2:8][c:9]2[cH:10][cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]2)[c:17](=[O:18])[c:19]([Br:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_72afda4bccaf2ceddcf5a024",
"reactionHash": "326fac313d9ea883c6908d14f2d5735c5d4ce74658a7f8bab1d5e2970688bce5"
},
"children": [
{
"id": "5861",
"routeId": "sa_fe4a900d878203e56645d352",
"moleculeId": "sa_32414fe9877ead197e1bf13f",
"parentId": "5860",
"isLeaf": true,
"molecule": {
"id": "sa_32414fe9877ead197e1bf13f",
"inchikey": "MOHYOXXOKFQHDC-UHFFFAOYSA-N",
"smiles": "COc1ccc(CCl)cc1"
},
"smiles": "COc1ccc(CCl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5862",
"routeId": "sa_fe4a900d878203e56645d352",
"moleculeId": "sa_7edcfd76ae49928f759145c6",
"parentId": "5860",
"isLeaf": false,
"molecule": {
"id": "sa_7edcfd76ae49928f759145c6",
"inchikey": "QMFWQVODXGJTJG-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)c(=O)[nH]n1"
},
"smiles": "COC(=O)c1cc(Br)c(=O)[nH]n1",
"reactionStepId": "sa_899486b58b50325338a02661",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160145255A1;0652;1881753\",\"rsmi\":\"Br[Br:11].[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][nH:7][c:8](=[O:9])[cH:10][cH:12]1>CC(=O)O.CC(=O)O[K]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][nH:7][c:8](=[O:9])[c:10]([Br:11])[cH:12]1\"},\"mapped_reaction_smiles\":\"Br[Br:11].[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][nH:7][c:8](=[O:9])[cH:10][cH:12]1>CC(=O)O.CC(=O)O[K]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][nH:7][c:8](=[O:9])[c:10]([Br:11])[cH:12]1\"}",
"reactionStep": {
"id": "sa_899486b58b50325338a02661",
"reactionHash": "4743be7e6b202cd1e75855fdad28e813a949c1266362c90558f7bc2ad6f38157"
},
"children": [
{
"id": "5863",
"routeId": "sa_fe4a900d878203e56645d352",
"moleculeId": "sa_24211e89e565c162ea935f73",
"parentId": "5862",
"isLeaf": true,
"molecule": {
"id": "sa_24211e89e565c162ea935f73",
"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"smiles": "BrBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5864",
"routeId": "sa_fe4a900d878203e56645d352",
"moleculeId": "sa_acc6ff61cd5d018ddb9a5f00",
"parentId": "5862",
"isLeaf": false,
"molecule": {
"id": "sa_acc6ff61cd5d018ddb9a5f00",
"inchikey": "REYKVZJYIFOXTI-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(=O)[nH]n1"
},
"smiles": "COC(=O)c1ccc(=O)[nH]n1",
"reactionStepId": "sa_6d129088fa4ebff561b7f032",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160145255A1;0649;1881752\",\"rsmi\":\"C[O:9][c:8]1[n:7][n:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:11][cH:10]1>CC#N.C[Si](C)(C)Cl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][nH:7][c:8](=[O:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"C[O:9][c:8]1[n:7][n:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:11][cH:10]1>CC#N.C[Si](C)(C)Cl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][nH:7][c:8](=[O:9])[cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_6d129088fa4ebff561b7f032",
"reactionHash": "3300af273b9442e95caa30cd2586d89cb58cff8e00413d9793bf3107befe1b5a"
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"children": [
{
"id": "5865",
"routeId": "sa_fe4a900d878203e56645d352",
"moleculeId": "sa_fed0d17982828e8a544e1760",
"parentId": "5864",
"isLeaf": true,
"molecule": {
"id": "sa_fed0d17982828e8a544e1760",
"inchikey": "XEQAKWQFKNDOCD-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(OC)nn1"
},
"smiles": "COC(=O)c1ccc(OC)nn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}