Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC=Cc1ccc(Cl)c(-c2ccccc2C)c1O
InChiKey
ILWMVWNDGOHKLZ-UHFFFAOYSA-N
Route Signature
870e1112bba151bcf7ffb0d02fbecfa6a75f5dee629a2918bf103737922058ba
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_726ebac7c23b9b74673e0d48",
"signature": "870e1112bba151bcf7ffb0d02fbecfa6a75f5dee629a2918bf103737922058ba",
"contentHash": "7d93036f19d58c5893fe4aed812c378dadf74715771c1a84c527d887853178e4",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_6ba0c9d18d92547e7d3d72aa",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01782",
"moleculeId": "sa_7b15ffc4560ce380261bcd50",
"smiles": "CC=Cc1ccc(Cl)c(-c2ccccc2C)c1O",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7b15ffc4560ce380261bcd50",
"inchikey": "ILWMVWNDGOHKLZ-UHFFFAOYSA-N",
"smiles": "CC=Cc1ccc(Cl)c(-c2ccccc2C)c1O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14531",
"routeId": "sa_726ebac7c23b9b74673e0d48",
"moleculeId": "sa_7b15ffc4560ce380261bcd50",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7b15ffc4560ce380261bcd50",
"inchikey": "ILWMVWNDGOHKLZ-UHFFFAOYSA-N",
"smiles": "CC=Cc1ccc(Cl)c(-c2ccccc2C)c1O"
},
"smiles": "CC=Cc1ccc(Cl)c(-c2ccccc2C)c1O",
"reactionStepId": "sa_96ff1cfbb2adee57ffd7907b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07365095B2;0428;834709\",\"rsmi\":\"[CH2:1]=[CH:2][CH2:3][c:4]1[c:5]([OH:6])[c:7](-[c:8]2[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]2)[c:15]([Cl:16])[cH:17][cH:18]1>Cc1ccccc1[PH](c1ccccc1C)(c1ccccc1C)[Pd](Cl)(Cl)[PH](c1ccccc1C)(c1ccccc1C)c1ccccc1C.ClCCl>[CH3:1][CH:2]=[CH:3][c:4]1[c:5]([OH:6])[c:7](-[c:8]2[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]2)[c:15]([Cl:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"[CH2:1]=[CH:2][CH2:3][c:4]1[c:5]([OH:6])[c:7](-[c:8]2[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]2)[c:15]([Cl:16])[cH:17][cH:18]1>Cc1ccccc1[PH](c1ccccc1C)(c1ccccc1C)[Pd](Cl)(Cl)[PH](c1ccccc1C)(c1ccccc1C)c1ccccc1C.ClCCl>[CH3:1][CH:2]=[CH:3][c:4]1[c:5]([OH:6])[c:7](-[c:8]2[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]2)[c:15]([Cl:16])[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_96ff1cfbb2adee57ffd7907b",
"reactionHash": "2ae5329552b1c0bd7ff1ca616b1e917103b837eca7645e28c848f432c01fcfca"
},
"children": [
{
"id": "14532",
"routeId": "sa_726ebac7c23b9b74673e0d48",
"moleculeId": "sa_92523112a5018031b957c0fb",
"parentId": "14531",
"isLeaf": false,
"molecule": {
"id": "sa_92523112a5018031b957c0fb",
"inchikey": "MMCHOFQNOVDJRN-UHFFFAOYSA-N",
"smiles": "C=CCc1ccc(Cl)c(-c2ccccc2C)c1O"
},
"smiles": "C=CCc1ccc(Cl)c(-c2ccccc2C)c1O",
"reactionStepId": "sa_1be94e595af6422916d236a7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07365095B2;0427;834708\",\"rsmi\":\"[CH2:1]=[CH:2][CH2:3][O:6][c:5]1[cH:4][cH:18][cH:17][c:15]([Cl:16])[c:7]1-[c:8]1[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]1>Cc1cc(C)cc(C)c1>[CH2:1]=[CH:2][CH2:3][c:4]1[c:5]([OH:6])[c:7](-[c:8]2[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]2)[c:15]([Cl:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"[CH2:1]=[CH:2][CH2:3][O:6][c:5]1[cH:4][cH:18][cH:17][c:15]([Cl:16])[c:7]1-[c:8]1[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]1>Cc1cc(C)cc(C)c1>[CH2:1]=[CH:2][CH2:3][c:4]1[c:5]([OH:6])[c:7](-[c:8]2[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]2)[c:15]([Cl:16])[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_1be94e595af6422916d236a7",
"reactionHash": "68502cc034a9532e108503b3adb8581ea036a4c20f75548cf831c1a5b5a4f2ed"
},
"children": [
{
"id": "14533",
"routeId": "sa_726ebac7c23b9b74673e0d48",
"moleculeId": "sa_240d8c7f227d7b1765b5d728",
"parentId": "14532",
"isLeaf": false,
"molecule": {
"id": "sa_240d8c7f227d7b1765b5d728",
"inchikey": "GZFXXVXAPJZZAR-UHFFFAOYSA-N",
"smiles": "C=CCOc1cccc(Cl)c1-c1ccccc1C"
},
"smiles": "C=CCOc1cccc(Cl)c1-c1ccccc1C",
"reactionStepId": "sa_5cbf0a1cb6bc7d0e4d6fa8b5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07365095B2;0426;834707\",\"rsmi\":\"Br[CH2:3][CH:2]=[CH2:1].[OH:4][c:5]1[c:6](-[c:7]2[c:8]([CH3:9])[cH:10][cH:11][cH:12][cH:13]2)[c:14]([Cl:15])[cH:16][cH:17][cH:18]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[c:6](-[c:7]2[c:8]([CH3:9])[cH:10][cH:11][cH:12][cH:13]2)[c:14]([Cl:15])[cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Br[CH2:3][CH:2]=[CH2:1].[OH:4][c:5]1[c:6](-[c:7]2[c:8]([CH3:9])[cH:10][cH:11][cH:12][cH:13]2)[c:14]([Cl:15])[cH:16][cH:17][cH:18]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[c:6](-[c:7]2[c:8]([CH3:9])[cH:10][cH:11][cH:12][cH:13]2)[c:14]([Cl:15])[cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_5cbf0a1cb6bc7d0e4d6fa8b5",
"reactionHash": "20c8e810dc4ed714a47a1963e5574ad1a30f5f9ea27237700412ce7f05474680"
},
"children": [
{
"id": "14534",
"routeId": "sa_726ebac7c23b9b74673e0d48",
"moleculeId": "sa_4f7394b6924d2d72cdf188f6",
"parentId": "14533",
"isLeaf": true,
"molecule": {
"id": "sa_4f7394b6924d2d72cdf188f6",
"inchikey": "BHELZAPQIKSEDF-UHFFFAOYSA-N",
"smiles": "C=CCBr"
},
"smiles": "C=CCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14535",
"routeId": "sa_726ebac7c23b9b74673e0d48",
"moleculeId": "sa_5c3c62c1dd76e943fc691fff",
"parentId": "14533",
"isLeaf": false,
"molecule": {
"id": "sa_5c3c62c1dd76e943fc691fff",
"inchikey": "WDCKYURPYPFKDJ-UHFFFAOYSA-N",
"smiles": "Cc1ccccc1-c1c(O)cccc1Cl"
},
"smiles": "Cc1ccccc1-c1c(O)cccc1Cl",
"reactionStepId": "sa_1c456f98f35325d36d1a4877",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07365095B2;0425;834706\",\"rsmi\":\"C[O:11][c:10]1[c:4](-[c:3]2[c:2]([CH3:1])[cH:15][cH:14][cH:13][cH:12]2)[c:5]([Cl:6])[cH:7][cH:8][cH:9]1>Br.CO.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[c:3](-[c:4]2[c:5]([Cl:6])[cH:7][cH:8][cH:9][c:10]2[OH:11])[cH:12][cH:13][cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"C[O:11][c:10]1[c:4](-[c:3]2[c:2]([CH3:1])[cH:15][cH:14][cH:13][cH:12]2)[c:5]([Cl:6])[cH:7][cH:8][cH:9]1>Br.CO.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[c:3](-[c:4]2[c:5]([Cl:6])[cH:7][cH:8][cH:9][c:10]2[OH:11])[cH:12][cH:13][cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_1c456f98f35325d36d1a4877",
"reactionHash": "aaf08e12fbc95b22af2438095b440512e1960ae2385f1a15b3fd74a79b90d018"
},
"children": [
{
"id": "14536",
"routeId": "sa_726ebac7c23b9b74673e0d48",
"moleculeId": "sa_cb4662f72d3bf7612fdbf512",
"parentId": "14535",
"isLeaf": false,
"molecule": {
"id": "sa_cb4662f72d3bf7612fdbf512",
"inchikey": "HMZACYGKJLCUNQ-UHFFFAOYSA-N",
"smiles": "COc1cccc(Cl)c1-c1ccccc1C"
},
"smiles": "COc1cccc(Cl)c1-c1ccccc1C",
"reactionStepId": "sa_8762fa1b6d7b9ba3e99d8474",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07365095B2;0424;834705\",\"rsmi\":\"Br[c:10]1[c:11]([CH3:12])[cH:13][cH:14][cH:15][cH:16]1.OB(O)[c:9]1[c:3]([O:2][CH3:1])[cH:4][cH:5][cH:6][c:7]1[Cl:8]>COCCOC.O.O=C(O)O.[Na+].[Na+].[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([Cl:8])[c:9]1-[c:10]1[c:11]([CH3:12])[cH:13][cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"Br[c:10]1[c:11]([CH3:12])[cH:13][cH:14][cH:15][cH:16]1.OB(O)[c:9]1[c:3]([O:2][CH3:1])[cH:4][cH:5][cH:6][c:7]1[Cl:8]>COCCOC.O.O=C(O)O.[Na+].[Na+].[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([Cl:8])[c:9]1-[c:10]1[c:11]([CH3:12])[cH:13][cH:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_8762fa1b6d7b9ba3e99d8474",
"reactionHash": "594b9c4df2daddf863682eb34c1e474261d7e092c6f8721406c50849eb8deddc"
},
"children": [
{
"id": "14537",
"routeId": "sa_726ebac7c23b9b74673e0d48",
"moleculeId": "sa_1dbf8130e39ae1ec032ce546",
"parentId": "14536",
"isLeaf": true,
"molecule": {
"id": "sa_1dbf8130e39ae1ec032ce546",
"inchikey": "QSSXJPIWXQTSIX-UHFFFAOYSA-N",
"smiles": "Cc1ccccc1Br"
},
"smiles": "Cc1ccccc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14538",
"routeId": "sa_726ebac7c23b9b74673e0d48",
"moleculeId": "sa_2993dbd77d5a390813f9f7ca",
"parentId": "14536",
"isLeaf": true,
"molecule": {
"id": "sa_2993dbd77d5a390813f9f7ca",
"inchikey": "XNWCIDBPLDKKAG-UHFFFAOYSA-N",
"smiles": "COc1cccc(Cl)c1B(O)O"
},
"smiles": "COc1cccc(Cl)c1B(O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}