Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1(C)OC[C@@H](COc2ccc(CCCC=O)cc2)O1
InChiKey
YSWAFKXFAXHZBT-OAHLLOKOSA-N
Route Signature
92941fa95862d3833224d0900569dae6fbd1364573536537a140b291bda4c319
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_1e6a7c9c61bc8706de0c4e49",
"signature": "92941fa95862d3833224d0900569dae6fbd1364573536537a140b291bda4c319",
"contentHash": "36592aa37a1aea27ae4ca9f4eff6aec669280c90fcba7b6c6bb719d754844916",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_d64f78a9eae21ee55e087230",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01417",
"moleculeId": "sa_7283cfeb89debb1e0e0ff83b",
"smiles": "CC1(C)OC[C@@H](COc2ccc(CCCC=O)cc2)O1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7283cfeb89debb1e0e0ff83b",
"inchikey": "YSWAFKXFAXHZBT-OAHLLOKOSA-N",
"smiles": "CC1(C)OC[C@@H](COc2ccc(CCCC=O)cc2)O1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "5568",
"routeId": "sa_1e6a7c9c61bc8706de0c4e49",
"moleculeId": "sa_7283cfeb89debb1e0e0ff83b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7283cfeb89debb1e0e0ff83b",
"inchikey": "YSWAFKXFAXHZBT-OAHLLOKOSA-N",
"smiles": "CC1(C)OC[C@@H](COc2ccc(CCCC=O)cc2)O1"
},
"smiles": "CC1(C)OC[C@@H](COc2ccc(CCCC=O)cc2)O1",
"reactionStepId": "sa_d25789b2049d66248490f4ec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329814A2;2296;1609818\",\"rsmi\":\"[CH3:1][C:2]1([CH3:3])[O:4][CH2:5][C@@H:6]([CH2:7][O:8][c:9]2[cH:10][cH:11][c:12]([CH2:13][CH2:14][CH2:15][CH2:16][OH:17])[cH:18][cH:19]2)[O:20]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl.[Na+].O>[CH3:1][C:2]1([CH3:3])[O:4][CH2:5][C@@H:6]([CH2:7][O:8][c:9]2[cH:10][cH:11][c:12]([CH2:13][CH2:14][CH2:15][CH:16]=[O:17])[cH:18][cH:19]2)[O:20]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]1([CH3:3])[O:4][CH2:5][C@@H:6]([CH2:7][O:8][c:9]2[cH:10][cH:11][c:12]([CH2:13][CH2:14][CH2:15][CH2:16][OH:17])[cH:18][cH:19]2)[O:20]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl.[Na+].O>[CH3:1][C:2]1([CH3:3])[O:4][CH2:5][C@@H:6]([CH2:7][O:8][c:9]2[cH:10][cH:11][c:12]([CH2:13][CH2:14][CH2:15][CH:16]=[O:17])[cH:18][cH:19]2)[O:20]1\"}",
"reactionStep": {
"id": "sa_d25789b2049d66248490f4ec",
"reactionHash": "374cfd72abbf8a562a5dbb38d170204c917c736a7f3ff1417d9c14cd70067f81"
},
"children": [
{
"id": "5569",
"routeId": "sa_1e6a7c9c61bc8706de0c4e49",
"moleculeId": "sa_76bc4295a134e21752045348",
"parentId": "5568",
"isLeaf": false,
"molecule": {
"id": "sa_76bc4295a134e21752045348",
"inchikey": "CYIOPIMGCOWFFX-OAHLLOKOSA-N",
"smiles": "CC1(C)OC[C@@H](COc2ccc(CCCCO)cc2)O1"
},
"smiles": "CC1(C)OC[C@@H](COc2ccc(CCCCO)cc2)O1",
"reactionStepId": "sa_c1b26d9540bcd2c0b735a516",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329814A2;2295;1609817\",\"rsmi\":\"CO[C:2](OC)([CH3:1])[CH3:3].[OH:4][CH2:5][C@@H:6]([CH2:7][O:8][c:9]1[cH:10][cH:11][c:12]([CH2:13][CH2:14][CH2:15][CH2:16][OH:17])[cH:18][cH:19]1)[OH:20]>C1CCOC1.Cc1ccc(S(=O)(=O)O)cc1.c1ccncc1>[CH3:1][C:2]1([CH3:3])[O:4][CH2:5][C@@H:6]([CH2:7][O:8][c:9]2[cH:10][cH:11][c:12]([CH2:13][CH2:14][CH2:15][CH2:16][OH:17])[cH:18][cH:19]2)[O:20]1\"},\"mapped_reaction_smiles\":\"CO[C:2](OC)([CH3:1])[CH3:3].[OH:4][CH2:5][C@@H:6]([CH2:7][O:8][c:9]1[cH:10][cH:11][c:12]([CH2:13][CH2:14][CH2:15][CH2:16][OH:17])[cH:18][cH:19]1)[OH:20]>C1CCOC1.Cc1ccc(S(=O)(=O)O)cc1.c1ccncc1>[CH3:1][C:2]1([CH3:3])[O:4][CH2:5][C@@H:6]([CH2:7][O:8][c:9]2[cH:10][cH:11][c:12]([CH2:13][CH2:14][CH2:15][CH2:16][OH:17])[cH:18][cH:19]2)[O:20]1\"}",
"reactionStep": {
"id": "sa_c1b26d9540bcd2c0b735a516",
"reactionHash": "764b665d605bc3b45412371a764790770e04124000d0491d30425975615b180a"
},
"children": [
{
"id": "5570",
"routeId": "sa_1e6a7c9c61bc8706de0c4e49",
"moleculeId": "sa_38bda2c27c79412659d3017e",
"parentId": "5569",
"isLeaf": false,
"molecule": {
"id": "sa_38bda2c27c79412659d3017e",
"inchikey": "BCBLLDGMVDTKKP-LBPRGKRZSA-N",
"smiles": "OCCCCc1ccc(OC[C@@H](O)CO)cc1"
},
"smiles": "OCCCCc1ccc(OC[C@@H](O)CO)cc1",
"reactionStepId": "sa_526549939329bf25d1427392",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329814A2;2294;1609816\",\"rsmi\":\"[CH2:11]1[C@H:12]([CH2:14][OH:15])[O:13]1.[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([OH:10])[cH:16][cH:17]1>CC(C)=O.O=C(O)O.[K+].[K+]>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([O:10][CH2:11][C@@H:12]([OH:13])[CH2:14][OH:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"[CH2:11]1[C@H:12]([CH2:14][OH:15])[O:13]1.[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([OH:10])[cH:16][cH:17]1>CC(C)=O.O=C(O)O.[K+].[K+]>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([O:10][CH2:11][C@@H:12]([OH:13])[CH2:14][OH:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_526549939329bf25d1427392",
"reactionHash": "7caa7079d079ae360eee5dbfcf5e028ebcce27d7736dbe3b2a8561ad4a387f62"
},
"children": [
{
"id": "5571",
"routeId": "sa_1e6a7c9c61bc8706de0c4e49",
"moleculeId": "sa_26245b8068bbdec26693ce06",
"parentId": "5570",
"isLeaf": true,
"molecule": {
"id": "sa_26245b8068bbdec26693ce06",
"inchikey": "CTKINSOISVBQLD-VKHMYHEASA-N",
"smiles": "OC[C@H]1CO1"
},
"smiles": "OC[C@H]1CO1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5572",
"routeId": "sa_1e6a7c9c61bc8706de0c4e49",
"moleculeId": "sa_1508235261d322a0414b815b",
"parentId": "5570",
"isLeaf": false,
"molecule": {
"id": "sa_1508235261d322a0414b815b",
"inchikey": "QWEDBUUPMLVCDP-UHFFFAOYSA-N",
"smiles": "OCCCCc1ccc(O)cc1"
},
"smiles": "OCCCCc1ccc(O)cc1",
"reactionStepId": "sa_07b6ca8348072afd853f136a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329814A2;2293;1609815\",\"rsmi\":\"O=[C:2]([OH:1])[CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([OH:10])[cH:11][cH:12]1>B.C1CCOC1.CSC>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([OH:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O=[C:2]([OH:1])[CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([OH:10])[cH:11][cH:12]1>B.C1CCOC1.CSC>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([OH:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_07b6ca8348072afd853f136a",
"reactionHash": "0bf3fd522ddf36ee458df6e49a3b61b4326f66319a9736f5f777b09840b3492c"
},
"children": [
{
"id": "5573",
"routeId": "sa_1e6a7c9c61bc8706de0c4e49",
"moleculeId": "sa_0b6aa610ff054468c1cd2325",
"parentId": "5572",
"isLeaf": false,
"molecule": {
"id": "sa_0b6aa610ff054468c1cd2325",
"inchikey": "WTDBNDAYNLGKGW-UHFFFAOYSA-N",
"smiles": "O=C(O)CCCc1ccc(O)cc1"
},
"smiles": "O=C(O)CCCc1ccc(O)cc1",
"reactionStepId": "sa_fe29f0dd0305a6552c667607",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329814A2;2292;1609814\",\"rsmi\":\"C[O:11][c:10]1[cH:9][cH:8][c:7]([CH2:6][CH2:5][CH2:4][C:2](=[O:1])[OH:3])[cH:13][cH:12]1>Br.CC(=O)O>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"C[O:11][c:10]1[cH:9][cH:8][c:7]([CH2:6][CH2:5][CH2:4][C:2](=[O:1])[OH:3])[cH:13][cH:12]1>Br.CC(=O)O>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_fe29f0dd0305a6552c667607",
"reactionHash": "7c3d97af82d0c3e39de04ea65c8f50ec939bd2719b320673e79f0686b001b6c0"
},
"children": [
{
"id": "5574",
"routeId": "sa_1e6a7c9c61bc8706de0c4e49",
"moleculeId": "sa_fa0fe8b3ca147e70e094568f",
"parentId": "5573",
"isLeaf": true,
"molecule": {
"id": "sa_fa0fe8b3ca147e70e094568f",
"inchikey": "LZHMNCJMXQKSBY-UHFFFAOYSA-N",
"smiles": "COc1ccc(CCCC(=O)O)cc1"
},
"smiles": "COc1ccc(CCCC(=O)O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "5575",
"routeId": "sa_1e6a7c9c61bc8706de0c4e49",
"moleculeId": "sa_b491faec211a8a293465063d",
"parentId": "5569",
"isLeaf": true,
"molecule": {
"id": "sa_b491faec211a8a293465063d",
"inchikey": "HEWZVZIVELJPQZ-UHFFFAOYSA-N",
"smiles": "COC(C)(C)OC"
},
"smiles": "COC(C)(C)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}