Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(C)cc(C(c2cc(C)cc(C)c2)n2cccc(C(=O)O)c2=O)c1
InChiKey
CXAWSWUAQGCNAR-UHFFFAOYSA-N
Route Signature
e672392f1fa12343dc21a9ba59d45cf3cb2e52a5803c49a9b5fc1c295c89ab47
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_67379d547c079c938602f708",
"signature": "e672392f1fa12343dc21a9ba59d45cf3cb2e52a5803c49a9b5fc1c295c89ab47",
"contentHash": "1abf9b51bd05442f950b686baf76c9ad2f988fba34797305725ee79c8dfbfb03",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_41617fcd9eda972b1083bace",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04827",
"moleculeId": "sa_08329d5ecead450d1e8bddc7",
"smiles": "Cc1cc(C)cc(C(c2cc(C)cc(C)c2)n2cccc(C(=O)O)c2=O)c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_08329d5ecead450d1e8bddc7",
"inchikey": "CXAWSWUAQGCNAR-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)cc(C(c2cc(C)cc(C)c2)n2cccc(C(=O)O)c2=O)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15530",
"routeId": "sa_67379d547c079c938602f708",
"moleculeId": "sa_08329d5ecead450d1e8bddc7",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_08329d5ecead450d1e8bddc7",
"inchikey": "CXAWSWUAQGCNAR-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)cc(C(c2cc(C)cc(C)c2)n2cccc(C(=O)O)c2=O)c1"
},
"smiles": "Cc1cc(C)cc(C(c2cc(C)cc(C)c2)n2cccc(C(=O)O)c2=O)c1",
"reactionStepId": "sa_f92daba8d4eb115b3f8231a2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080188528A1;0483;598301\",\"rsmi\":\"C[O:24][C:22]([c:21]1[cH:20][cH:19][cH:18][n:17]([CH:8]([c:7]2[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:27]2)[c:9]2[cH:10][c:11]([CH3:12])[cH:13][c:14]([CH3:15])[cH:16]2)[c:25]1=[O:26])=[O:23]>CO.[Na+].O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7]([CH:8]([c:9]2[cH:10][c:11]([CH3:12])[cH:13][c:14]([CH3:15])[cH:16]2)[n:17]2[cH:18][cH:19][cH:20][c:21]([C:22](=[O:23])[OH:24])[c:25]2=[O:26])[cH:27]1\"},\"mapped_reaction_smiles\":\"C[O:24][C:22]([c:21]1[cH:20][cH:19][cH:18][n:17]([CH:8]([c:7]2[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:27]2)[c:9]2[cH:10][c:11]([CH3:12])[cH:13][c:14]([CH3:15])[cH:16]2)[c:25]1=[O:26])=[O:23]>CO.[Na+].O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7]([CH:8]([c:9]2[cH:10][c:11]([CH3:12])[cH:13][c:14]([CH3:15])[cH:16]2)[n:17]2[cH:18][cH:19][cH:20][c:21]([C:22](=[O:23])[OH:24])[c:25]2=[O:26])[cH:27]1\"}",
"reactionStep": {
"id": "sa_f92daba8d4eb115b3f8231a2",
"reactionHash": "affcce07714789cca314930dc843c23fc2cd6490f0e9c41592a0b285797cbd13"
},
"children": [
{
"id": "15531",
"routeId": "sa_67379d547c079c938602f708",
"moleculeId": "sa_e226eff172ae35d4849a659c",
"parentId": "15530",
"isLeaf": false,
"molecule": {
"id": "sa_e226eff172ae35d4849a659c",
"inchikey": "LXBRFNSRCRMHJB-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccn(C(c2cc(C)cc(C)c2)c2cc(C)cc(C)c2)c1=O"
},
"smiles": "COC(=O)c1cccn(C(c2cc(C)cc(C)c2)c2cc(C)cc(C)c2)c1=O",
"reactionStepId": "sa_1c0e458575ee3411c1573f9a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080188528A1;0483;598300\",\"rsmi\":\"Br[CH:10]([c:11]1[cH:12][c:13]([CH3:14])[cH:15][c:16]([CH3:17])[cH:18]1)[c:19]1[cH:20][c:21]([CH3:22])[cH:23][c:24]([CH3:25])[cH:26]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][cH:8][nH:9][c:27]1=[O:28]>CN(C)C=O.Cl.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][cH:8][n:9]([CH:10]([c:11]2[cH:12][c:13]([CH3:14])[cH:15][c:16]([CH3:17])[cH:18]2)[c:19]2[cH:20][c:21]([CH3:22])[cH:23][c:24]([CH3:25])[cH:26]2)[c:27]1=[O:28]\"},\"mapped_reaction_smiles\":\"Br[CH:10]([c:11]1[cH:12][c:13]([CH3:14])[cH:15][c:16]([CH3:17])[cH:18]1)[c:19]1[cH:20][c:21]([CH3:22])[cH:23][c:24]([CH3:25])[cH:26]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][cH:8][nH:9][c:27]1=[O:28]>CN(C)C=O.Cl.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][cH:8][n:9]([CH:10]([c:11]2[cH:12][c:13]([CH3:14])[cH:15][c:16]([CH3:17])[cH:18]2)[c:19]2[cH:20][c:21]([CH3:22])[cH:23][c:24]([CH3:25])[cH:26]2)[c:27]1=[O:28]\"}",
"reactionStep": {
"id": "sa_1c0e458575ee3411c1573f9a",
"reactionHash": "41d4975527e7b6621420663d58116c3030921db39358adea646576710e59736f"
},
"children": [
{
"id": "15532",
"routeId": "sa_67379d547c079c938602f708",
"moleculeId": "sa_7276b15a6ad44b20998e1948",
"parentId": "15531",
"isLeaf": false,
"molecule": {
"id": "sa_7276b15a6ad44b20998e1948",
"inchikey": "DYTKIPKWLRLBOV-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)cc(C(Br)c2cc(C)cc(C)c2)c1"
},
"smiles": "Cc1cc(C)cc(C(Br)c2cc(C)cc(C)c2)c1",
"reactionStepId": "sa_2c8659dbad45388515a69272",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080188528A1;0483;598299\",\"rsmi\":\"O[CH:8]([c:7]1[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:18]1)[c:10]1[cH:11][c:12]([CH3:13])[cH:14][c:15]([CH3:16])[cH:17]1.[BrH:9]>CC(=O)O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7]([CH:8]([Br:9])[c:10]2[cH:11][c:12]([CH3:13])[cH:14][c:15]([CH3:16])[cH:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"O[CH:8]([c:7]1[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:18]1)[c:10]1[cH:11][c:12]([CH3:13])[cH:14][c:15]([CH3:16])[cH:17]1.[BrH:9]>CC(=O)O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7]([CH:8]([Br:9])[c:10]2[cH:11][c:12]([CH3:13])[cH:14][c:15]([CH3:16])[cH:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_2c8659dbad45388515a69272",
"reactionHash": "47610eb54c2ece47176e1bcc13fbed8f11f54e6b30ed8e082d546d0dbaf70db3"
},
"children": [
{
"id": "15533",
"routeId": "sa_67379d547c079c938602f708",
"moleculeId": "sa_70f4de2e51ba34b93e025a04",
"parentId": "15532",
"isLeaf": true,
"molecule": {
"id": "sa_70f4de2e51ba34b93e025a04",
"inchikey": "CPELXLSAUQHCOX-UHFFFAOYSA-N",
"smiles": "Br"
},
"smiles": "Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15534",
"routeId": "sa_67379d547c079c938602f708",
"moleculeId": "sa_21afdbd01ab87c15174ad60f",
"parentId": "15532",
"isLeaf": false,
"molecule": {
"id": "sa_21afdbd01ab87c15174ad60f",
"inchikey": "YWJAKFCLJVEZLB-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)cc(C(O)c2cc(C)cc(C)c2)c1"
},
"smiles": "Cc1cc(C)cc(C(O)c2cc(C)cc(C)c2)c1",
"reactionStepId": "sa_d02c0b5b2b4bdb35e8b5e3fe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080188528A1;0483;598298\",\"rsmi\":\"Br[c:7]1[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:18]1.[CH:8](=[O:9])[c:10]1[cH:11][c:12]([CH3:13])[cH:14][c:15]([CH3:16])[cH:17]1>C1CCOC1.[Li]CCCC>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7]([CH:8]([OH:9])[c:10]2[cH:11][c:12]([CH3:13])[cH:14][c:15]([CH3:16])[cH:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[cH:6][c:4]([CH3:5])[cH:3][c:2]([CH3:1])[cH:18]1.[CH:8](=[O:9])[c:10]1[cH:11][c:12]([CH3:13])[cH:14][c:15]([CH3:16])[cH:17]1>C1CCOC1.[Li]CCCC>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[cH:6][c:7]([CH:8]([OH:9])[c:10]2[cH:11][c:12]([CH3:13])[cH:14][c:15]([CH3:16])[cH:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_d02c0b5b2b4bdb35e8b5e3fe",
"reactionHash": "d46852414d4a1f8e8c526bf5c6ede128f49caa3bde7cd16311e124276e13a61a"
},
"children": [
{
"id": "15535",
"routeId": "sa_67379d547c079c938602f708",
"moleculeId": "sa_462b4a0ae49e58ea965a5ec9",
"parentId": "15534",
"isLeaf": true,
"molecule": {
"id": "sa_462b4a0ae49e58ea965a5ec9",
"inchikey": "LMFRTSBQRLSJHC-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)cc(Br)c1"
},
"smiles": "Cc1cc(C)cc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15536",
"routeId": "sa_67379d547c079c938602f708",
"moleculeId": "sa_d21f5da6d194b99d4f3a7826",
"parentId": "15534",
"isLeaf": true,
"molecule": {
"id": "sa_d21f5da6d194b99d4f3a7826",
"inchikey": "NBEFMISJJNGCIZ-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)cc(C=O)c1"
},
"smiles": "Cc1cc(C)cc(C=O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15537",
"routeId": "sa_67379d547c079c938602f708",
"moleculeId": "sa_bd2318a76f564d7b53073c29",
"parentId": "15531",
"isLeaf": true,
"molecule": {
"id": "sa_bd2318a76f564d7b53073c29",
"inchikey": "SILBTMNCGYLTOK-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccnc1O"
},
"smiles": "COC(=O)c1ccc[nH]c1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}