Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)c1cc(C(=O)CBr)cc2c1OCC(=O)N2
InChiKey
QCBQYORFYRRJRT-UHFFFAOYSA-N
Route Signature
4819f7dbf761e5ab2da38214b0f1a24c4142e3dee028c180bf1747f4a0f23f87
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_5583ed1661eee5b9d01ed028",
"signature": "4819f7dbf761e5ab2da38214b0f1a24c4142e3dee028c180bf1747f4a0f23f87",
"contentHash": "f2ea9946991ca407c670fe8f6a5337a06cdfd68f813d15107466513faf5ab1f2",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_571fad6ae438ca69252e340f",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00956",
"moleculeId": "sa_c79f15c825d81814e7f76d5f",
"smiles": "CC(C)(C)c1cc(C(=O)CBr)cc2c1OCC(=O)N2",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c79f15c825d81814e7f76d5f",
"inchikey": "QCBQYORFYRRJRT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cc(C(=O)CBr)cc2c1OCC(=O)N2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5172",
"routeId": "sa_5583ed1661eee5b9d01ed028",
"moleculeId": "sa_c79f15c825d81814e7f76d5f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c79f15c825d81814e7f76d5f",
"inchikey": "QCBQYORFYRRJRT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cc(C(=O)CBr)cc2c1OCC(=O)N2"
},
"smiles": "CC(C)(C)c1cc(C(=O)CBr)cc2c1OCC(=O)N2",
"reactionStepId": "sa_7b95f32be6521fd3a73bb92d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050245592A1;1107;297513\",\"rsmi\":\"[BrH:11].[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]([C:8](=[O:9])[CH3:10])[cH:12][c:13]2[c:14]1[O:15][CH2:16][C:17](=[O:18])[NH:19]2>CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC.CO.ClC(Cl)Cl.ClCCl.Br.Br>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]([C:8](=[O:9])[CH2:10][Br:11])[cH:12][c:13]2[c:14]1[O:15][CH2:16][C:17](=[O:18])[NH:19]2\"},\"mapped_reaction_smiles\":\"[BrH:11].[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]([C:8](=[O:9])[CH3:10])[cH:12][c:13]2[c:14]1[O:15][CH2:16][C:17](=[O:18])[NH:19]2>CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC.CO.ClC(Cl)Cl.ClCCl.Br.Br>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]([C:8](=[O:9])[CH2:10][Br:11])[cH:12][c:13]2[c:14]1[O:15][CH2:16][C:17](=[O:18])[NH:19]2\"}",
"reactionStep": {
"id": "sa_7b95f32be6521fd3a73bb92d",
"reactionHash": "124014c39c770e6667c6cf124c971e88f661571066eacae94877dfdf6733a07c"
},
"children": [
{
"id": "5173",
"routeId": "sa_5583ed1661eee5b9d01ed028",
"moleculeId": "sa_70f4de2e51ba34b93e025a04",
"parentId": "5172",
"isLeaf": true,
"molecule": {
"id": "sa_70f4de2e51ba34b93e025a04",
"inchikey": "CPELXLSAUQHCOX-UHFFFAOYSA-N",
"smiles": "Br"
},
"smiles": "Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5174",
"routeId": "sa_5583ed1661eee5b9d01ed028",
"moleculeId": "sa_870d8b554550c2b0190e1bd5",
"parentId": "5172",
"isLeaf": false,
"molecule": {
"id": "sa_870d8b554550c2b0190e1bd5",
"inchikey": "GRCDBONYYMAWAI-UHFFFAOYSA-N",
"smiles": "CC(=O)c1cc2c(c(C(C)(C)C)c1)OCC(=O)N2"
},
"smiles": "CC(=O)c1cc2c(c(C(C)(C)C)c1)OCC(=O)N2",
"reactionStepId": "sa_2aad1aa5ec05a90c0fc1eeff",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050245592A1;1104;297512\",\"rsmi\":\"Cl[CH2:9][C:10](Cl)=[O:11].[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([NH2:12])[c:7]([OH:8])[c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18]1>CCOC(C)=O.ClCCl.O=C(O)O.O=C(O)O.[K+].[K+].[Na+]>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]2[c:7]([c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18]1)[O:8][CH2:9][C:10](=[O:11])[NH:12]2\"},\"mapped_reaction_smiles\":\"Cl[CH2:9][C:10](Cl)=[O:11].[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([NH2:12])[c:7]([OH:8])[c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18]1>CCOC(C)=O.ClCCl.O=C(O)O.O=C(O)O.[K+].[K+].[Na+]>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]2[c:7]([c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18]1)[O:8][CH2:9][C:10](=[O:11])[NH:12]2\"}",
"reactionStep": {
"id": "sa_2aad1aa5ec05a90c0fc1eeff",
"reactionHash": "0ce3826f2924daa118576ef5a1dd5a510e2b85b92893692f29a25382e217676b"
},
"children": [
{
"id": "5175",
"routeId": "sa_5583ed1661eee5b9d01ed028",
"moleculeId": "sa_54493e2e7c40045f57ea698d",
"parentId": "5174",
"isLeaf": false,
"molecule": {
"id": "sa_54493e2e7c40045f57ea698d",
"inchikey": "LULULOMWOQQJJZ-UHFFFAOYSA-N",
"smiles": "CC(=O)c1cc(N)c(O)c(C(C)(C)C)c1"
},
"smiles": "CC(=O)c1cc(N)c(O)c(C(C)(C)C)c1",
"reactionStepId": "sa_1a5419f17dd8c005aa0b51e7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050245592A1;1101;297511\",\"rsmi\":\"O=[N+:7]([O-])[c:6]1[cH:5][c:4]([C:2]([CH3:1])=[O:3])[cH:15][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[c:8]1[OH:9]>C.CCCCCC.CCOC(C)=O.CCOC(C)=O.[Pd]>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([NH2:7])[c:8]([OH:9])[c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"O=[N+:7]([O-])[c:6]1[cH:5][c:4]([C:2]([CH3:1])=[O:3])[cH:15][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[c:8]1[OH:9]>C.CCCCCC.CCOC(C)=O.CCOC(C)=O.[Pd]>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([NH2:7])[c:8]([OH:9])[c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15]1\"}",
"reactionStep": {
"id": "sa_1a5419f17dd8c005aa0b51e7",
"reactionHash": "67957cd76cbe374b7428da05570f3ae68752077b5cc1679c97fc1a9b98541de2"
},
"children": [
{
"id": "5176",
"routeId": "sa_5583ed1661eee5b9d01ed028",
"moleculeId": "sa_8709f08ef41d3539705d23f7",
"parentId": "5175",
"isLeaf": false,
"molecule": {
"id": "sa_8709f08ef41d3539705d23f7",
"inchikey": "AGQLMLJBWIIODZ-UHFFFAOYSA-N",
"smiles": "CC(=O)c1cc([N+](=O)[O-])c(O)c(C(C)(C)C)c1"
},
"smiles": "CC(=O)c1cc([N+](=O)[O-])c(O)c(C(C)(C)C)c1",
"reactionStepId": "sa_7fc19d5bd4758b0318e0e19f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050245592A1;0787;297449\",\"rsmi\":\"O=[N+:14]([OH:15])[O-:16].[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([C:7]([CH3:8])([CH3:9])[CH3:10])[c:11]([OH:12])[cH:13][cH:17]1>CC(=O)OC(C)=O.CCOCC.Cl.ClCCl.O>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([C:7]([CH3:8])([CH3:9])[CH3:10])[c:11]([OH:12])[c:13]([N+:14](=[O:15])[O-:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"O=[N+:14]([OH:15])[O-:16].[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([C:7]([CH3:8])([CH3:9])[CH3:10])[c:11]([OH:12])[cH:13][cH:17]1>CC(=O)OC(C)=O.CCOCC.Cl.ClCCl.O>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([C:7]([CH3:8])([CH3:9])[CH3:10])[c:11]([OH:12])[c:13]([N+:14](=[O:15])[O-:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_7fc19d5bd4758b0318e0e19f",
"reactionHash": "300ca2075a0d060ea96ad208296e383cca44aa9428a9a1db4d7777f7e552146b"
},
"children": [
{
"id": "5177",
"routeId": "sa_5583ed1661eee5b9d01ed028",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "5176",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5178",
"routeId": "sa_5583ed1661eee5b9d01ed028",
"moleculeId": "sa_f7c926a9a27eb8d706061663",
"parentId": "5176",
"isLeaf": false,
"molecule": {
"id": "sa_f7c926a9a27eb8d706061663",
"inchikey": "GWWMYURDYQZZSD-UHFFFAOYSA-N",
"smiles": "CC(=O)c1ccc(O)c(C(C)(C)C)c1"
},
"smiles": "CC(=O)c1ccc(O)c(C(C)(C)C)c1",
"reactionStepId": "sa_081ecdf9e6fa39a38e11d3f7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050245592A1;0784;297448\",\"rsmi\":\"Cl[C:2]([CH3:1])=[O:3].[cH:4]1[cH:5][c:6]([C:7]([CH3:8])([CH3:9])[CH3:10])[c:11]([OH:12])[cH:13][cH:14]1>CCOC(C)=O.ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([C:7]([CH3:8])([CH3:9])[CH3:10])[c:11]([OH:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Cl[C:2]([CH3:1])=[O:3].[cH:4]1[cH:5][c:6]([C:7]([CH3:8])([CH3:9])[CH3:10])[c:11]([OH:12])[cH:13][cH:14]1>CCOC(C)=O.ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([C:7]([CH3:8])([CH3:9])[CH3:10])[c:11]([OH:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_081ecdf9e6fa39a38e11d3f7",
"reactionHash": "4223a59c976b726d267a6179a413a853a92b0ff480d5d0d824724f31be05f466"
},
"children": [
{
"id": "5179",
"routeId": "sa_5583ed1661eee5b9d01ed028",
"moleculeId": "sa_7992c61d309177eaaf95fc6b",
"parentId": "5178",
"isLeaf": true,
"molecule": {
"id": "sa_7992c61d309177eaaf95fc6b",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"smiles": "CC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5180",
"routeId": "sa_5583ed1661eee5b9d01ed028",
"moleculeId": "sa_c3a85a615a35418d740042ad",
"parentId": "5178",
"isLeaf": true,
"molecule": {
"id": "sa_c3a85a615a35418d740042ad",
"inchikey": "WJQOZHYUIDYNHM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccccc1O"
},
"smiles": "CC(C)(C)c1ccccc1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "5181",
"routeId": "sa_5583ed1661eee5b9d01ed028",
"moleculeId": "sa_9bcb79a40efded362b9313ac",
"parentId": "5174",
"isLeaf": true,
"molecule": {
"id": "sa_9bcb79a40efded362b9313ac",
"inchikey": "VGCXGMAHQTYDJK-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCl"
},
"smiles": "O=C(Cl)CCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}