Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)C[C@@H]1CCc2cc(OCCCOc3ccc(-c4nc5c(s4)CCCC5)cc3OC)ccc21
InChiKey
GBDVXAIYMJKHPU-NRFANRHFSA-N
Route Signature
b0e79261e02191a85fa665d43c8ac7c6ddb13d90b9d97c866001ad36c87994bc
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_77e1367995f386049b71bb5f",
"signature": "b0e79261e02191a85fa665d43c8ac7c6ddb13d90b9d97c866001ad36c87994bc",
"contentHash": "e44b6a45fbaf8da1353090273220b6d1bb5e318be4338f09ea89750960fef2d4",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_6e9bd3bcf6fd485e493e3688",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00905",
"moleculeId": "sa_68775d75716571aaf3925eb1",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCOc3ccc(-c4nc5c(s4)CCCC5)cc3OC)ccc21",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_68775d75716571aaf3925eb1",
"inchikey": "GBDVXAIYMJKHPU-NRFANRHFSA-N",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCOc3ccc(-c4nc5c(s4)CCCC5)cc3OC)ccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13895",
"routeId": "sa_77e1367995f386049b71bb5f",
"moleculeId": "sa_68775d75716571aaf3925eb1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_68775d75716571aaf3925eb1",
"inchikey": "GBDVXAIYMJKHPU-NRFANRHFSA-N",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCOc3ccc(-c4nc5c(s4)CCCC5)cc3OC)ccc21"
},
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCOc3ccc(-c4nc5c(s4)CCCC5)cc3OC)ccc21",
"reactionStepId": "sa_8155f01a9a43ca5bc474185e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100204472A1;0478;928041\",\"rsmi\":\"O=[C:27]1[CH:26](Cl)[CH2:31][CH2:30][CH2:29][CH2:28]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23]([C:24]([NH2:25])=[S:32])[cH:33][cH:34]3)[cH:35][cH:36][c:37]21>CCO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23](-[c:24]4[n:25][c:26]5[c:27]([s:32]4)[CH2:28][CH2:29][CH2:30][CH2:31]5)[cH:33][cH:34]3)[cH:35][cH:36][c:37]21\"},\"mapped_reaction_smiles\":\"O=[C:27]1[CH:26](Cl)[CH2:31][CH2:30][CH2:29][CH2:28]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23]([C:24]([NH2:25])=[S:32])[cH:33][cH:34]3)[cH:35][cH:36][c:37]21>CCO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23](-[c:24]4[n:25][c:26]5[c:27]([s:32]4)[CH2:28][CH2:29][CH2:30][CH2:31]5)[cH:33][cH:34]3)[cH:35][cH:36][c:37]21\"}",
"reactionStep": {
"id": "sa_8155f01a9a43ca5bc474185e",
"reactionHash": "ef2fc5bf03f96dbddb24aea56e46b970de9fa73fd8c1fc471c66da84b77115a3"
},
"children": [
{
"id": "13896",
"routeId": "sa_77e1367995f386049b71bb5f",
"moleculeId": "sa_5b6fe3ad31554adbea554a4a",
"parentId": "13895",
"isLeaf": true,
"molecule": {
"id": "sa_5b6fe3ad31554adbea554a4a",
"inchikey": "CCHNWURRBFGQCD-UHFFFAOYSA-N",
"smiles": "O=C1CCCCC1Cl"
},
"smiles": "O=C1CCCCC1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13897",
"routeId": "sa_77e1367995f386049b71bb5f",
"moleculeId": "sa_6d1a37ee0c2d914258e906a3",
"parentId": "13895",
"isLeaf": false,
"molecule": {
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"inchikey": "QUKDPZCBWZNJNG-KRWDZBQOSA-N",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCOc3ccc(C(N)=S)cc3OC)ccc21"
},
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCOc3ccc(C(N)=S)cc3OC)ccc21",
"reactionStepId": "sa_3e476a28e979710b3c273454",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100204472A1;0442;928031\",\"rsmi\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23]([C:24]#[N:25])[cH:27][cH:28]3)[cH:29][cH:30][c:31]21.[SH2:26]>CCNCC.CN(C)C=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23]([C:24]([NH2:25])=[S:26])[cH:27][cH:28]3)[cH:29][cH:30][c:31]21\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23]([C:24]#[N:25])[cH:27][cH:28]3)[cH:29][cH:30][c:31]21.[SH2:26]>CCNCC.CN(C)C=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23]([C:24]([NH2:25])=[S:26])[cH:27][cH:28]3)[cH:29][cH:30][c:31]21\"}",
"reactionStep": {
"id": "sa_3e476a28e979710b3c273454",
"reactionHash": "2415152fa79ea6b89ea063c734f679522a49d806d831fad850e21917650ccf47"
},
"children": [
{
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"routeId": "sa_77e1367995f386049b71bb5f",
"moleculeId": "sa_f9e72fd52afc465a59269248",
"parentId": "13897",
"isLeaf": false,
"molecule": {
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"inchikey": "QYJWYZNJWXKFBN-IBGZPJMESA-N",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCOc3ccc(C#N)cc3OC)ccc21"
},
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCOc3ccc(C#N)cc3OC)ccc21",
"reactionStepId": "sa_52556ec96ca583da1c36cb6e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100204472A1;0440;928030\",\"rsmi\":\"Br[CH2:16][CH2:15][CH2:14][O:13][c:12]1[cH:11][c:10]2[c:30]([cH:29][cH:28]1)[C@H:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:8][CH2:9]2.[OH:17][c:18]1[c:19]([O:20][CH3:21])[cH:22][c:23]([C:24]#[N:25])[cH:26][cH:27]1>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23]([C:24]#[N:25])[cH:26][cH:27]3)[cH:28][cH:29][c:30]21\"},\"mapped_reaction_smiles\":\"Br[CH2:16][CH2:15][CH2:14][O:13][c:12]1[cH:11][c:10]2[c:30]([cH:29][cH:28]1)[C@H:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:8][CH2:9]2.[OH:17][c:18]1[c:19]([O:20][CH3:21])[cH:22][c:23]([C:24]#[N:25])[cH:26][cH:27]1>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23]([C:24]#[N:25])[cH:26][cH:27]3)[cH:28][cH:29][c:30]21\"}",
"reactionStep": {
"id": "sa_52556ec96ca583da1c36cb6e",
"reactionHash": "056dbcb995c5aa836488eceec5c21e777d2a3f0ab4abb979c8a59d9b287f1642"
},
"children": [
{
"id": "13899",
"routeId": "sa_77e1367995f386049b71bb5f",
"moleculeId": "sa_517936f00e686681045d365c",
"parentId": "13898",
"isLeaf": true,
"molecule": {
"id": "sa_517936f00e686681045d365c",
"inchikey": "QJRWLNLUIAJTAD-UHFFFAOYSA-N",
"smiles": "COc1cc(C#N)ccc1O"
},
"smiles": "COc1cc(C#N)ccc1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13900",
"routeId": "sa_77e1367995f386049b71bb5f",
"moleculeId": "sa_ae3dc6b723e29097d7695b18",
"parentId": "13898",
"isLeaf": false,
"molecule": {
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"inchikey": "UMJWTDFEXILUNE-ZDUSSCGKSA-N",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCBr)ccc21"
},
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCBr)ccc21",
"reactionStepId": "sa_8a595869f98ed7d105d1f556",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100204472A1;0340;928001\",\"rsmi\":\"Br[CH2:14][CH2:15][CH2:16][Br:17].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([OH:13])[cH:18][cH:19][c:20]21>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][Br:17])[cH:18][cH:19][c:20]21\"},\"mapped_reaction_smiles\":\"Br[CH2:14][CH2:15][CH2:16][Br:17].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([OH:13])[cH:18][cH:19][c:20]21>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][Br:17])[cH:18][cH:19][c:20]21\"}",
"reactionStep": {
"id": "sa_8a595869f98ed7d105d1f556",
"reactionHash": "e578dcc2332fae31778f78ab4d9eb2ef9942a9b542d592c896a4b03aa88d3631"
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"children": [
{
"id": "13901",
"routeId": "sa_77e1367995f386049b71bb5f",
"moleculeId": "sa_15c5fa181e6be9e5f9b3e2ff",
"parentId": "13900",
"isLeaf": false,
"molecule": {
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"inchikey": "KCIMHLFQVFKWQS-JTQLQIEISA-N",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(O)ccc21"
},
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(O)ccc21",
"reactionStepId": "sa_0c8fc4e9e581672634cf2c0e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100204472A1;0272;927977\",\"rsmi\":\"C[O:13][c:12]1[cH:11][c:10]2[c:16]([cH:15][cH:14]1)[C@H:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:8][CH2:9]2>CCS.ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([OH:13])[cH:14][cH:15][c:16]21\"},\"mapped_reaction_smiles\":\"C[O:13][c:12]1[cH:11][c:10]2[c:16]([cH:15][cH:14]1)[C@H:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:8][CH2:9]2>CCS.ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([OH:13])[cH:14][cH:15][c:16]21\"}",
"reactionStep": {
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"reactionHash": "6c3d06b8d6cc5b123b92339c87cb66152d0b3cd1b7e37a87a32197ada8a7d7ba"
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"children": [
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"moleculeId": "sa_05fe079d86ad7d5200feb8b1",
"parentId": "13901",
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"molecule": {
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"inchikey": "OBJUZSOKYJHLAB-NSHDSACASA-N",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OC)ccc21"
},
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OC)ccc21",
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{
"id": "13903",
"routeId": "sa_77e1367995f386049b71bb5f",
"moleculeId": "sa_e7a0e2a8bae1aa2177d1b502",
"parentId": "13900",
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"molecule": {
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"inchikey": "VEFLKXRACNJHOV-UHFFFAOYSA-N",
"smiles": "BrCCCBr"
},
"smiles": "BrCCCBr",
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}
]
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]
},
{
"id": "13904",
"routeId": "sa_77e1367995f386049b71bb5f",
"moleculeId": "sa_d5fd173a5c174d54e424ac84",
"parentId": "13897",
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"molecule": {
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"inchikey": "RWSOTUBLDIXVET-UHFFFAOYSA-N",
"smiles": "S"
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"smiles": "S",
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}
]
}
]
}
}