Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccccc1N1CCN(C(=O)Cc2cccc(Cl)c2OCC(F)(F)F)C(C(N)=O)C1
InChiKey
QMMQKRPUHUXIGL-UHFFFAOYSA-N
Route Signature
26014b261ad3d95f80e9b87905ec61de98407050927a8e9a8f91f34fa690b03a
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_df4cde9b76d6e474802613a6",
"signature": "26014b261ad3d95f80e9b87905ec61de98407050927a8e9a8f91f34fa690b03a",
"contentHash": "73700dd1be2f19a88ebc629c7fc557d248710c4643ed82c3b8559bf1dbfc7918",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_54ec3c1beff49e526051bfeb",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01968",
"moleculeId": "sa_a3a25da4ba45fe109e12b15b",
"smiles": "Cc1ccccc1N1CCN(C(=O)Cc2cccc(Cl)c2OCC(F)(F)F)C(C(N)=O)C1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a3a25da4ba45fe109e12b15b",
"inchikey": "QMMQKRPUHUXIGL-UHFFFAOYSA-N",
"smiles": "Cc1ccccc1N1CCN(C(=O)Cc2cccc(Cl)c2OCC(F)(F)F)C(C(N)=O)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14610",
"routeId": "sa_df4cde9b76d6e474802613a6",
"moleculeId": "sa_a3a25da4ba45fe109e12b15b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a3a25da4ba45fe109e12b15b",
"inchikey": "QMMQKRPUHUXIGL-UHFFFAOYSA-N",
"smiles": "Cc1ccccc1N1CCN(C(=O)Cc2cccc(Cl)c2OCC(F)(F)F)C(C(N)=O)C1"
},
"smiles": "Cc1ccccc1N1CCN(C(=O)Cc2cccc(Cl)c2OCC(F)(F)F)C(C(N)=O)C1",
"reactionStepId": "sa_0aebdbf447f15f0ca8e65243",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05968938;;452394\",\"rsmi\":\"O=[C:8]([OH:9])[CH2:10][c:11]1[c:12]([O:13][CH2:14][C:15]([F:16])([F:17])[F:18])[c:19]([Cl:20])[cH:21][cH:22][cH:23]1.[CH3:1][c:2]1[c:3]([N:4]2[CH2:5][CH2:6][NH:7][CH:24]([C:25]([NH2:26])=[O:27])[CH2:28]2)[cH:29][cH:30][cH:31][cH:32]1>CCN(C(C)C)C(C)C.CN(C)C=O.ClCCCl.On1nnc2ccccc21>[CH3:1][c:2]1[c:3]([N:4]2[CH2:5][CH2:6][N:7]([C:8](=[O:9])[CH2:10][c:11]3[c:12]([O:13][CH2:14][C:15]([F:16])([F:17])[F:18])[c:19]([Cl:20])[cH:21][cH:22][cH:23]3)[CH:24]([C:25]([NH2:26])=[O:27])[CH2:28]2)[cH:29][cH:30][cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"O=[C:8]([OH:9])[CH2:10][c:11]1[c:12]([O:13][CH2:14][C:15]([F:16])([F:17])[F:18])[c:19]([Cl:20])[cH:21][cH:22][cH:23]1.[CH3:1][c:2]1[c:3]([N:4]2[CH2:5][CH2:6][NH:7][CH:24]([C:25]([NH2:26])=[O:27])[CH2:28]2)[cH:29][cH:30][cH:31][cH:32]1>CCN(C(C)C)C(C)C.CN(C)C=O.ClCCCl.On1nnc2ccccc21>[CH3:1][c:2]1[c:3]([N:4]2[CH2:5][CH2:6][N:7]([C:8](=[O:9])[CH2:10][c:11]3[c:12]([O:13][CH2:14][C:15]([F:16])([F:17])[F:18])[c:19]([Cl:20])[cH:21][cH:22][cH:23]3)[CH:24]([C:25]([NH2:26])=[O:27])[CH2:28]2)[cH:29][cH:30][cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_0aebdbf447f15f0ca8e65243",
"reactionHash": "5132d4de9a94f9beb0dd49c088f9a8c321577b96cd31a42e9f64b7ca8d93f825"
},
"children": [
{
"id": "14611",
"routeId": "sa_df4cde9b76d6e474802613a6",
"moleculeId": "sa_fefbff8babde87db0aa07cdb",
"parentId": "14610",
"isLeaf": true,
"molecule": {
"id": "sa_fefbff8babde87db0aa07cdb",
"inchikey": "BUVINEKNHMNZJF-UHFFFAOYSA-N",
"smiles": "Cc1ccccc1N1CCNC(C(N)=O)C1"
},
"smiles": "Cc1ccccc1N1CCNC(C(N)=O)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14612",
"routeId": "sa_df4cde9b76d6e474802613a6",
"moleculeId": "sa_c4983645cd7698c66ef3f59c",
"parentId": "14610",
"isLeaf": false,
"molecule": {
"id": "sa_c4983645cd7698c66ef3f59c",
"inchikey": "KKKWPDSDEVJLNZ-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1cccc(Cl)c1OCC(F)(F)F"
},
"smiles": "O=C(O)Cc1cccc(Cl)c1OCC(F)(F)F",
"reactionStepId": "sa_6ec77aa4fa6636b601abbaea",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05968938;;452393\",\"rsmi\":\"CC(=[O:1])[OH:3].N#[C:2][CH2:4][c:5]1[c:6]([O:7][CH2:8][C:9]([F:10])([F:11])[F:12])[c:13]([Cl:14])[cH:15][cH:16][cH:17]1>Cl>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[c:6]([O:7][CH2:8][C:9]([F:10])([F:11])[F:12])[c:13]([Cl:14])[cH:15][cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"CC(=[O:1])[OH:3].N#[C:2][CH2:4][c:5]1[c:6]([O:7][CH2:8][C:9]([F:10])([F:11])[F:12])[c:13]([Cl:14])[cH:15][cH:16][cH:17]1>Cl>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[c:6]([O:7][CH2:8][C:9]([F:10])([F:11])[F:12])[c:13]([Cl:14])[cH:15][cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_6ec77aa4fa6636b601abbaea",
"reactionHash": "9e54386a5abffd6ebc8c28c7635ab6c116467e81ba952ba365c469425f5d13f9"
},
"children": [
{
"id": "14613",
"routeId": "sa_df4cde9b76d6e474802613a6",
"moleculeId": "sa_69b1107492e32639a1d484eb",
"parentId": "14612",
"isLeaf": false,
"molecule": {
"id": "sa_69b1107492e32639a1d484eb",
"inchikey": "LBYOAWJTCGYMIX-UHFFFAOYSA-N",
"smiles": "N#CCc1cccc(Cl)c1OCC(F)(F)F"
},
"smiles": "N#CCc1cccc(Cl)c1OCC(F)(F)F",
"reactionStepId": "sa_9b870f93b60e5e008051df95",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05968938;;452392\",\"rsmi\":\"Br[CH2:3][c:4]1[c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[c:12]([Cl:13])[cH:14][cH:15][cH:16]1.[N:1]#[CH:2]>CN(C)C=O.[Na+]>[N:1]#[C:2][CH2:3][c:4]1[c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[c:12]([Cl:13])[cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"Br[CH2:3][c:4]1[c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[c:12]([Cl:13])[cH:14][cH:15][cH:16]1.[N:1]#[CH:2]>CN(C)C=O.[Na+]>[N:1]#[C:2][CH2:3][c:4]1[c:5]([O:6][CH2:7][C:8]([F:9])([F:10])[F:11])[c:12]([Cl:13])[cH:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_9b870f93b60e5e008051df95",
"reactionHash": "f93947769f644e0faa59eea1bc67ed6583b0ae46028cf88ba9ab85097393e01d"
},
"children": [
{
"id": "14614",
"routeId": "sa_df4cde9b76d6e474802613a6",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "14613",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14615",
"routeId": "sa_df4cde9b76d6e474802613a6",
"moleculeId": "sa_0707da65da49f8d3358fd666",
"parentId": "14613",
"isLeaf": false,
"molecule": {
"id": "sa_0707da65da49f8d3358fd666",
"inchikey": "WYXIMPSALPXWHK-UHFFFAOYSA-N",
"smiles": "FC(F)(F)COc1c(Cl)cccc1CBr"
},
"smiles": "FC(F)(F)COc1c(Cl)cccc1CBr",
"reactionStepId": "sa_9c11ed415c4c5b31c3ab5d0a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05968938;;452391\",\"rsmi\":\"O=C1CCC(=O)N1[Br:10].[F:1][C:2]([F:3])([F:4])[CH2:5][O:6][c:7]1[c:8]([CH3:9])[cH:11][cH:12][cH:13][c:14]1[Cl:15]>CC(C)(C#N)N=NC(C)(C)C#N.ClC(Cl)(Cl)Cl>[F:1][C:2]([F:3])([F:4])[CH2:5][O:6][c:7]1[c:8]([CH2:9][Br:10])[cH:11][cH:12][cH:13][c:14]1[Cl:15]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:10].[F:1][C:2]([F:3])([F:4])[CH2:5][O:6][c:7]1[c:8]([CH3:9])[cH:11][cH:12][cH:13][c:14]1[Cl:15]>CC(C)(C#N)N=NC(C)(C)C#N.ClC(Cl)(Cl)Cl>[F:1][C:2]([F:3])([F:4])[CH2:5][O:6][c:7]1[c:8]([CH2:9][Br:10])[cH:11][cH:12][cH:13][c:14]1[Cl:15]\"}",
"reactionStep": {
"id": "sa_9c11ed415c4c5b31c3ab5d0a",
"reactionHash": "f7daafe0b994a653ac67749738a99bd14010098aa690e69e4faaaca575143683"
},
"children": [
{
"id": "14616",
"routeId": "sa_df4cde9b76d6e474802613a6",
"moleculeId": "sa_8d774bb29b65e389db4180c5",
"parentId": "14615",
"isLeaf": true,
"molecule": {
"id": "sa_8d774bb29b65e389db4180c5",
"inchikey": "MRXFCFBKBFPKAK-UHFFFAOYSA-N",
"smiles": "Cc1cccc(Cl)c1OCC(F)(F)F"
},
"smiles": "Cc1cccc(Cl)c1OCC(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14617",
"routeId": "sa_df4cde9b76d6e474802613a6",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "14615",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14618",
"routeId": "sa_df4cde9b76d6e474802613a6",
"moleculeId": "sa_f1a25cbb2070f020dbe1fb4a",
"parentId": "14612",
"isLeaf": true,
"molecule": {
"id": "sa_f1a25cbb2070f020dbe1fb4a",
"inchikey": "QTBSBXVTEAMEQO-UHFFFAOYSA-N",
"smiles": "CC(=O)O"
},
"smiles": "CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}