Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCOc1ccc(C(=O)/C=C/c2ccc(OCc3ccccc3)c(OCOC)c2)c(O)c1
InChiKey
BOKLPUXSDLSCNH-XYOKQWHBSA-N
Route Signature
9b6f513e0b9b4f7023bbeafa55fcaf29f9ae9bc3d0dc541080cd502ce3f4cf9b
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_5790fa58d8f8287da6b87650",
"signature": "9b6f513e0b9b4f7023bbeafa55fcaf29f9ae9bc3d0dc541080cd502ce3f4cf9b",
"contentHash": "fff3ab18f494d35124f7b531fe797d1556afc2c09711c01b423f5c3814f64f9d",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_782a3391ab8aa9eeccddb7b8",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05189",
"moleculeId": "sa_c8e0d26fc69c263c92490688",
"smiles": "COCOc1ccc(C(=O)/C=C/c2ccc(OCc3ccccc3)c(OCOC)c2)c(O)c1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_c8e0d26fc69c263c92490688",
"inchikey": "BOKLPUXSDLSCNH-XYOKQWHBSA-N",
"smiles": "COCOc1ccc(C(=O)/C=C/c2ccc(OCc3ccccc3)c(OCOC)c2)c(O)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11361",
"routeId": "sa_5790fa58d8f8287da6b87650",
"moleculeId": "sa_c8e0d26fc69c263c92490688",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c8e0d26fc69c263c92490688",
"inchikey": "BOKLPUXSDLSCNH-XYOKQWHBSA-N",
"smiles": "COCOc1ccc(C(=O)/C=C/c2ccc(OCc3ccccc3)c(OCOC)c2)c(O)c1"
},
"smiles": "COCOc1ccc(C(=O)/C=C/c2ccc(OCc3ccccc3)c(OCOC)c2)c(O)c1",
"reactionStepId": "sa_f7937702a224a697b14c7bb7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110091382A1;0493;1039502\",\"rsmi\":\"O=[CH:13][c:14]1[cH:15][c:16]([O:17][CH2:18][O:19][CH3:20])[c:21]([O:22][CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[cH:30][cH:31]1.[CH3:1][O:2][CH2:3][O:4][c:5]1[cH:6][c:7]([OH:8])[c:9]([C:10](=[O:11])[CH3:12])[cH:32][cH:33]1>CCO.CCOCC.Cl.[K+].O>[CH3:1][O:2][CH2:3][O:4][c:5]1[cH:6][c:7]([OH:8])[c:9]([C:10](=[O:11])/[CH:12]=[CH:13]/[c:14]2[cH:15][c:16]([O:17][CH2:18][O:19][CH3:20])[c:21]([O:22][CH2:23][c:24]3[cH:25][cH:26][cH:27][cH:28][cH:29]3)[cH:30][cH:31]2)[cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"O=[CH:13][c:14]1[cH:15][c:16]([O:17][CH2:18][O:19][CH3:20])[c:21]([O:22][CH2:23][c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[cH:30][cH:31]1.[CH3:1][O:2][CH2:3][O:4][c:5]1[cH:6][c:7]([OH:8])[c:9]([C:10](=[O:11])[CH3:12])[cH:32][cH:33]1>CCO.CCOCC.Cl.[K+].O>[CH3:1][O:2][CH2:3][O:4][c:5]1[cH:6][c:7]([OH:8])[c:9]([C:10](=[O:11])/[CH:12]=[CH:13]/[c:14]2[cH:15][c:16]([O:17][CH2:18][O:19][CH3:20])[c:21]([O:22][CH2:23][c:24]3[cH:25][cH:26][cH:27][cH:28][cH:29]3)[cH:30][cH:31]2)[cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_f7937702a224a697b14c7bb7",
"reactionHash": "aea28eba740a670c12ef9714575e9c0fab5b01a8d01dd6ab36401f7f6f6f353b"
},
"children": [
{
"id": "11362",
"routeId": "sa_5790fa58d8f8287da6b87650",
"moleculeId": "sa_5ff7acb9af7741ceceafdcd8",
"parentId": "11361",
"isLeaf": false,
"molecule": {
"id": "sa_5ff7acb9af7741ceceafdcd8",
"inchikey": "KVFDJBFPVMQYFO-UHFFFAOYSA-N",
"smiles": "COCOc1ccc(C(C)=O)c(O)c1"
},
"smiles": "COCOc1ccc(C(C)=O)c(O)c1",
"reactionStepId": "sa_ce5e7dd1e5a619aa13e38f5e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110091382A1;0490;1039499\",\"rsmi\":\"Cl[CH2:3][O:2][CH3:1].[OH:4][c:5]1[cH:6][c:7]([OH:8])[c:9]([C:10]([CH3:11])=[O:12])[cH:13][cH:14]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][CH2:3][O:4][c:5]1[cH:6][c:7]([OH:8])[c:9]([C:10]([CH3:11])=[O:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:3][O:2][CH3:1].[OH:4][c:5]1[cH:6][c:7]([OH:8])[c:9]([C:10]([CH3:11])=[O:12])[cH:13][cH:14]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][CH2:3][O:4][c:5]1[cH:6][c:7]([OH:8])[c:9]([C:10]([CH3:11])=[O:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_ce5e7dd1e5a619aa13e38f5e",
"reactionHash": "79766397a7577e4c7f7cddab42309f4e1f681456039818803fe85635f93d7299"
},
"children": [
{
"id": "11363",
"routeId": "sa_5790fa58d8f8287da6b87650",
"moleculeId": "sa_d6b855a5b6a15748d8f16830",
"parentId": "11362",
"isLeaf": true,
"molecule": {
"id": "sa_d6b855a5b6a15748d8f16830",
"inchikey": "SULYEHHGGXARJS-UHFFFAOYSA-N",
"smiles": "CC(=O)c1ccc(O)cc1O"
},
"smiles": "CC(=O)c1ccc(O)cc1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11364",
"routeId": "sa_5790fa58d8f8287da6b87650",
"moleculeId": "sa_3b491e3532b8289adf4ebe71",
"parentId": "11362",
"isLeaf": true,
"molecule": {
"id": "sa_3b491e3532b8289adf4ebe71",
"inchikey": "XJUZRXYOEPSWMB-UHFFFAOYSA-N",
"smiles": "COCCl"
},
"smiles": "COCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11365",
"routeId": "sa_5790fa58d8f8287da6b87650",
"moleculeId": "sa_82d0f05cedd82702f070ec69",
"parentId": "11361",
"isLeaf": false,
"molecule": {
"id": "sa_82d0f05cedd82702f070ec69",
"inchikey": "TUUQYQCDTCXIEH-UHFFFAOYSA-N",
"smiles": "COCOc1cc(C=O)ccc1OCc1ccccc1"
},
"smiles": "COCOc1cc(C=O)ccc1OCc1ccccc1",
"reactionStepId": "sa_bbe0a08778b3bbb7983db26c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110091382A1;0492;1039501\",\"rsmi\":\"Cl[CH2:3][O:2][CH3:1].[OH:4][c:5]1[c:6]([O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][c:17]([CH:18]=[O:19])[cH:20]1>CCN(C(C)C)C(C)C.CCOCC.ClCCl>[CH3:1][O:2][CH2:3][O:4][c:5]1[c:6]([O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][c:17]([CH:18]=[O:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:3][O:2][CH3:1].[OH:4][c:5]1[c:6]([O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][c:17]([CH:18]=[O:19])[cH:20]1>CCN(C(C)C)C(C)C.CCOCC.ClCCl>[CH3:1][O:2][CH2:3][O:4][c:5]1[c:6]([O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][c:17]([CH:18]=[O:19])[cH:20]1\"}",
"reactionStep": {
"id": "sa_bbe0a08778b3bbb7983db26c",
"reactionHash": "9fb5d374a7790539a72b89548a8b075f0c5e0c79345f5efcb521e8126b065a7a"
},
"children": [
{
"id": "11366",
"routeId": "sa_5790fa58d8f8287da6b87650",
"moleculeId": "sa_adead29d5eeac56a057f8a19",
"parentId": "11365",
"isLeaf": false,
"molecule": {
"id": "sa_adead29d5eeac56a057f8a19",
"inchikey": "HUNGEAFDVLSPAM-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(OCc2ccccc2)c(O)c1"
},
"smiles": "O=Cc1ccc(OCc2ccccc2)c(O)c1",
"reactionStepId": "sa_a73db0c45bdd1760e1f523d5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110091382A1;0491;1039500\",\"rsmi\":\"Br[CH2:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[O:1]=[CH:2][c:3]1[cH:4][c:5]([OH:6])[c:7]([OH:8])[cH:16][cH:17]1>CC(C)=O.O=C(O)O.[K+].[K+]>[O:1]=[CH:2][c:3]1[cH:4][c:5]([OH:6])[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Br[CH2:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[O:1]=[CH:2][c:3]1[cH:4][c:5]([OH:6])[c:7]([OH:8])[cH:16][cH:17]1>CC(C)=O.O=C(O)O.[K+].[K+]>[O:1]=[CH:2][c:3]1[cH:4][c:5]([OH:6])[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_a73db0c45bdd1760e1f523d5",
"reactionHash": "9763c698a3b3e4cfd6256e85bd34d0ac7ee0b16ee8c3212f1c39177784b66486"
},
"children": [
{
"id": "11367",
"routeId": "sa_5790fa58d8f8287da6b87650",
"moleculeId": "sa_4ff2e4de9d80150de333c065",
"parentId": "11366",
"isLeaf": true,
"molecule": {
"id": "sa_4ff2e4de9d80150de333c065",
"inchikey": "AGEZXYOZHKGVCM-UHFFFAOYSA-N",
"smiles": "BrCc1ccccc1"
},
"smiles": "BrCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11368",
"routeId": "sa_5790fa58d8f8287da6b87650",
"moleculeId": "sa_25bc3388a25345219cb60c0e",
"parentId": "11366",
"isLeaf": true,
"molecule": {
"id": "sa_25bc3388a25345219cb60c0e",
"inchikey": "IBGBGRVKPALMCQ-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(O)c(O)c1"
},
"smiles": "O=Cc1ccc(O)c(O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
},
{
"id": "11369",
"routeId": "sa_5790fa58d8f8287da6b87650",
"moleculeId": "sa_3b491e3532b8289adf4ebe71",
"parentId": "11365",
"isLeaf": true,
"molecule": {
"id": "sa_3b491e3532b8289adf4ebe71",
"inchikey": "XJUZRXYOEPSWMB-UHFFFAOYSA-N",
"smiles": "COCCl"
},
"smiles": "COCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}