Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(-c2ccccc2Cl)ccc1CC#N
InChiKey
VRJDCMCMUGIRGT-UHFFFAOYSA-N
Route Signature
ae2d57326391e14d33251de7860cdc7debf72bb7846c6334e15f3e7eab296f85
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_fb44d8a49eb0b5656474110a",
"signature": "ae2d57326391e14d33251de7860cdc7debf72bb7846c6334e15f3e7eab296f85",
"contentHash": "ff8a8862da806b1e18a059ec550c4a6f110aa2013d47787eef51bb1cfe558bc7",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_e78fcd27500a9520e258e18f",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02933",
"moleculeId": "sa_98ee86c16a22f51c9db9cf35",
"smiles": "Cc1cc(-c2ccccc2Cl)ccc1CC#N",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_98ee86c16a22f51c9db9cf35",
"inchikey": "VRJDCMCMUGIRGT-UHFFFAOYSA-N",
"smiles": "Cc1cc(-c2ccccc2Cl)ccc1CC#N"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6558",
"routeId": "sa_fb44d8a49eb0b5656474110a",
"moleculeId": "sa_98ee86c16a22f51c9db9cf35",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_98ee86c16a22f51c9db9cf35",
"inchikey": "VRJDCMCMUGIRGT-UHFFFAOYSA-N",
"smiles": "Cc1cc(-c2ccccc2Cl)ccc1CC#N"
},
"smiles": "Cc1cc(-c2ccccc2Cl)ccc1CC#N",
"reactionStepId": "sa_1609089e5cdb94b500134638",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110263658A1;0122;1121841\",\"rsmi\":\"CS(=O)(=O)O[CH2:4][c:3]1[c:2]([CH3:1])[cH:17][c:9](-[c:10]2[c:11]([Cl:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:8][cH:7]1.[CH:5]#[N:6]>CN(C)C=O.O.[K+]>[CH3:1][c:2]1[c:3]([CH2:4][C:5]#[N:6])[cH:7][cH:8][c:9](-[c:10]2[c:11]([Cl:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH2:4][c:3]1[c:2]([CH3:1])[cH:17][c:9](-[c:10]2[c:11]([Cl:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:8][cH:7]1.[CH:5]#[N:6]>CN(C)C=O.O.[K+]>[CH3:1][c:2]1[c:3]([CH2:4][C:5]#[N:6])[cH:7][cH:8][c:9](-[c:10]2[c:11]([Cl:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17]1\"}",
"reactionStep": {
"id": "sa_1609089e5cdb94b500134638",
"reactionHash": "c4cc4b0813b121a372c34908d3a800a09eda5cb0956af623212e440d2ed7d483"
},
"children": [
{
"id": "6559",
"routeId": "sa_fb44d8a49eb0b5656474110a",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "6558",
"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": "6560",
"routeId": "sa_fb44d8a49eb0b5656474110a",
"moleculeId": "sa_98b98b1cb1a697a6902e86cb",
"parentId": "6558",
"isLeaf": false,
"molecule": {
"id": "sa_98b98b1cb1a697a6902e86cb",
"inchikey": "PDQARVIIYXBLLI-UHFFFAOYSA-N",
"smiles": "Cc1cc(-c2ccccc2Cl)ccc1COS(C)(=O)=O"
},
"smiles": "Cc1cc(-c2ccccc2Cl)ccc1COS(C)(=O)=O",
"reactionStepId": "sa_1c5871c2ebd66ce5c1988ab8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110263658A1;0121;1121840\",\"rsmi\":\"Cl[S:6]([CH3:7])(=[O:8])=[O:9].[CH3:1][c:2]1[c:3]([CH2:4][OH:5])[cH:10][cH:11][c:12](-[c:13]2[c:14]([Cl:15])[cH:16][cH:17][cH:18][cH:19]2)[cH:20]1>CCN(C(C)C)C(C)C.ClCCl.O>[CH3:1][c:2]1[c:3]([CH2:4][O:5][S:6]([CH3:7])(=[O:8])=[O:9])[cH:10][cH:11][c:12](-[c:13]2[c:14]([Cl:15])[cH:16][cH:17][cH:18][cH:19]2)[cH:20]1\"},\"mapped_reaction_smiles\":\"Cl[S:6]([CH3:7])(=[O:8])=[O:9].[CH3:1][c:2]1[c:3]([CH2:4][OH:5])[cH:10][cH:11][c:12](-[c:13]2[c:14]([Cl:15])[cH:16][cH:17][cH:18][cH:19]2)[cH:20]1>CCN(C(C)C)C(C)C.ClCCl.O>[CH3:1][c:2]1[c:3]([CH2:4][O:5][S:6]([CH3:7])(=[O:8])=[O:9])[cH:10][cH:11][c:12](-[c:13]2[c:14]([Cl:15])[cH:16][cH:17][cH:18][cH:19]2)[cH:20]1\"}",
"reactionStep": {
"id": "sa_1c5871c2ebd66ce5c1988ab8",
"reactionHash": "7eeac1c15a6559a216fffcdeefcc3be88a2986f662f12e0e05387184403f9d99"
},
"children": [
{
"id": "6561",
"routeId": "sa_fb44d8a49eb0b5656474110a",
"moleculeId": "sa_ddd12dd289a59040baa74a50",
"parentId": "6560",
"isLeaf": false,
"molecule": {
"id": "sa_ddd12dd289a59040baa74a50",
"inchikey": "LPORBCRJVOVCSE-UHFFFAOYSA-N",
"smiles": "Cc1cc(-c2ccccc2Cl)ccc1CO"
},
"smiles": "Cc1cc(-c2ccccc2Cl)ccc1CO",
"reactionStepId": "sa_34866b46311192a56e09ae9f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110263658A1;0120;1121839\",\"rsmi\":\"Br[c:8]1[cH:7][cH:6][c:3]([CH2:4][OH:5])[c:2]([CH3:1])[cH:16]1.OB(O)[c:9]1[c:10]([Cl:11])[cH:12][cH:13][cH:14][cH:15]1>CC(=O)O.CC(=O)O.CCCO.O.O=C(O)O.[Na+].[Na+].[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[c:3]([CH2:4][OH:5])[cH:6][cH:7][c:8](-[c:9]2[c:10]([Cl:11])[cH:12][cH:13][cH:14][cH:15]2)[cH:16]1\"},\"mapped_reaction_smiles\":\"Br[c:8]1[cH:7][cH:6][c:3]([CH2:4][OH:5])[c:2]([CH3:1])[cH:16]1.OB(O)[c:9]1[c:10]([Cl:11])[cH:12][cH:13][cH:14][cH:15]1>CC(=O)O.CC(=O)O.CCCO.O.O=C(O)O.[Na+].[Na+].[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[c:3]([CH2:4][OH:5])[cH:6][cH:7][c:8](-[c:9]2[c:10]([Cl:11])[cH:12][cH:13][cH:14][cH:15]2)[cH:16]1\"}",
"reactionStep": {
"id": "sa_34866b46311192a56e09ae9f",
"reactionHash": "bad70e35b755294701bae7218466a949cb470c2fa6e0adf03a8c04518ec35180"
},
"children": [
{
"id": "6562",
"routeId": "sa_fb44d8a49eb0b5656474110a",
"moleculeId": "sa_7829840fec99bdbed637fcb7",
"parentId": "6561",
"isLeaf": false,
"molecule": {
"id": "sa_7829840fec99bdbed637fcb7",
"inchikey": "IFKWLKCPUIQXPU-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)ccc1CO"
},
"smiles": "Cc1cc(Br)ccc1CO",
"reactionStepId": "sa_50ca93d34b78295b2acce3e6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110263658A1;0081;1121823\",\"rsmi\":\"O=[C:4]([c:3]1[c:2]([CH3:1])[cH:10][c:8]([Br:9])[cH:7][cH:6]1)[OH:5]>B.C1CCOC1.CSC.CSC>[CH3:1][c:2]1[c:3]([CH2:4][OH:5])[cH:6][cH:7][c:8]([Br:9])[cH:10]1\"},\"mapped_reaction_smiles\":\"O=[C:4]([c:3]1[c:2]([CH3:1])[cH:10][c:8]([Br:9])[cH:7][cH:6]1)[OH:5]>B.C1CCOC1.CSC.CSC>[CH3:1][c:2]1[c:3]([CH2:4][OH:5])[cH:6][cH:7][c:8]([Br:9])[cH:10]1\"}",
"reactionStep": {
"id": "sa_50ca93d34b78295b2acce3e6",
"reactionHash": "6304918fb3f225b0f873fe878a86465a1f825464abbde291a1ece2cb5c5a4e5f"
},
"children": [
{
"id": "6563",
"routeId": "sa_fb44d8a49eb0b5656474110a",
"moleculeId": "sa_79aa0b66b1d5bc897ccc3f3f",
"parentId": "6562",
"isLeaf": true,
"molecule": {
"id": "sa_79aa0b66b1d5bc897ccc3f3f",
"inchikey": "RVCJOGNLYVNRDN-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)ccc1C(=O)O"
},
"smiles": "Cc1cc(Br)ccc1C(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6564",
"routeId": "sa_fb44d8a49eb0b5656474110a",
"moleculeId": "sa_288b4032b28459cea35bd9c6",
"parentId": "6561",
"isLeaf": true,
"molecule": {
"id": "sa_288b4032b28459cea35bd9c6",
"inchikey": "RRCMGJCFMJBHQC-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccccc1Cl"
},
"smiles": "OB(O)c1ccccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6565",
"routeId": "sa_fb44d8a49eb0b5656474110a",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "6560",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}