Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(OCCC(=O)NCc2ccccc2)cc(C)c1[SiH](C(C)C)C(C)C
InChiKey
BYEPRGRCVAAZNA-UHFFFAOYSA-N
Route Signature
d4894e8026fcbf967f97e996abcc6acef246186aa09ad7cdf96daeb71941e8be
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_b7c639f10487892630ded228",
"signature": "d4894e8026fcbf967f97e996abcc6acef246186aa09ad7cdf96daeb71941e8be",
"contentHash": "57973118fadc52cb00eeecc478f9f3bd8dbd5a2d96332f6971ed2ed9f3076b6e",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_1eacec3cd8e57e4ba458688d",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01052",
"moleculeId": "sa_f8d836c7060f766dacfebc24",
"smiles": "Cc1cc(OCCC(=O)NCc2ccccc2)cc(C)c1[SiH](C(C)C)C(C)C",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f8d836c7060f766dacfebc24",
"inchikey": "BYEPRGRCVAAZNA-UHFFFAOYSA-N",
"smiles": "Cc1cc(OCCC(=O)NCc2ccccc2)cc(C)c1[SiH](C(C)C)C(C)C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14026",
"routeId": "sa_b7c639f10487892630ded228",
"moleculeId": "sa_f8d836c7060f766dacfebc24",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f8d836c7060f766dacfebc24",
"inchikey": "BYEPRGRCVAAZNA-UHFFFAOYSA-N",
"smiles": "Cc1cc(OCCC(=O)NCc2ccccc2)cc(C)c1[SiH](C(C)C)C(C)C"
},
"smiles": "Cc1cc(OCCC(=O)NCc2ccccc2)cc(C)c1[SiH](C(C)C)C(C)C",
"reactionStepId": "sa_893da60a5539c3ee21a2bcbb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090035215A1;0465;662545\",\"rsmi\":\"O[C:8]([CH2:7][CH2:6][O:5][c:4]1[cH:3][c:2]([CH3:1])[c:21]([SiH:22]([CH:23]([CH3:24])[CH3:25])[CH:26]([CH3:27])[CH3:28])[c:19]([CH3:20])[cH:18]1)=[O:9].[NH2:10][CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1>CCN=C=NCCCN(C)C.Cl.ClCCl>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][C:8](=[O:9])[NH:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][c:19]([CH3:20])[c:21]1[SiH:22]([CH:23]([CH3:24])[CH3:25])[CH:26]([CH3:27])[CH3:28]\"},\"mapped_reaction_smiles\":\"O[C:8]([CH2:7][CH2:6][O:5][c:4]1[cH:3][c:2]([CH3:1])[c:21]([SiH:22]([CH:23]([CH3:24])[CH3:25])[CH:26]([CH3:27])[CH3:28])[c:19]([CH3:20])[cH:18]1)=[O:9].[NH2:10][CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1>CCN=C=NCCCN(C)C.Cl.ClCCl>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][C:8](=[O:9])[NH:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][c:19]([CH3:20])[c:21]1[SiH:22]([CH:23]([CH3:24])[CH3:25])[CH:26]([CH3:27])[CH3:28]\"}",
"reactionStep": {
"id": "sa_893da60a5539c3ee21a2bcbb",
"reactionHash": "89ae8ed69b2053a9d6e1cac153ea35e34575bb290e55b377584397cca2764bcc"
},
"children": [
{
"id": "14027",
"routeId": "sa_b7c639f10487892630ded228",
"moleculeId": "sa_59f9e0416463c9bb58c904ed",
"parentId": "14026",
"isLeaf": false,
"molecule": {
"id": "sa_59f9e0416463c9bb58c904ed",
"inchikey": "DPAZURCMXIBPTA-UHFFFAOYSA-N",
"smiles": "Cc1cc(OCCC(=O)O)cc(C)c1[SiH](C(C)C)C(C)C"
},
"smiles": "Cc1cc(OCCC(=O)O)cc(C)c1[SiH](C(C)C)C(C)C",
"reactionStepId": "sa_f65d272d56a931f496401dcc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090035215A1;0414;662542\",\"rsmi\":\"CC(C)=[O:9].[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][CH2:8][OH:10])[cH:11][c:12]([CH3:13])[c:14]1[SiH:15]([CH:16]([CH3:17])[CH3:18])[CH:19]([CH3:20])[CH3:21]>CC(C)=O.O=S(=O)(O)O.O=[Cr](=O)=O>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][C:8](=[O:9])[OH:10])[cH:11][c:12]([CH3:13])[c:14]1[SiH:15]([CH:16]([CH3:17])[CH3:18])[CH:19]([CH3:20])[CH3:21]\"},\"mapped_reaction_smiles\":\"CC(C)=[O:9].[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][CH2:8][OH:10])[cH:11][c:12]([CH3:13])[c:14]1[SiH:15]([CH:16]([CH3:17])[CH3:18])[CH:19]([CH3:20])[CH3:21]>CC(C)=O.O=S(=O)(O)O.O=[Cr](=O)=O>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][C:8](=[O:9])[OH:10])[cH:11][c:12]([CH3:13])[c:14]1[SiH:15]([CH:16]([CH3:17])[CH3:18])[CH:19]([CH3:20])[CH3:21]\"}",
"reactionStep": {
"id": "sa_f65d272d56a931f496401dcc",
"reactionHash": "c21ec67eccce0ab72dc8ab23c5e6c84335821c249c669ab2279cd1012ec9f223"
},
"children": [
{
"id": "14028",
"routeId": "sa_b7c639f10487892630ded228",
"moleculeId": "sa_7cde33951f00315079459adb",
"parentId": "14027",
"isLeaf": true,
"molecule": {
"id": "sa_7cde33951f00315079459adb",
"inchikey": "CSCPPACGZOOCGX-UHFFFAOYSA-N",
"smiles": "CC(C)=O"
},
"smiles": "CC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14029",
"routeId": "sa_b7c639f10487892630ded228",
"moleculeId": "sa_086eb8aa7b137671fe0eae9c",
"parentId": "14027",
"isLeaf": false,
"molecule": {
"id": "sa_086eb8aa7b137671fe0eae9c",
"inchikey": "JILDSCLTKFJDIZ-UHFFFAOYSA-N",
"smiles": "Cc1cc(OCCCO)cc(C)c1[SiH](C(C)C)C(C)C"
},
"smiles": "Cc1cc(OCCCO)cc(C)c1[SiH](C(C)C)C(C)C",
"reactionStepId": "sa_ecfebe7d93cdf13ddfffe6d2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090035215A1;0392;662540\",\"rsmi\":\"C1CCC([O:9][CH2:8][CH2:7][CH2:6][O:5][c:4]2[cH:3][c:2]([CH3:1])[c:13]([SiH:14]([CH:15]([CH3:16])[CH3:17])[CH:18]([CH3:19])[CH3:20])[c:11]([CH3:12])[cH:10]2)OC1>CCO.Cc1ccc(S(=O)(=O)O)cc1.O=C(O)O.[Na+].c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][CH2:8][OH:9])[cH:10][c:11]([CH3:12])[c:13]1[SiH:14]([CH:15]([CH3:16])[CH3:17])[CH:18]([CH3:19])[CH3:20]\"},\"mapped_reaction_smiles\":\"C1CCC([O:9][CH2:8][CH2:7][CH2:6][O:5][c:4]2[cH:3][c:2]([CH3:1])[c:13]([SiH:14]([CH:15]([CH3:16])[CH3:17])[CH:18]([CH3:19])[CH3:20])[c:11]([CH3:12])[cH:10]2)OC1>CCO.Cc1ccc(S(=O)(=O)O)cc1.O=C(O)O.[Na+].c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][CH2:8][OH:9])[cH:10][c:11]([CH3:12])[c:13]1[SiH:14]([CH:15]([CH3:16])[CH3:17])[CH:18]([CH3:19])[CH3:20]\"}",
"reactionStep": {
"id": "sa_ecfebe7d93cdf13ddfffe6d2",
"reactionHash": "4e2cf551f0a4acbc47d764e7267dad6ba5d4dd8a7e2bd2431e1b60cea13317f5"
},
"children": [
{
"id": "14030",
"routeId": "sa_b7c639f10487892630ded228",
"moleculeId": "sa_75e0bb2389bc7716cbabc6af",
"parentId": "14029",
"isLeaf": false,
"molecule": {
"id": "sa_75e0bb2389bc7716cbabc6af",
"inchikey": "MFLGAUOCPFTHKI-UHFFFAOYSA-N",
"smiles": "Cc1cc(OCCCOC2CCCCO2)cc(C)c1[SiH](C(C)C)C(C)C"
},
"smiles": "Cc1cc(OCCCOC2CCCCO2)cc(C)c1[SiH](C(C)C)C(C)C",
"reactionStepId": "sa_5aee94b63bf299de960e32b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090035215A1;0368;662538\",\"rsmi\":\"Br[c:19]1[c:2]([CH3:1])[cH:3][c:4]([O:5][CH2:6][CH2:7][CH2:8][O:9][CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][O:15]2)[cH:16][c:17]1[CH3:18].Cl[SiH:20]([CH:21]([CH3:22])[CH3:23])[CH:24]([CH3:25])[CH3:26]>C1CCOC1.CC(C)=O.O=C(O)O.O=C=O.[Li]CCCC.[Na+]>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][CH2:8][O:9][CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][O:15]2)[cH:16][c:17]([CH3:18])[c:19]1[SiH:20]([CH:21]([CH3:22])[CH3:23])[CH:24]([CH3:25])[CH3:26]\"},\"mapped_reaction_smiles\":\"Br[c:19]1[c:2]([CH3:1])[cH:3][c:4]([O:5][CH2:6][CH2:7][CH2:8][O:9][CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][O:15]2)[cH:16][c:17]1[CH3:18].Cl[SiH:20]([CH:21]([CH3:22])[CH3:23])[CH:24]([CH3:25])[CH3:26]>C1CCOC1.CC(C)=O.O=C(O)O.O=C=O.[Li]CCCC.[Na+]>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][CH2:8][O:9][CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][O:15]2)[cH:16][c:17]([CH3:18])[c:19]1[SiH:20]([CH:21]([CH3:22])[CH3:23])[CH:24]([CH3:25])[CH3:26]\"}",
"reactionStep": {
"id": "sa_5aee94b63bf299de960e32b9",
"reactionHash": "70c3d922a41cf6a51da288dc8a39f8b98c3fa0acb92a9b962de369f51e08160d"
},
"children": [
{
"id": "14031",
"routeId": "sa_b7c639f10487892630ded228",
"moleculeId": "sa_cb079fc4371aa435ced4ca3f",
"parentId": "14030",
"isLeaf": true,
"molecule": {
"id": "sa_cb079fc4371aa435ced4ca3f",
"inchikey": "CGXYLRTYLIHXEE-UHFFFAOYSA-N",
"smiles": "CC(C)[SiH](Cl)C(C)C"
},
"smiles": "CC(C)[SiH](Cl)C(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14032",
"routeId": "sa_b7c639f10487892630ded228",
"moleculeId": "sa_c33d6a6a605972291a179513",
"parentId": "14030",
"isLeaf": false,
"molecule": {
"id": "sa_c33d6a6a605972291a179513",
"inchikey": "RDCXMFFIYJKVAX-UHFFFAOYSA-N",
"smiles": "Cc1cc(OCCCOC2CCCCO2)cc(C)c1Br"
},
"smiles": "Cc1cc(OCCCOC2CCCCO2)cc(C)c1Br",
"reactionStepId": "sa_52096e11f2cbb76371a4e56b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090035215A1;0350;662536\",\"rsmi\":\"Br[CH2:6][CH2:7][CH2:8][O:9][CH:10]1[CH2:11][CH2:12][CH2:13][CH2:14][O:15]1.[CH3:1][c:2]1[cH:3][c:4]([OH:5])[cH:16][c:17]([CH3:18])[c:19]1[Br:20]>CS(C)=O.ClCCl.O.[K+].O>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][CH2:8][O:9][CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][O:15]2)[cH:16][c:17]([CH3:18])[c:19]1[Br:20]\"},\"mapped_reaction_smiles\":\"Br[CH2:6][CH2:7][CH2:8][O:9][CH:10]1[CH2:11][CH2:12][CH2:13][CH2:14][O:15]1.[CH3:1][c:2]1[cH:3][c:4]([OH:5])[cH:16][c:17]([CH3:18])[c:19]1[Br:20]>CS(C)=O.ClCCl.O.[K+].O>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH2:6][CH2:7][CH2:8][O:9][CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][O:15]2)[cH:16][c:17]([CH3:18])[c:19]1[Br:20]\"}",
"reactionStep": {
"id": "sa_52096e11f2cbb76371a4e56b",
"reactionHash": "4fe59616cab6dccdef0ac9caa0e787aac8d7355e8d776d00b754f6719895389d"
},
"children": [
{
"id": "14033",
"routeId": "sa_b7c639f10487892630ded228",
"moleculeId": "sa_96e536440a6cd06d272e54fe",
"parentId": "14032",
"isLeaf": true,
"molecule": {
"id": "sa_96e536440a6cd06d272e54fe",
"inchikey": "HJNHUFQGDJLQRS-UHFFFAOYSA-N",
"smiles": "BrCCCOC1CCCCO1"
},
"smiles": "BrCCCOC1CCCCO1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14034",
"routeId": "sa_b7c639f10487892630ded228",
"moleculeId": "sa_713f26120c6c743dbb3f0714",
"parentId": "14032",
"isLeaf": true,
"molecule": {
"id": "sa_713f26120c6c743dbb3f0714",
"inchikey": "WMUWDPLTTLJNPE-UHFFFAOYSA-N",
"smiles": "Cc1cc(O)cc(C)c1Br"
},
"smiles": "Cc1cc(O)cc(C)c1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "14035",
"routeId": "sa_b7c639f10487892630ded228",
"moleculeId": "sa_6b16c9b5e9c18df10e07c892",
"parentId": "14026",
"isLeaf": true,
"molecule": {
"id": "sa_6b16c9b5e9c18df10e07c892",
"inchikey": "WGQKYBSKWIADBV-UHFFFAOYSA-N",
"smiles": "NCc1ccccc1"
},
"smiles": "NCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}