Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)CN(c1ccc(B2OCC(C)(C)CO2)cc1[N+](=O)[O-])C1CCCCC1
InChiKey
RWQIYDUBTCEIKB-UHFFFAOYSA-N
Route Signature
6c7a0f3198b1d95bbbc6dd460ab626ae359e07b4257592641ea82e937e6e7edc
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_9c53ca5084755f9416337143",
"signature": "6c7a0f3198b1d95bbbc6dd460ab626ae359e07b4257592641ea82e937e6e7edc",
"contentHash": "d879f695f884909f5ef257b3b08a90d330ef9901daddfd50fc2f6b9f4ed3481c",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_b5fb76afee10aebbc5dc9774",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07288",
"moleculeId": "sa_8173e92ca749b1ee38e5ec2f",
"smiles": "CC(C)CN(c1ccc(B2OCC(C)(C)CO2)cc1[N+](=O)[O-])C1CCCCC1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8173e92ca749b1ee38e5ec2f",
"inchikey": "RWQIYDUBTCEIKB-UHFFFAOYSA-N",
"smiles": "CC(C)CN(c1ccc(B2OCC(C)(C)CO2)cc1[N+](=O)[O-])C1CCCCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16163",
"routeId": "sa_9c53ca5084755f9416337143",
"moleculeId": "sa_8173e92ca749b1ee38e5ec2f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8173e92ca749b1ee38e5ec2f",
"inchikey": "RWQIYDUBTCEIKB-UHFFFAOYSA-N",
"smiles": "CC(C)CN(c1ccc(B2OCC(C)(C)CO2)cc1[N+](=O)[O-])C1CCCCC1"
},
"smiles": "CC(C)CN(c1ccc(B2OCC(C)(C)CO2)cc1[N+](=O)[O-])C1CCCCC1",
"reactionStepId": "sa_d32cf730d9f06d8a2d425a51",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160022619A1;0528;1825453\",\"rsmi\":\"Br[c:12]1[cH:11][c:7]([N+:8](=[O:9])[O-:10])[c:6]([N:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[CH:23]2[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2)[cH:22][cH:21]1.CC1(C)OCB([B:13]2[O:14][CH2:15][C:16]([CH3:17])([CH3:18])[CH2:19][O:20]2)CO1>CC(=O)O.CS(C)=O.Cl[Pd]Cl.[Fe+2].[K+]>[CH3:1][CH:2]([CH3:3])[CH2:4][N:5]([c:6]1[c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]([B:13]2[O:14][CH2:15][C:16]([CH3:17])([CH3:18])[CH2:19][O:20]2)[cH:21][cH:22]1)[CH:23]1[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1\"},\"mapped_reaction_smiles\":\"Br[c:12]1[cH:11][c:7]([N+:8](=[O:9])[O-:10])[c:6]([N:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[CH:23]2[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2)[cH:22][cH:21]1.CC1(C)OCB([B:13]2[O:14][CH2:15][C:16]([CH3:17])([CH3:18])[CH2:19][O:20]2)CO1>CC(=O)O.CS(C)=O.Cl[Pd]Cl.[Fe+2].[K+]>[CH3:1][CH:2]([CH3:3])[CH2:4][N:5]([c:6]1[c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]([B:13]2[O:14][CH2:15][C:16]([CH3:17])([CH3:18])[CH2:19][O:20]2)[cH:21][cH:22]1)[CH:23]1[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1\"}",
"reactionStep": {
"id": "sa_d32cf730d9f06d8a2d425a51",
"reactionHash": "c5c87cb8e18009b966d169e7670993c38f80f60cdc342b359a30c2d68bfa50e7"
},
"children": [
{
"id": "16164",
"routeId": "sa_9c53ca5084755f9416337143",
"moleculeId": "sa_a540b85607d51a1101da21ab",
"parentId": "16163",
"isLeaf": true,
"molecule": {
"id": "sa_a540b85607d51a1101da21ab",
"inchikey": "CEPRGFAIGVJKIS-UHFFFAOYSA-N",
"smiles": "CC1(C)COB(B2COC(C)(C)OC2)OC1"
},
"smiles": "CC1(C)COB(B2COC(C)(C)OC2)OC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16165",
"routeId": "sa_9c53ca5084755f9416337143",
"moleculeId": "sa_942092b30981394d7aba30a5",
"parentId": "16163",
"isLeaf": false,
"molecule": {
"id": "sa_942092b30981394d7aba30a5",
"inchikey": "GCKWQEGQAWYOGH-UHFFFAOYSA-N",
"smiles": "CC(C)CN(c1ccc(Br)cc1[N+](=O)[O-])C1CCCCC1"
},
"smiles": "CC(C)CN(c1ccc(Br)cc1[N+](=O)[O-])C1CCCCC1",
"reactionStepId": "sa_e9401df920a4f7f08074b3f3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160022619A1;0527;1825452\",\"rsmi\":\"F[c:6]1[c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]([Br:13])[cH:14][cH:15]1.[CH3:1][CH:2]([CH3:3])[CH2:4][NH:5][CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1>>[CH3:1][CH:2]([CH3:3])[CH2:4][N:5]([c:6]1[c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]([Br:13])[cH:14][cH:15]1)[CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"F[c:6]1[c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]([Br:13])[cH:14][cH:15]1.[CH3:1][CH:2]([CH3:3])[CH2:4][NH:5][CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1>>[CH3:1][CH:2]([CH3:3])[CH2:4][N:5]([c:6]1[c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]([Br:13])[cH:14][cH:15]1)[CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_e9401df920a4f7f08074b3f3",
"reactionHash": "6138c8a1603c8550bc443b7a81a51726a8bc209e911bf0901056b0bb7559fba7"
},
"children": [
{
"id": "16166",
"routeId": "sa_9c53ca5084755f9416337143",
"moleculeId": "sa_efe368e2f811c04504310282",
"parentId": "16165",
"isLeaf": false,
"molecule": {
"id": "sa_efe368e2f811c04504310282",
"inchikey": "ARHUUPGCYHESJV-UHFFFAOYSA-N",
"smiles": "CC(C)CNC1CCCCC1"
},
"smiles": "CC(C)CNC1CCCCC1",
"reactionStepId": "sa_68522fb31703b73f06a0e300",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160022619A1;0526;1825451\",\"rsmi\":\"O=[CH:4][CH:2]([CH3:1])[CH3:3].[NH2:5][CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1>CO.B.[Na+]>[CH3:1][CH:2]([CH3:3])[CH2:4][NH:5][CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1\"},\"mapped_reaction_smiles\":\"O=[CH:4][CH:2]([CH3:1])[CH3:3].[NH2:5][CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1>CO.B.[Na+]>[CH3:1][CH:2]([CH3:3])[CH2:4][NH:5][CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1\"}",
"reactionStep": {
"id": "sa_68522fb31703b73f06a0e300",
"reactionHash": "1d9621aa76851668b5c6664141d45e2b9e43220e99aa47031ecbfff5fc55d784"
},
"children": [
{
"id": "16167",
"routeId": "sa_9c53ca5084755f9416337143",
"moleculeId": "sa_82f3513a4c069ccf25937df3",
"parentId": "16166",
"isLeaf": true,
"molecule": {
"id": "sa_82f3513a4c069ccf25937df3",
"inchikey": "AMIMRNSIRUDHCM-UHFFFAOYSA-N",
"smiles": "CC(C)C=O"
},
"smiles": "CC(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16168",
"routeId": "sa_9c53ca5084755f9416337143",
"moleculeId": "sa_940daa6abdce954c1d5f55c4",
"parentId": "16166",
"isLeaf": true,
"molecule": {
"id": "sa_940daa6abdce954c1d5f55c4",
"inchikey": "PAFZNILMFXTMIY-UHFFFAOYSA-N",
"smiles": "NC1CCCCC1"
},
"smiles": "NC1CCCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16169",
"routeId": "sa_9c53ca5084755f9416337143",
"moleculeId": "sa_f3f9dcb2cec4fdf93d84cde3",
"parentId": "16165",
"isLeaf": true,
"molecule": {
"id": "sa_f3f9dcb2cec4fdf93d84cde3",
"inchikey": "UQEANKGXXSENNF-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(Br)ccc1F"
},
"smiles": "O=[N+]([O-])c1cc(Br)ccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}