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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL400599
CHEMBL400599
Compound Name BENFLUOREX
ChEMBL Synonyms BENFLUOREX
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names
Molecular Formula C19H20F3NO2

Additional synonyms for CHEMBL400599 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(Cc1cccc(c1)C(F)(F)F)NCCOC(=O)c2ccccc2
Standard InChI InChI=1S/C19H20F3NO2/c1-14(12-15-6-5-9-17(13-15)19(20,21)22) ...
Download InChI
Standard InChI Key CJAVTWRYCDNHSM-UHFFFAOYSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL400599

Molecule Features

CHEMBL400599 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 2009
Country European Union
Reason Cardiac valvulopathy; Pulmonary arterial hypertension
Class Cardiotoxicity; Respiratory toxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Acyl coenzyme A:cholesterol acyltransferase 1 inhibitor Acyl coenzyme A:cholesterol acyltransferase 1 PubMed PubMed PubMed PubMed

Clinical Data

ClinicalTrials.gov BENFLUOREX
The Cochrane Collaboration BENFLUOREX

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL400599. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL4478 Voltage-gated N-type calcium channel alpha-1B subunit Homo sapiens 0.965
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.849
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.429
CHEMBL2409 Epoxide hydratase Homo sapiens 0.294

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4478 Voltage-gated N-type calcium channel alpha-1B subunit Homo sapiens 0.989
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.811
CHEMBL2409 Epoxide hydratase Homo sapiens 0.350
CHEMBL249 Neurokinin 1 receptor Homo sapiens 0.220

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
351.4 351.1446 4.08 7 38.33 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.23 4.73 3.84 2 25 0.6

Structural Alerts

There are 3 structural alerts for CHEMBL400599. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A10 - DRUGS USED IN DIABETES
A10B - BLOOD GLUCOSE LOWERING DRUGS, EXCL. INSULINS
A10BX - Other blood glucose lowering drugs, excl. insulins
A10BX06 - benfluorex

ChemSpider ChemSpider:CJAVTWRYCDNHSM-UHFFFAOYSA-N
PubChem SID: 56320700
Wikipedia Benfluorex

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL400599



ACToR 23602-78-0
ChEBI 93826
DrugBank DB09022
DrugCentral 307
eMolecules 535366
EPA CompTox Dashboard DTXSID5048471
IBM Patent System A13C40E70995A27EFE0D954F75DA983A
LINCS LSM-4365
Mcule MCULE-6007979832
Nikkaji J20.616D
PubChem 2318
PubChem: Drugs of the Future 22395601
PubChem: Thomson Pharma 15447380
SureChEMBL SCHEMBL163648

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/CJAVTWRYCDNHSM-UHFFFAOYSA-N spacer
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