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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1077
CHEMBL1077
Compound Name BROMFENAC
ChEMBL Synonyms BROMFENAC SODIUM | BROMDAY | AHR-10282B | BROMFENAC | XIBROM | YELLOX | PROLENSA | BROMSITE
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names BROMSITE | PROLENSA | YELLOX | BROMFENAC SODIUM | BROMDAY | XIBROM
Molecular Formula C15H12BrNO3

Additional synonyms for CHEMBL1077 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1c(CC(=O)O)cccc1C(=O)c2ccc(Br)cc2
Standard InChI InChI=1S/C15H12BrNO3/c16-11-6-4-9(5-7-11)15(20)12-3-1-2-10(1 ...
Download InChI
Standard InChI Key ZBPLOVFIXSTCRZ-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • 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  • Withdrawn Drugs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


CHEMBL1077

Molecule Features

CHEMBL1077 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Withdrawal Information

Year 1998
Country Saudi Arabia; United States
Reason Severe hepatitis and liver failure (some requiring transplantation); Hepatic Failure; Off-Label Abuse
Class Hepatotoxicity; Misuse

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cyclooxygenase inhibitor Cyclooxygenase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
InflammationD007249MP:0001845inflammation3ClinicalTrials
ClinicalTrials
Macular DegenerationD008268EFO:0001365age-related macular degeneration2ClinicalTrials
Dry Eye SyndromesD015352EFO:1000906dry eye syndrome3ClinicalTrials
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy1ClinicalTrials
Macular EdemaD0082692ClinicalTrials
Eye DiseasesD005128EFO:0005752eye inflammation4ATC
CataractD002386EFO:0001059cataract3ClinicalTrials
ClinicalTrials
Conjunctivitis, AllergicD003233EFO:0007141allergic conjunctivitis3ClinicalTrials

Clinical Data

ClinicalTrials.gov BROMFENAC
The Cochrane Collaboration BROMFENAC

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 CHEMBL1077. 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
CHEMBL2622 Aldose reductase Rattus norvegicus 0.290

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2622 Aldose reductase Rattus norvegicus 0.839

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
334.2 333.0001 2.89 4 80.39 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 4 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.07 - 2.02 -1.04 2 20 0.67

Structural Alerts

There are 6 structural alerts for CHEMBL1077. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01B - ANTIINFLAMMATORY AGENTS
S01BC - Antiinflammatory agents, non-steroids
S01BC11 - bromfenac

ChemSpider ChemSpider:ZBPLOVFIXSTCRZ-UHFFFAOYSA-N
DailyMed bromfenac sodium
PubChem SID: 26757971
Wikipedia Bromfenac

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1077



ACToR 91714-94-2
ChEBI 240107
DrugBank DB00963
DrugCentral 401
eMolecules 875960
EPA CompTox Dashboard DTXSID7040655
FDA SRS 864P0921DW
Guide to Pharmacology 7131
Human Metabolome Database HMDB0015098
IBM Patent System DAC5D6BAE9ED1EDDBD01AB5BC7D102CF
LINCS LSM-5585
MolPort MolPort-000-883-091
Nikkaji J34.696I
PDBe 27R
PharmGKB PA448670
PubChem 60726
PubChem: Thomson Pharma 14802056
SureChEMBL SCHEMBL34411
ZINC ZINC000002570817

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