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Compound Detail

CHEMBL3181947

BROMFENAC SODIUM
💊 Approved Drug
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💊 Approved Drug
Nc1c(CC(=O)[O-])cccc1C(=O)c1ccc(Br)cc1.Nc1c(CC(=O)[O-])cccc1C(=O)c1ccc(Br)cc1.O.O.O.[Na+].[Na+]

Basic Information

ChEMBL ID CHEMBL3181947
Name BROMFENAC SODIUM
Phase Approved
Structure Type MOL
InChI Key PPOSVVJOVKVBPW-UHFFFAOYSA-L
Therapeutic ✓ Yes
Parent Compound CHEMBL1077
Active Moiety CHEMBL1077

Known Names

AHR-10282B Bromday Bromfenac monosodium salt Bromfenac monosodium salt sesquihydrate Bromfenac sodium Bromfenac sodium hydrate Bromfenac sodium sesquihydrate Bromsite Prolensa Xibrom Yellox
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
8
Publications
11
Known Names
5
Indications
1
Mechanisms

Molecular Properties

334.2
MW (Da)
2.89
ALogP
3
HBA
2
HBD
80.4
PSA (Ų)
0.67
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1997
Availability Prescription
Chirality Achiral

Routes of Administration

Topical

Flags

Withdrawn
USAN Stem -ac
USAN Year 1986

Extended Properties

Molecular Formula C30H28Br2N2Na2O9
MW 766.35
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.41

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cyclooxygenase inhibitor INHIBITOR Cyclooxygenase

Indications

Cataract Eye Pain Inflammation Ophthalmologic Surgical Procedures Pain, Postoperative

Drug Warnings

Withdrawn
drug misuse
Severe hepatitis and liver failure (some requiring transplantation); Hepatic Failure; Off-Label Abuse
Country: United States; Saudi Arabia   Year: 1998
Withdrawn
hepatotoxicity
Severe hepatitis and liver failure (some requiring transplantation); Hepatic Failure; Off-Label Abuse
Country: United States; Saudi Arabia   Year: 1998
Withdrawn
hepatotoxicity
Severe hepatitis and liver failure (some requiring transplantation); Hepatic Failure; Off-Label Abuse
Country: United States; Saudi Arabia   Year: 1998
Withdrawn
drug misuse
Severe hepatitis and liver failure (some requiring transplantation); Hepatic Failure; Off-Label Abuse
Country: United States; Saudi Arabia   Year: 1998
Withdrawn
hepatotoxicity
Severe hepatitis and liver failure (some requiring transplantation); Hepatic Failure; Off-Label Abuse
Country: United States; Saudi Arabia   Year: 1998

Activity Summary

IC50 1 meas. best 7.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cyclooxygenase
CHEMBL2096674
IC50 7.1 7.1 80.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cyclooxygenase IC50 = 80.0 nM 7.1 Inhibition of prostaglandin G/H synthase obtained from bovine seminal vesicles. 6436487

Literature References

PubMed DOI Target Context # Activities
6436487 10.1021/jm00377a001 Rattus norvegicus 6
6436487 10.1021/jm00377a001 Mus musculus 3
6436487 10.1021/jm00377a001 ADMET 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
6436487 10.1021/jm00377a001 Cyclooxygenase 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine