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Compound Detail

CHEMBL1684

BENDROFLUMETHIAZIDE
💊 Approved Drug
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💊 Approved Drug
NS(=O)(=O)c1cc2c(cc1C(F)(F)F)NC(Cc1ccccc1)NS2(=O)=O

Basic Information

ChEMBL ID CHEMBL1684
Name BENDROFLUMETHIAZIDE
Phase Approved
Structure Type MOL
InChI Key HDWIHXWEUNVBIY-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Aprinox Bendroflumethiazide Bendroflumethiazide component of corzide Bendroflumetiazida Berkozide Centyl Naturetin Naturetin-10 Naturetin-2.5 Naturetin-5 Neo-bendromax 2.5 Neo-bendromax 5 +3 more
2
Targets
2
Activities
2
Assay Types
0
PK Parameters
20
Publications
15
Known Names
2
Indications
1
Mechanisms

Molecular Properties

421.4
MW (Da)
1.63
ALogP
5
HBA
3
HBD
118.4
PSA (Ų)
0.70
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1959
Availability Discontinued
Chirality Racemic

Routes of Administration

Oral
USAN Stem -thiazide

Extended Properties

Molecular Formula C15H14F3N3O4S2
MW 421.42
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.94

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Thiazide-sensitive sodium-chloride cotransporter inhibitor INHIBITOR Solute carrier family 12 member 3

Indications

Cardiovascular Diseases Hypertension

ATC Classification

C03AA01
bendroflumethiazide
Level 1: CARDIOVASCULAR SYSTEM
Level 2: DIURETICS

Activity Summary

IC50 1 meas. best 4.16
Kd 1 meas. best 5.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 2
CHEMBL205
Kd 5.77 5.77 1700.0 1
Bile salt export pump
CHEMBL6020
IC50 4.16 4.16 69550.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
- 10.6019/CHEMBL4808148 Histone deacetylase 6 3
39161321 10.1021/acs.jmedchem.4c01512 Carbonic anhydrase 2 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
39161321 10.1021/acs.jmedchem.4c01512 Carbonic anhydrase 3 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.6019/CHEMBL3301361 No relevant target 1

Data from ChEMBL 36 via Core Engine