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Compound Detail

CHEMBL842

CHLOROTHIAZIDE
💊 Approved Drug
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💊 Approved Drug
NS(=O)(=O)c1cc2c(cc1Cl)N=CNS2(=O)=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL842
Name CHLOROTHIAZIDE
Phase Approved
Structure Type MOL
InChI Key JBMKAUGHUNFTOL-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Chlorothiazide Clorotiazida Diuril Hydrochlorothiazide impurity, chlorothiazide- NSC-25693 Saluric
1
Targets
1
Activities
1
Assay Types
1
PK Parameters
20
Publications
6
Known Names
14
Indications
1
Mechanisms

Molecular Properties

295.7
MW (Da)
-0.06
ALogP
5
HBA
2
HBD
118.7
PSA (Ų)
0.75
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1958
Availability Prescription
Chirality Achiral

Routes of Administration

Oral Parenteral

Flags

Natural Product
USAN Stem -thiazide
USAN Year 1964

Extended Properties

Molecular Formula C7H6ClN3O4S2
MW 295.73
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -1.25

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 Edema Glomerulonephritis Heart Failure Heart Failure Hypertension Kidney Failure, Chronic Nephrotic Syndrome Toxemia Atherosclerosis Coronary Disease Diabetes Mellitus, Type 2 Heart Diseases Hypercholesterolemia

ATC Classification

C03AA04
chlorothiazide
Level 1: CARDIOVASCULAR SYSTEM
Level 2: DIURETICS
C03AH01
chlorothiazide, combinations
Level 1: CARDIOVASCULAR SYSTEM
Level 2: DIURETICS

Activity Summary

IC50 1 meas. best 6.34

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 1
CHEMBL261
 IC50 6.34 6.34 460.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 49.0 % Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 1 IC50 = 460.0 nM 6.34 Known Inhibitors of Carbonic Anhydrase: Compounds which are CAIs are well known ... -

Literature References

PubMed DOI Target Context # Activities
3712385 10.1021/jm00156a011 Rattus norvegicus 15
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
2160536 10.1021/jm00168a013 Rattus norvegicus 6
423171 10.1021/jm00187a023 Rattus norvegicus 6
20869876 10.1016/j.bmc.2010.08.052 Albumin 4
418179 10.1021/jm00202a019 Rattus norvegicus 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
- 10.6019/CHEMBL4651402 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 Beta-2 adrenergic receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
940121 10.1021/jm00229a028 Rattus norvegicus 2
10891117 10.1021/jm0000564 ADMET 2
10891117 10.1021/jm0000564 No relevant target 2

Data from ChEMBL 36 via Core Engine