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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL435
CHEMBL435
Compound Name HYDROCHLOROTHIAZIDE
ChEMBL Synonyms HCTZ | ZIDE | HYDROSALURIC | MICROZIDE | APO-HYDRO | HYDRO-D | ESIDRIX | HYDROCHLOROTHIAZIDE INTENSOL | ORETIC | HYDRODIURIL | Hydrochlorothiazide | ESIDREX
Max Phase 4 (Approved)
Trade Names ESIDREX | HYDROCHLOROTHIAZIDE | HYDROSALURIC | MICROZIDE | APO-HYDRO | HYDRO-D | ESIDRIX | HYDROCHLOROTHIAZIDE INTENSOL | ORETIC | HYDRODIURIL | ZIDE
Molecular Formula C7H8ClN3O4S2

Additional synonyms for CHEMBL435 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NS(=O)(=O)c1cc2c(NCNS2(=O)=O)cc1Cl
Standard InChI InChI=1S/C7H8ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)1 ...
Download InChI
Standard InChI Key JZUFKLXOESDKRF-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL435

Molecule Features

CHEMBL435 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Thiazide-sensitive sodium-chloride cotransporter inhibitor Thiazide-sensitive sodium-chloride cotransporter DOI FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
ATC
ClinicalTrials
EdemaD0044874DailyMed
GlomerulonephritisD0059214DailyMed
Pre-EclampsiaD011225EFO:0000668preeclampsia3ClinicalTrials
Heart FailureD006333EFO:0000373congestive heart failure4DailyMed
Lecithin Cholesterol Acyltransferase DeficiencyD007863Orphanet:79292Fish-eye disease1ClinicalTrials
Nephrotic SyndromeD009404EFO:0004255nephrotic syndrome4DailyMed
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus2ClinicalTrials
Essential HypertensionD000075222EFO:1002032primary hypertension3ClinicalTrials
HypertensionD006973EFO:0000537hypertension4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Kidney CalculiD007669EFO:0004253nephrolithiasis3ClinicalTrials
Liver CirrhosisD008103EFO:0001422cirrhosis of liver4DailyMed
Kidney DiseasesD007674EFO:0003086kidney disease2ClinicalTrials
Metabolic SyndromeD024821EFO:0000195metabolic syndrome0ClinicalTrials
Kidney Failure, ChronicD007676EFO:0003884chronic kidney disease4DailyMed

Clinical Data

ClinicalTrials.gov HYDROCHLOROTHIAZIDE
The Cochrane Collaboration HYDROCHLOROTHIAZIDE

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 CHEMBL435. 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
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.999
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.999
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.997
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.968
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.940
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.919
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.896
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.791
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.698



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.999
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.989
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.943
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.919
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.851
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.832
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.697
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.582

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
297.8 296.9645 -0.35 1 118.36 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 7 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
8.95 - -.02 -.04 1 17 0.65

Structural Alerts

There are no structural alerts for CHEMBL435

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03A - LOW-CEILING DIURETICS, THIAZIDES
C03AA - Thiazides, plain
C03AA03 - hydrochlorothiazide

C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03A - LOW-CEILING DIURETICS, THIAZIDES
C03AX - Thiazides, combinations with other drugs
C03AX01 - hydrochlorothiazide, combinations

ChemSpider ChemSpider:JZUFKLXOESDKRF-UHFFFAOYSA-N
DailyMed hydrochlorothiazide
PubChem SID: 103995 SID: 11111269 SID: 11111270 SID: 144208763 SID: 144210612 SID: 170465005 SID: 17389854 SID: 26746944 SID: 50103978 SID: 85231074 SID: 855646
Wikipedia Hydrochlorothiazide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL435



ACToR 58-93-5 125727-50-6
BindingDB 13076
Brenda 197373 3163 154385 153401
ChEBI 5778
ChemicalBook CB5383966
DrugBank DB00999
DrugCentral 1385
eMolecules 539058
EPA CompTox Dashboard DTXSID2020713
FDA SRS 0J48LPH2TH
Guide to Pharmacology 4836
Human Metabolome Database HMDB0001928
IBM Patent System 9A46A347B423687D767DBE4E46642936
KEGG Ligand C07041
LINCS LSM-5308
Mcule MCULE-6585933943
MolPort MolPort-000-144-465
NIH Clinical Collection SAM002554901
Nikkaji J1.920H
PDBe HCZ
PharmGKB PA449899
PubChem 3639
PubChem: Thomson Pharma 14873640
Selleck Hydrochlorothiazide
SureChEMBL SCHEMBL9349
ZINC ZINC000000896569

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