ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1684
CHEMBL1684
Compound Name BENDROFLUMETHIAZIDE
ChEMBL Synonyms BENDROFLUAZIDE | NATURETIN-10 | CENTYL | NATURETIN-5 | NATURETIN-2.5 | NEO-NACLEX | NEO-BENDROMAX 5 | BENDROFLUMETHIAZIDE | NATURETIN | APRINOX | BERKOZIDE | URIZIDE | NEO-BENDROMAX 2.5 | BENZYDROFLUMETHIAZIDE
Max Phase 4 (Approved)
Trade Names NATURETIN-2.5 | CENTYL | NEO-NACLEX | NATURETIN-10 | NEO-BENDROMAX 2.5 | URIZIDE | BERKOZIDE | APRINOX | NATURETIN | NATURETIN-5 | NEO-BENDROMAX 5
Molecular Formula C15H14F3N3O4S2

Additional synonyms for CHEMBL1684 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NS(=O)(=O)c1cc2c(NC(Cc3ccccc3)NS2(=O)=O)cc1C(F)(F)F
Standard InChI InChI=1S/C15H14F3N3O4S2/c16-15(17,18)10-7-11-13(8-12(10)26(1 ...
Download InChI
Standard InChI Key HDWIHXWEUNVBIY-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1684

Molecule Features

CHEMBL1684 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture 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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC

Clinical Data

ClinicalTrials.gov BENDROFLUMETHIAZIDE
The Cochrane Collaboration BENDROFLUMETHIAZIDE

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 CHEMBL1684. 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
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.988
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.982
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 0.959
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.719
CHEMBL1871 Androgen Receptor Homo sapiens 0.676
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.294



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.999
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.998
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.987
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 0.956
CHEMBL1871 Androgen Receptor Homo sapiens 0.824
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.751
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.489

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
421.4 421.0378 1.63 3 118.36 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
8.62 - 1.29 1.26 2 27 0.7

Structural Alerts

There are no structural alerts for CHEMBL1684

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03A - LOW-CEILING DIURETICS, THIAZIDES
C03AA - Thiazides, plain
C03AA01 - bendroflumethiazide

ChemSpider ChemSpider:HDWIHXWEUNVBIY-UHFFFAOYSA-N
DailyMed bendroflumethiazide
PubChem SID: 124883448 SID: 144203916 SID: 170465156 SID: 26747201 SID: 56422088 SID: 855628
Wikipedia Bendroflumethiazide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1684



ACToR 73-48-3
Brenda 50643
ChEBI 3013
ChemicalBook CB3233276
DrugBank DB00436
DrugCentral 305
eMolecules 535245
EPA CompTox Dashboard DTXSID5022647
Guide to Pharmacology 7122
Human Metabolome Database HMDB0014580
IBM Patent System DF087B82B73E6D782F663A3DFDAD89B8
KEGG Ligand C07758
LINCS LSM-1816
Mcule MCULE-7811865125
MolPort MolPort-003-666-443
NIH Clinical Collection SAM002264598
Nikkaji J1.428A
PharmGKB PA448563
PubChem 2315
PubChem: Thomson Pharma 14758277
SureChEMBL SCHEMBL26016

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