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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1054
CHEMBL1054
Compound Name TRICHLORMETHIAZIDE
ChEMBL Synonyms NAQUA | METAHYDRIN | TRICHLORMAS | Trichlormethiazide | TRICHLOREX
Max Phase 4 (Approved)
Trade Names NAQUA | METAHYDRIN | TRICHLORMAS | TRICHLORMETHIAZIDE | TRICHLOREX
Molecular Formula C8H8Cl3N3O4S2

Additional synonyms for CHEMBL1054 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NS(=O)(=O)c1cc2c(NC(NS2(=O)=O)C(Cl)Cl)cc1Cl
Standard InChI InChI=1S/C8H8Cl3N3O4S2/c9-3-1-4-6(2-5(3)19(12,15)16)20(17,18 ...
Download InChI
Standard InChI Key LMJSLTNSBFUCMU-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • DrugMatrix
  • 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


CHEMBL1054

Molecule Features

CHEMBL1054 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:Discontinued

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 TRICHLORMETHIAZIDE
The Cochrane Collaboration TRICHLORMETHIAZIDE

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 CHEMBL1054. 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
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 1.000
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 1.000
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 1.000
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.999
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.999
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.998
CHEMBL5536 Genome polyprotein Hepatitis C virus genotype 1b (isolate Con1) (HCV) 0.962
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.893
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.638
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.515
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 0.215



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 1.000
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 1.000
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.999
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.997
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.970
CHEMBL5536 Genome polyprotein Hepatitis C virus genotype 1b (isolate Con1) (HCV) 0.960
CHEMBL1075214 5'-nucleotidase Rattus norvegicus 0.948
CHEMBL3503 Glutamate receptor ionotropic, AMPA 2 Rattus norvegicus 0.910
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.849
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.828
CHEMBL5695 Intestinal alkaline phosphatase Bos taurus 0.305
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 0.285
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.233

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
380.7 378.9022 0.82 2 118.36 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
7.12 - .13 -.28 1 20 0.66

Structural Alerts

There are 7 structural alerts for CHEMBL1054. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03A - LOW-CEILING DIURETICS, THIAZIDES
C03AA - Thiazides, plain
C03AA06 - trichlormethiazide

ChemSpider ChemSpider:LMJSLTNSBFUCMU-UHFFFAOYSA-N
PubChem SID: 144203972 SID: 170464812 SID: 56422224 SID: 855703
Wikipedia Trichlormethiazide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1054



ACToR 133-67-5
BindingDB 26998
ChEBI 9683
DrugBank DB01021
DrugCentral 2733
eMolecules 594611
EPA CompTox Dashboard DTXSID7023699
Guide to Pharmacology 7314
Human Metabolome Database HMDB0015156
IBM Patent System 97A415EAC2FBD70A11D9D2ECD0C496C5
KEGG Ligand C07767
LINCS LSM-4383
Mcule MCULE-5170594512
MolPort MolPort-003-666-298
Nikkaji J2.527E
PharmGKB PA164752426
PubChem 5560
PubChem: Thomson Pharma 14780142
Selleck Trichlormethiazide(Achletin)
SureChEMBL SCHEMBL25492

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