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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL61593
CHEMBL61593
Compound Name CYCLOTHIAZIDE
ChEMBL Synonyms FLUIDIL | CYCLOTHIAZIDE | ANHYDRON | 35483
Max Phase 4 (Approved)
Trade Names FLUIDIL | ANHYDRON
Molecular Formula C14H16ClN3O4S2

Additional synonyms for CHEMBL61593 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NS(=O)(=O)c1cc2c(NC(NS2(=O)=O)C3CC4CC3C=C4)cc1Cl
Standard InChI InChI=1S/C14H16ClN3O4S2/c15-10-5-11-13(6-12(10)23(16,19)20)2 ...
Download InChI
Standard InChI Key BOCUKUHCLICSIY-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • 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


CHEMBL61593

Molecule Features

CHEMBL61593 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 CYCLOTHIAZIDE
The Cochrane Collaboration CYCLOTHIAZIDE

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 CHEMBL61593. 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
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 1.000
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 1.000
CHEMBL1944499 Astrosclerin-3 Astrosclera willeyana 1.000
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.999
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.998
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.990
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.987
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.806
CHEMBL5536 Genome polyprotein Hepatitis C virus genotype 1b (isolate Con1) (HCV) 0.587
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.318
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.305
CHEMBL1871 Androgen Receptor Homo sapiens 0.233



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL1944499 Astrosclerin-3 Astrosclera willeyana 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 1.000
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.999
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.999
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.987
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.914
CHEMBL5536 Genome polyprotein Hepatitis C virus genotype 1b (isolate Con1) (HCV) 0.818
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.796
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.771
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.765
CHEMBL3190 Glutamate receptor ionotropic, AMPA 4 Homo sapiens 0.325

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
389.9 389.0271 1.23 2 135.11 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
8.73 - 1.73 1.71 1 24 0.65

Structural Alerts

There are 1 structural alerts for CHEMBL61593. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03A - LOW-CEILING DIURETICS, THIAZIDES
C03AA - Thiazides, plain
C03AA09 - cyclothiazide

ChemSpider ChemSpider:BOCUKUHCLICSIY-UHFFFAOYSA-N
PubChem SID: 144203675 SID: 170465274 SID: 26751850 SID: 50104549 SID: 50104550 SID: 56424127 SID: 85230990
Wikipedia Cyclothiazide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL61593



ACToR 2259-96-3
BindingDB 50192229
ChEBI 31448
DrugBank DB00606
DrugCentral 761
eMolecules 536638
EPA CompTox Dashboard DTXSID3022871
Guide to Pharmacology 4167
Human Metabolome Database HMDB14744
IBM Patent System 7F71471B1FCC76F7551AC54A466166CF
KEGG Ligand C12685
LINCS LSM-4421
Nikkaji J3.702H
PharmGKB PA449168
PubChem 2910
SureChEMBL SCHEMBL121096

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