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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 35483 | Fluidil | Anhydron | Cyclothiazide
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

Mechanism of Action

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

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

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

There are no structural alerts for CHEMBL61593

Alternate Forms of Compound in ChEMBL


CHEMBL61593

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
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL1944499 Astrosclerin-3 Astrosclera willeyana 1.000
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.999
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.996
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.989
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.803
CHEMBL5536 Genome polyprotein Hepatitis C virus genotype 1b (isolate Con1) (HCV) 0.556
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.293
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.232



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL1944499 Astrosclerin-3 Astrosclera willeyana 1.000
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 1.000
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.992
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.936
CHEMBL5536 Genome polyprotein Hepatitis C virus genotype 1b (isolate Con1) (HCV) 0.834
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.822
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.785
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.738
CHEMBL3190 Glutamate receptor ionotropic, AMPA 4 Homo sapiens 0.350

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

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: 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
BindinDB 50192229
ChEBI 31448
DrugBank DB00606
eMolecules 536638
Guide to Pharmacology 4167
Human Metabolome Database HMDB14744
IBM Patent System 7F71471B1FCC76F7551AC54A466166CF
IBM Patents US4855289 US20070299083 US20070027160 US4075208 US20100016360 US20100016598 US20080032965 US4283407 US3956335 US20090181953 US20050101597 US20080262228 US20090181952 US20080199518 US20080119481 US4075335 US20080045510 US20100016343 US20100130474 US7671056 US20100029606
KEGG Ligand C12685
LINCS LSM-4421
Nikkaji J3.702H
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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