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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL20
CHEMBL20
Compound Name ACETAZOLAMIDE
ChEMBL Synonyms ACETAZOLAMIDE | DIAMOX SR | DIAMOX | EYTAZOX | ACETAZOLAMIDE SODIUM
Max Phase 4 (Approved)
Trade Names DIAMOX | ACETAZOLAMIDE SODIUM | ACETAZOLAMIDE | DIAMOX SR | EYTAZOX
Molecular Formula C4H6N4O3S2

Additional synonyms for CHEMBL20 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)Nc1nnc(s1)S(=O)(=O)N
Standard InChI InChI=1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H ...
Download InChI
Standard InChI Key BZKPWHYZMXOIDC-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • 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


CHEMBL20

Molecule Features

CHEMBL20 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Carbonic anhydrase I inhibitor Carbonic anhydrase I PubMed PubMed
Carbonic anhydrase II inhibitor Carbonic anhydrase II PubMed
Carbonic anhydrase IV inhibitor Carbonic anhydrase IV PubMed
Carbonic anhydrase XII inhibitor Carbonic anhydrase XII PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Altitude SicknessD000532EFO:1000782altitude sickness4ClinicalTrials
DailyMed
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Andersen SyndromeD050030Orphanet:37553Cardiodysrhythmic potassium-sensitive periodic paralysis1ClinicalTrials
Hypertension, PulmonaryD006976EFO:0001361pulmonary hypertension2ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis2ClinicalTrials
PainD010146EFO:0003843pain2ClinicalTrials
Pseudotumor CerebriD011559EFO:1001132pseudotumor cerebri2ClinicalTrials
CysticercosisD003551EFO:0007231cysticercosis2ClinicalTrials
EdemaD0044874DailyMed
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Glaucoma, Angle-ClosureD0158124DailyMed
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GliomaD005910EFO:0000326central nervous system cancer1ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
GlaucomaD005901EFO:0000516glaucoma4DailyMed
DailyMed
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ATC
ClinicalTrials
DailyMed
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Helicobacter InfectionsD0164812ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension1ClinicalTrials
Landau-Kleffner SyndromeD018887EFO:1001010Landau-Kleffner syndrome2ClinicalTrials
StrokeD020521EFO:0000712stroke2ClinicalTrials
EpilepsyD004827EFO:0000474epilepsy4DailyMed
DailyMed
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Hydrocephalus, Normal PressureD006850EFO:1001065normal pressure hydrocephalus3ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease2ClinicalTrials
Macular EdemaD0082692ClinicalTrials

Clinical Data

ClinicalTrials.gov ACETAZOLAMIDE
The Cochrane Collaboration ACETAZOLAMIDE

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 CHEMBL20. 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
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX 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
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 1.000
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 1.000
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 1.000
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 1.000
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 1.000
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 1.000
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 1.000
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 1.000
CHEMBL5767 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Mycobacterium tuberculosis 1.000
CHEMBL2146302 Glutaminase kidney isoform, mitochondrial Homo sapiens 0.999
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.983



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 1.000
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 1.000
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 1.000
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 1.000
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 1.000
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 1.000
CHEMBL5931 Carbonic anhydrase Saccharomyces cerevisiae S288c 1.000
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 1.000
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 1.000
CHEMBL2146302 Glutaminase kidney isoform, mitochondrial Homo sapiens 0.999
CHEMBL5767 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Mycobacterium tuberculosis 0.994
CHEMBL2885 Carbonic anhydrase III Homo sapiens 0.953

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
222.3 221.9881 -0.86 2 115.04 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 2 0 7 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.44 - -.26 -.69 1 13 0.63

Structural Alerts

There are 1 structural alerts for CHEMBL20. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01E - ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01EC - Carbonic anhydrase inhibitors
S01EC01 - acetazolamide

ChemSpider ChemSpider:BZKPWHYZMXOIDC-UHFFFAOYSA-N
DailyMed acetazolamide acetazolamide sodium
PubChem SID: 11110757 SID: 144208757 SID: 144213090 SID: 170464692 SID: 26747033 SID: 26751551 SID: 50104152 SID: 855900
Wikipedia Acetazolamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL20



ACToR 59-66-5 5661-25-6
Atlas acetazolamide
BindingDB 10880
Brenda 259 28452 10840 26713 118358
ChEBI 27690
ChemicalBook CB0430959
DrugBank DB00819
DrugCentral 56
eMolecules 534436
EPA CompTox Dashboard DTXSID7022544
FDA SRS O3FX965V0I
Guide to Pharmacology 6792
Human Metabolome Database HMDB0014957
IBM Patent System 7C410DE868AF77CB4E5755332DD7DDC3
KEGG Ligand C06805
LINCS LSM-5543
Mcule MCULE-4029778803
NIH Clinical Collection SAM002554883
Nikkaji J1.395A
NMRShiftDB 20209331
PDBe AZM
PharmGKB PA448018
PubChem 1986
PubChem: Drugs of the Future 57304369
PubChem: Thomson Pharma 15121457
SureChEMBL SCHEMBL23219
ZINC ZINC000003813042

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