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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL19
CHEMBL19
Compound Name METHAZOLAMIDE
ChEMBL Synonyms Neptazane | Methazolamide
Max Phase 4 (Approved)
Trade Names Methazolamide | Neptazane
Molecular Formula C5H8N4O3S2

Additional synonyms for CHEMBL19 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1N=C(S/C/1=N/C(=O)C)S(=O)(=O)N
Standard InChI InChI=1S/C5H8N4O3S2/c1-3(10)7-4-9(2)8-5(13-4)14(6,11)12/h1-2 ...
Download InChI
Standard InChI Key FLOSMHQXBMRNHR-QPJJXVBHSA-N

Sources

  • British National Formulary
  • 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


CHEMBL19

Molecule Features

CHEMBL19 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GLAUCOMAD005901EFO:0000516GLAUCOMA4ATC

Clinical Data

ClinicalTrials.gov METHAZOLAMIDE
The Cochrane Collaboration METHAZOLAMIDE

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 CHEMBL19. 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
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 1.000
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 1.000
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.999
CHEMBL1944499 Astrosclerin-3 Astrosclera willeyana 0.999
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.998
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.998
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.995
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.978
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.856
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 0.734
CHEMBL5767 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Mycobacterium tuberculosis 0.622
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.473
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.317



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
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 1.000
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.999
CHEMBL1944499 Astrosclerin-3 Astrosclera willeyana 0.999
CHEMBL4211 Carbonic anhydrase 1 Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori) 0.998
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.993
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.993
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.984
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.969
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.838
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 0.809
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.630
CHEMBL5767 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Mycobacterium tuberculosis 0.599
CHEMBL2885 Carbonic anhydrase III Homo sapiens 0.581

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
236.3 236.0038 0.03 1 138.87 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 1 0 7 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.31 - .13 -.21 0 14 0.68

Structural Alerts

There are 1 structural alerts for CHEMBL19. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01E - ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01EC - Carbonic anhydrase inhibitors
S01EC05 - methazolamide

ChemSpider ChemSpider:FLOSMHQXBMRNHR-QPJJXVBHSA-N
DailyMed methazolamide
PubChem SID: 11112413 SID: 56422398 SID: 855821
Wikipedia Methazolamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL19



BindingDB 50013792
Brenda 165527
ChEBI 6822
FDA SRS W733B0S9SD
KEGG Ligand C07764
PubChem: Thomson Pharma 15220808
Selleck methazolamide
SureChEMBL SCHEMBL24687
ZINC ZINC000100019188

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