ACETAZOLAMIDE

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC S01EC01
UNII O3FX965V0I
EPA CompTox DTXSID7022544

Structure

InChI Key BZKPWHYZMXOIDC-UHFFFAOYSA-N
Smiles CC(=O)Nc1nnc(S(N)(=O)=O)s1
InChI
InChI=1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H2,5,10,11)(H,6,7,9)

Physicochemical Descriptors

Property Name Value
Molecular Formula C4H6N4O3S2
Molecular Weight 222.25
AlogP -0.86
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 2.0
Polar Surface Area 115.04
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 13.0

Pharmacology

Mechanism of Action Action Reference
Carbonic anhydrase I inhibitor INHIBITOR PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 88
Enzyme Lyase
- 2.58-999.8 1-840 0.012-900 13-100
Enzyme
- 2.58-999.8 1-840 0.012-900 13-100
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 84.51-90.74
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Anopheles gambiae
- - - 27.3 -
Aspergillus fumigatus
- - - - 88
Astrosclera willeyana
- - - 51-51 -
Bos taurus
- 960-960 - 70-220 81.9-91.32
Brucella suis
- - - 63-303 -
Burkholderia pseudomallei
- - - 149-745 -
Caenorhabditis elegans
- - - 35-35 -
Candida albicans
- - - 130-132 -
Candida glabrata
- - - 11-11 -
Chionodraco hamatus
- - - 65.4 -
Coleofasciculus chthonoplastes
- - - 76-76 -
Colwellia psychrerythraea
- - - 502-502 -
Cricetulus griseus
- - - - 84.51-90.74
Cryptococcus neoformans
- - - 10-132 -
Cryptococcus neoformans var. grubii
- - - 10.5 -
Drosophila melanogaster
- - - 49-106 -
Enterobacter sp.
- - - 78.9 -
Filobasidiella neoformans
- - - 10-10.5 -
Flaveria bidentis
- - - 27-49 -
Francisella tularensis
- - - 770-770 -
Helicobacter pylori
- - - 20-303 -
Homo sapiens
- 2.58-999.8 1-840 0.012-900 13-100
Legionella pneumophila
- - - 36-95 -
Legionella pneumophila subsp. pneumophila str. Philadelphia 1
- - - 72.1-76.8 -
Leishmania chagasi
- - - 91.7-91.7 -
Leishmania donovani
- - - 91.7 -
Leishmania donovani chagasi
- - - 63-91.7 -
Leptonychotes weddellii
- - - 63-63 -
Malassezia globosa
- - - 76 -
Methanosarcina thermophila
- - - 60-63 -
Mus musculus
- 490 - 16-72 -
Mycobacterium tuberculosis
- - - 9-481 -
Mycobacterium tuberculosis H37Rv
- - - 104-481 -
Nostoc commune
- - - 75.8-75.8 -
Oryctolagus cuniculus
- 20 - - 67
Plasmodium falciparum
- - - 170-366 -
Porphyromonas gingivalis
- - - 214-324 -
Pseudoalteromonas haloplanktis
- - - 403-403 -
Pseudomonas aeruginosa PAO1
- - - 75.9 -
Saccharomyces cerevisiae
- - - 82-82.6 -
Salmonella enterica subsp. enterica serovar Typhimurium
- - - 59-84 -
Schistosoma mansoni
- - - 42.5 -
Streptococcus mutans UA159
- - - 344 -
Streptococcus pneumoniae
- - - 89 -
Struthio camelus
- - - 303 -
Stylophora pistillata
- - - 16-74 -
Sulfurihydrogenibium azorense
- - - 0.9-4.5 -
Sulfurihydrogenibium yellowstonense
- - - 0.9-4.5 -
Thalassiosira weissflogii
- - - 83 -
Thiomicrospira crunogena XCL-2
- - - 4.3 -
Trypanosoma cruzi
- - - 60-61.6 -
Vibrio cholerae
- - - 6.8-473 -

Target Conservation

Protein: Carbonic anhydrase XII
Description: Carbonic anhydrase 12
Organism : Homo sapiens
O43570 ENSG00000074410
Protein: Carbonic anhydrase I
Description: Carbonic anhydrase 1
Organism : Homo sapiens
P00915 ENSG00000133742
Protein: Carbonic anhydrase II
Description: Carbonic anhydrase 2
Organism : Homo sapiens
P00918 ENSG00000104267
Protein: Carbonic anhydrase IV
Description: Carbonic anhydrase 4
Organism : Homo sapiens
P22748 ENSG00000167434

Cross References

Resources Reference
ChEBI 27690
ChEMBL CHEMBL20
DrugBank DB00819
DrugCentral 56
FDA SRS O3FX965V0I
Human Metabolome Database HMDB0014957
Guide to Pharmacology 6792
KEGG C06805
PDB AZM
PharmGKB PA448018
PubChem 1986
SureChEMBL SCHEMBL23219
ZINC ZINC000003813042
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