METHAZOLAMIDE

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC S01EC05
UNII W733B0S9SD
EPA CompTox DTXSID1023281

Structure

InChI Key FLOSMHQXBMRNHR-QPJJXVBHSA-N
Smiles CC(=O)/N=c1/sc(S(N)(=O)=O)nn1C
InChI
InChI=1S/C5H8N4O3S2/c1-3(10)7-4-9(2)8-5(13-4)14(6,11)12/h1-2H3,(H2,6,11,12)/b7-4+

Physicochemical Descriptors

Property Name Value
Molecular Formula C5H8N4O3S2
Molecular Weight 236.28
AlogP -1.42
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 1.0
Polar Surface Area 107.41
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 14.0

Pharmacology

Mechanism of Action Action Reference
Carbonic anhydrase I inhibitor INHIBITOR PubMed DailyMed
Carbonic anhydrase II inhibitor INHIBITOR PubMed DailyMed
Carbonic anhydrase IV inhibitor INHIBITOR PubMed DailyMed
Carbonic anhydrase VII inhibitor INHIBITOR PubMed DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Lyase
- 0.25-67.6 - 1.1-781 -
Enzyme
- 0.25-67.6 - 1.1-781 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 93.09-101.26
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Anopheles gambiae
- - - 184 -
Astrosclera willeyana
- - - 326 -
Bos taurus
- - - 36-240 -
Brucella suis
- - - 54-642 -
Burkholderia pseudomallei
- - - 186 -
Caenorhabditis elegans
- - - 42 -
Candida albicans
- - - 484-484 -
Candida glabrata
- - - 118 -
Chionodraco hamatus
- - - 65 -
Colwellia psychrerythraea
- - - 594 -
Cricetulus griseus
- - - - 93.09-101.26
Cryptococcus neoformans
- - - 63-63 -
Enterobacter sp.
- - - 137 -
Helicobacter pylori
- - - 14-225 -
Homo sapiens
- 0.25-67.6 - 1.1-780 -
Legionella pneumophila subsp. pneumophila str. Philadelphia 1
- - - 88.5-201 -
Leishmania chagasi
- - - 87.1 -
Leishmania donovani chagasi
- - - 87.1-140 -
Leptonychotes weddellii
- - - 61-61 -
Methanosarcina thermophila
- - - 140-170 -
Mus musculus
- - - 19-65 -
Mycobacterium tuberculosis
- - - 562-781 -
Mycobacterium tuberculosis H37Rv
- - - 562-781 -
Nostoc commune
- - - 191-191 -
Oryctolagus cuniculus
- 20 - - -
Plasmodium falciparum
- - - 198-655 -
Porphyromonas gingivalis
- - - 343-393 -
Pseudoalteromonas haloplanktis
- - - 94.7-94.7 -
Saccharomyces cerevisiae
- - - 119 -
Salmonella enterica subsp. enterica serovar Typhimurium
- - - 68-134 -
Streptococcus mutans UA159
- - - 445 -
Stylophora pistillata
- - - 21.2-132 -
Sulfurihydrogenibium yellowstonense
- - - 8.2-8.2 -
Thalassiosira weissflogii
- - - 170 -
Thiomicrospira crunogena XCL-2
- - - 26.5 -
Trypanosoma cruzi
- - - 74.9 -
Vibrio cholerae
- - - 3.6-494 -

Target Conservation

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
Protein: Carbonic anhydrase VII
Description: Carbonic anhydrase 7
Organism : Homo sapiens
P43166 ENSG00000168748

Cross References

Resources Reference
CAS NUMBER 554-57-4
ChEBI 6822
ChEMBL CHEMBL19
DrugBank DB00703
FDA SRS W733B0S9SD
Guide to Pharmacology 6828
KEGG C07764
SureChEMBL SCHEMBL24687
ZINC ZINC000100019188
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