5-acetamido-4-(2H3)methyl-4,5-dihydro-1,3,4-thiadiazole-2-sulfonic acid

• ChemBase ID: 159110
• Molecular Formular: C5H7N3O4S2
• Molecular Mass: 237.25678
• Monoisotopic Mass: 236.98779772
• SMILES: n1c(s/c(=N/C(=O)C)/n1C)S(=O)(=O)O
• Canonical SMILES: CC(=O)/N=c\1/sc(nn1C)S(=O)(=O)O
• InChI: InChI=1S/C5H7N3O4S2/c1-3(9)6-4-8(2)7-5(13-4)14(10,11)12/h1-2H3,(H,10,11,12)/b6-4+
• InChIKey: LBSHBVPQTKPFEI-GQCTYLIASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-acetamido-4-(^2H₃)methyl-4,5-dihydro-1,3,4-thiadiazole-2-sulfonic acid
• IUPAC Traditional name: 5-acetamido-4-(^2H₃)methyl-1,3,4-thiadiazole-2-sulfonic acid
• Synonyms: 5-(Acetylimino)-4,5-dihydro-4-methyl-1,3,4-thiadiazole-2-sulfonic Acid-d3

Database IDs

• PubChem SID: 162253245
• PubChem CID: 71312807

CALCULATED PROPERTIES

• Acid pKa: -1.5992926
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -2.3949478
• LogD (pH = 7.4): -2.3949559
• Log P: -0.018557185
• Molar Refractivity: 49.7617 cm^3
• Polarizability: 19.917326 Å^3
• Polar Surface Area: 99.4 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A179172

Labelled 5-(Acetylimino)-4,5-dihydro-4-methyl-1,3,4-thiadiazole-2-sulfonic Acid, a metabolite of the carbonic anhydrase inhibitor Methazolamide (M226020).

REFERENCES

• Kishida, K. et al.: Drug Metab. Lett., 5, 45 (2011)