4-[5-(13C)methyl-3-phenyl(5-13C,2-15N)-1,2-oxazol-4-yl]benzene-1-sulfonic acid

• ChemBase ID: 179416
• Molecular Formular: C16H13NO4S
• Molecular Mass: 318.32243857
• Monoisotopic Mass: 318.06027347
• SMILES: c1cc(ccc1c1[13c](o[15n]c1c1ccccc1)[13CH3])S(=O)(=O)O
• Canonical SMILES: [13CH3][13c]1o[15n]c(c1c1ccc(cc1)S(=O)(=O)O)c1ccccc1
• InChI: InChI=1S/C16H13NO4S/c1-11-15(12-7-9-14(10-8-12)22(18,19)20)16(17-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H,18,19,20)/i1+1,11+1,17+1
• InChIKey: LLWOSCPRJRUVST-DBSSFUHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[5-(^1^3C)methyl-3-phenyl(5-^1^3C,2-^1^5N)-1,2-oxazol-4-yl]benzene-1-sulfonic acid
• IUPAC Traditional name: 4-[5-(^1^3C)methyl-3-phenyl(5-^1^3C,2-^1^5N)-1,2-oxazol-4-yl]benzenesulfonic acid
• Synonyms: 4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonic Acid-13C2,15N; Valdecoxib Impurity D-13C2,15N; Valdecoxib Sulfonic Acid-13C2,15N

Database IDs

• PubChem SID: 164235326
• PubChem CID: 71752898

CALCULATED PROPERTIES

• Acid pKa: -1.8944519
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.0221686
• LogD (pH = 7.4): 1.0221616
• Log P: 1.4020989
• Molar Refractivity: 83.1726 cm^3
• Polarizability: 34.549706 Å^3
• Polar Surface Area: 80.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - V090012

Labelled Valdecoxib Sulfonic Acid, a metabolite of the potent and specific inhibitor of cyclooxygenase-2, Valdecoxib (V090000).

REFERENCES

• Zhang, J.I. et al.: Drug Metab. Dispos., 31, 491 (2003)
• Yuan, J.J. et al.: Drug Metab. Dispos., 30, 1013 (2003)