4-{5-[hydroxy(13C)methyl]-3-phenyl(5-13C,2-15N)-1,2-oxazol-4-yl}benzene-1-sulfonamide

• ChemBase ID: 171432
• Molecular Formular: C16H14N2O4S
• Molecular Mass: 333.33707857
• Monoisotopic Mass: 333.07117251
• SMILES: c1cc(ccc1c1[13c](o[15n]c1c1ccccc1)[13CH2]O)S(=O)(=O)N
• Canonical SMILES: O[13CH2][13c]1o[15n]c(c1c1ccc(cc1)S(=O)(=O)N)c1ccccc1
• InChI: InChI=1S/C16H14N2O4S/c17-23(20,21)13-8-6-11(7-9-13)15-14(10-19)22-18-16(15)12-4-2-1-3-5-12/h1-9,19H,10H2,(H2,17,20,21)/i10+1,14+1,18+1
• InChIKey: UJSFKTUZOASIPA-URAPMWEKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{5-[hydroxy(^1^3C)methyl]-3-phenyl(5-^1^3C,2-^1^5N)-1,2-oxazol-4-yl}benzene-1-sulfonamide
• IUPAC Traditional name: 4-{5-[hydroxy(^1^3C)methyl]-3-phenyl(5-^1^3C,2-^1^5N)-1,2-oxazol-4-yl}benzenesulfonamide
• Synonyms: 4-[5-(Hydroxymethyl)-3-phenyl-4-isoxazolyl]-benzenesulfonamide-13C2,15N; 1-Hydroxy Valdecoxib-13C2,15N

Database IDs

• PubChem SID: 164227342
• PubChem CID: 71749410

CALCULATED PROPERTIES

• Acid pKa: 10.024238
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.7767627
• LogD (pH = 7.4): 1.7758615
• Log P: 1.7767744
• Molar Refractivity: 86.2517 cm^3
• Polarizability: 35.946983 Å^3
• Polar Surface Area: 106.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H991502

Labelled Valdecoxib metabolite.

REFERENCES

• Molmoori, V., et al.: App. Biochem. Biotechnol., 144, 201 (2008)
• Srisailam, K., et al.: J. Microbiol. Biotechnol., 20, 809 (2008)