4-[5-(hydroxymethyl)-3-phenyl-1,2-oxazol-4-yl]benzene-1-sulfonamide

• ChemBase ID: 171431
• Molecular Formular: C16H14N2O4S
• Molecular Mass: 330.35836
• Monoisotopic Mass: 330.06742794
• SMILES: c1cc(ccc1c1c(onc1c1ccccc1)CO)S(=O)(=O)N
• Canonical SMILES: OCc1onc(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)
• InChIKey: UJSFKTUZOASIPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[5-(hydroxymethyl)-3-phenyl-1,2-oxazol-4-yl]benzene-1-sulfonamide
• IUPAC Traditional name: 4-[5-(hydroxymethyl)-3-phenyl-1,2-oxazol-4-yl]benzenesulfonamide
• Synonyms: 4-[5-(Hydroxymethyl)-3-phenyl-4-isoxazolyl]-benzenesulfonamide; 1-Hydroxy Valdecoxib

Database IDs

• CAS Number: 181695-81-8
• PubChem SID: 164227341
• PubChem CID: 9818888

CALCULATED PROPERTIES

• 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
• Acid pKa: 10.024238
• H Acceptors: 4
• H Donor: 2

DETAILS

Toronto Research Chemicals - H991500

Valdecoxib metabolite.

REFERENCES

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