N-{2-[4-hydroxy(2H4)phenoxy]-4-nitrophenyl}methanesulfonamide

• ChemBase ID: 170960
• Molecular Formular: C13H12N2O6S
• Molecular Mass: 324.30918
• Monoisotopic Mass: 324.04160711
• SMILES: c1(ccc(cc1Oc1ccc(cc1)O)[N+](=O)[O-])NS(=O)(=O)C
• Canonical SMILES: Oc1ccc(cc1)Oc1cc(ccc1NS(=O)(=O)C)[N+](=O)[O-]
• InChI: InChI=1S/C13H12N2O6S/c1-22(19,20)14-12-7-2-9(15(17)18)8-13(12)21-11-5-3-10(16)4-6-11/h2-8,14,16H,1H3
• InChIKey: XYHFQSKAUPPPBY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[4-hydroxy(^2H₄)phenoxy]-4-nitrophenyl}methanesulfonamide
• IUPAC Traditional name: N-{2-[4-hydroxy(^2H₄)phenoxy]-4-nitrophenyl}methanesulfonamide
• Synonyms: N-[2-(4-Hydroxyphenoxy-d4)-4-nitrophenyl]methanesulfonamide; 4-Hydroxynimesulide-d4; 4'-Hydroxy Nimesulide-d4

Database IDs

• PubChem SID: 164226870
• PubChem CID: 71749202

CALCULATED PROPERTIES

• Acid pKa: 6.8543243
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.4664679
• LogD (pH = 7.4): 0.9688114
• Log P: 1.483091
• Molar Refractivity: 78.2876 cm^3
• Polarizability: 30.423765 Å^3
• Polar Surface Area: 121.45 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948562

The main labelled metabolite of Nimesulide (N477500).

REFERENCES

• Facino, R.M., et al.: Drugs, 46 (Suppl1),15 (1993)
• Westphal, J., et al.: J. Antimicrob. Chemother., 33, 387 (1993)
• Castell, J., et al.: Cell Biol. Toxicol., 13, 331 (1993)
• Georges, H., et al.: Life Sci., 65, 151 (1993)
• Singla, A.K., et al.: J. Pharm.