4-{5-[4-(hydroxymethyl)phenyl]-3-(trifluoromethyl)-1H-pyrazol-1-yl}benzene-1-sulfonamide

• ChemBase ID: 170782
• Molecular Formular: C17H14F3N3O3S
• Molecular Mass: 397.3715696
• Monoisotopic Mass: 397.07079698
• SMILES: c1c(n(nc1C(F)(F)F)c1ccc(cc1)S(=O)(=O)N)c1ccc(cc1)CO
• Canonical SMILES: OCc1ccc(cc1)c1cc(nn1c1ccc(cc1)S(=O)(=O)N)C(F)(F)F
• InChI: InChI=1S/C17H14F3N3O3S/c18-17(19,20)16-9-15(12-3-1-11(10-24)2-4-12)23(22-16)13-5-7-14(8-6-13)27(21,25)26/h1-9,24H,10H2,(H2,21,25,26)
• InChIKey: ICRSYPPLGADZKA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{5-[4-(hydroxymethyl)phenyl]-3-(trifluoromethyl)-1H-pyrazol-1-yl}benzene-1-sulfonamide
• IUPAC Traditional name: 4-{5-[4-(hydroxymethyl)phenyl]-3-(trifluoromethyl)pyrazol-1-yl}benzenesulfonamide
• Synonyms: 4-[5-[4-(Hydroxymethyl)phenyl]-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide; Hydroxy Celecoxib

Database IDs

• CAS Number: 170571-00-3
• PubChem SID: 164226692
• PubChem CID: 9908776

CALCULATED PROPERTIES

• Acid pKa: 10.701112
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.7286677
• LogD (pH = 7.4): 2.7284784
• Log P: 2.7286706
• Molar Refractivity: 94.0089 cm^3
• Polarizability: 37.118717 Å^3
• Polar Surface Area: 98.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H946580

A metabolite of Celecoxib (C251000).

REFERENCES

• Penning, T., et al.: J. Med. Chem., 40, 1347 (1997)
• Paulson, S., et al.: Drug Metab. Dispos., 28, 308 (1997)
• Kirchheiner, J., et al.: Clin. Pharmacol. Ther., 71, 286 (1997)