1-({4-[(4-hydroxy-3-methylphenyl)amino]pyridin-3-yl}sulfonyl)-3-(propan-2-yl)urea

• ChemBase ID: 171388
• Molecular Formular: C16H20N4O4S
• Molecular Mass: 364.4194
• Monoisotopic Mass: 364.12052614
• SMILES: c1(cnccc1Nc1ccc(c(c1)C)O)S(=O)(=O)NC(=O)NC(C)C
• Canonical SMILES: CC(NC(=O)NS(=O)(=O)c1cnccc1Nc1ccc(c(c1)C)O)C
• InChI: InChI=1S/C16H20N4O4S/c1-10(2)18-16(22)20-25(23,24)15-9-17-7-6-13(15)19-12-4-5-14(21)11(3)8-12/h4-10,21H,1-3H3,(H,17,19)(H2,18,20,22)
• InChIKey: BJCCDWZGWOVSPR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-({4-[(4-hydroxy-3-methylphenyl)amino]pyridin-3-yl}sulfonyl)-3-(propan-2-yl)urea
• IUPAC Traditional name: 1-{4-[(4-hydroxy-3-methylphenyl)amino]pyridin-3-ylsulfonyl}-3-isopropylurea
• Synonyms: 4-[(4-Hydroxy-3-methylphenyl)amino]-N-[[(1-methylethyl)amino]carbonyl]-3-pyridinesulfonamide; AC 3535; 4'-Hydroxy Torsemide

Database IDs

• CAS Number: 99300-67-1
• PubChem SID: 164227298
• PubChem CID: 23656876

CALCULATED PROPERTIES

• Acid pKa: 5.9226804
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.5194576
• LogD (pH = 7.4): 0.8151978
• Log P: 1.5595361
• Molar Refractivity: 93.874 cm^3
• Polarizability: 36.44273 Å^3
• Polar Surface Area: 120.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H969985

A metabolite of Torsemide (T548750).

REFERENCES

• Besenfelder, E., et al.: J. Pharm. Biomed. Anal., 5, 259 (1987)
• Vormfelde, S., et al.: Clin. Pharmacol. Ther., 76, 557 (1987)