4-{2-[(5-chloro-2-methoxyphenyl)formamido]ethyl}benzene-1-sulfonic acid

• ChemBase ID: 164372
• Molecular Formular: C16H16ClNO5S
• Molecular Mass: 369.81994
• Monoisotopic Mass: 369.0437713
• SMILES: c1(ccc(c(c1)C(=O)NCCc1ccc(cc1)S(=O)(=O)O)OC)Cl
• Canonical SMILES: COc1ccc(cc1C(=O)NCCc1ccc(cc1)S(=O)(=O)O)Cl
• InChI: InChI=1S/C16H16ClNO5S/c1-23-15-7-4-12(17)10-14(15)16(19)18-9-8-11-2-5-13(6-3-11)24(20,21)22/h2-7,10H,8-9H2,1H3,(H,18,19)(H,20,21,22)
• InChIKey: PTQOLPXVAGTTDK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[(5-chloro-2-methoxyphenyl)formamido]ethyl}benzene-1-sulfonic acid
• IUPAC Traditional name: 4-{2-[(5-chloro-2-methoxyphenyl)formamido]ethyl}benzenesulfonic acid
• Synonyms: 4-[2-[(5-Chloro-2-methoxybenzoyl)amino]ethyl]benzenesulfonic Acid; p-[2-(5-Chloro-o-anisamido)ethyl]benzenesulfonic Acid; p-[2-[(5-Chloro-2-methoxybenzoyl)amino]ethyl]benzenesulfonic Acid

Database IDs

• CAS Number: 33924-53-7
• PubChem SID: 162258507
• PubChem CID: 10044620

CALCULATED PROPERTIES

• Acid pKa: -2.1965573
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.31158
• LogD (pH = 7.4): 0.31157768
• Log P: 0.7052787
• Molar Refractivity: 91.2912 cm^3
• Polarizability: 35.49477 Å^3
• Polar Surface Area: 92.7 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C367915

A membrane-impermeant Glibenclamide analogue.

REFERENCES

• Meyer, M., et al.: Br. J. Pharmacol., 128, 27 (1999)