N-{2-[4-(acetamidosulfonyl)phenyl]ethyl}-5-methylpyrazine-2-carboxamide

• ChemBase ID: 166194
• Molecular Formular: C16H18N4O4S
• Molecular Mass: 362.40352
• Monoisotopic Mass: 362.10487608
• SMILES: n1cc(ncc1C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)C)C
• Canonical SMILES: CC(=O)NS(=O)(=O)c1ccc(cc1)CCNC(=O)c1cnc(cn1)C
• InChI: InChI=1S/C16H18N4O4S/c1-11-9-19-15(10-18-11)16(22)17-8-7-13-3-5-14(6-4-13)25(23,24)20-12(2)21/h3-6,9-10H,7-8H2,1-2H3,(H,17,22)(H,20,21)
• InChIKey: GGMCTFPPRDWMAP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[4-(acetamidosulfonyl)phenyl]ethyl}-5-methylpyrazine-2-carboxamide
• IUPAC Traditional name: N-{2-[4-(acetamidosulfonyl)phenyl]ethyl}-5-methylpyrazine-2-carboxamide
• Synonyms: N-[2-[4-[(Acetylamino)sulfonyl]phenyl]ethyl]-5-methyl-2-pyrazinecarboxamide; N-Des(cyclohexylaminocarbonyl)-N-acetyl Glipizide

Database IDs

• CAS Number: 104838-12-2
• PubChem SID: 162260327
• PubChem CID: 13641622

CALCULATED PROPERTIES

• Acid pKa: 4.278219
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.0474361
• LogD (pH = 7.4): -1.203194
• Log P: -0.26278877
• Molar Refractivity: 91.0302 cm^3
• Polarizability: 35.533806 Å^3
• Polar Surface Area: 118.12 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288995

Glipizide (G410225) impurity.

REFERENCES

• Egg, H., et al.: Archiv. Pharmazie, 319, 682 (1986)