N-[2-(4-{[(cyclohexylcarbamoyl)amino]sulfonyl}phenyl)ethyl]-6-methylpyrazine-2-carboxamide

• ChemBase ID: 166553
• Molecular Formular: C21H27N5O4S
• Molecular Mass: 445.53518
• Monoisotopic Mass: 445.17837537
• SMILES: n1c(cncc1C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)NC1CCCCC1)C
• Canonical SMILES: Cc1cncc(n1)C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)NC1CCCCC1
• InChI: InChI=1S/C21H27N5O4S/c1-15-13-22-14-19(24-15)20(27)23-12-11-16-7-9-18(10-8-16)31(29,30)26-21(28)25-17-5-3-2-4-6-17/h7-10,13-14,17H,2-6,11-12H2,1H3,(H,23,27)(H2,25,26,28)
• InChIKey: UARTXGOLEHZWRF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(4-{[(cyclohexylcarbamoyl)amino]sulfonyl}phenyl)ethyl]-6-methylpyrazine-2-carboxamide
• IUPAC Traditional name: N-(2-{4-[(cyclohexylcarbamoyl)aminosulfonyl]phenyl}ethyl)-6-methylpyrazine-2-carboxamide
• Synonyms: N-[2-[4-[[[(Cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-6-methyl-2-pyrazinecarboxamide; 5-Desmethyl-6-methyl Glipizide

Database IDs

• CAS Number: 66375-96-0
• PubChem SID: 162260686
• PubChem CID: 71315772

CALCULATED PROPERTIES

• Acid pKa: 4.3201833
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.65441614
• LogD (pH = 7.4): 0.48646373
• Log P: 1.4266123
• Molar Refractivity: 115.6178 cm^3
• Polarizability: 45.1274 Å^3
• Polar Surface Area: 130.15 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D292550

Glipizide (G410225) impurity.

REFERENCES

• Hoizey, G., et al.: Clin. Chem., 51, 1666 (2005)
• Singh, S., et al.: J. Pharm. Biomed. Anal., 41, 1037 (2005)