4-methyl-2-{2-[(propan-2-yl)amino]ethyl}-2-(pyridin-2-yl)pentanamide

• ChemBase ID: 166324
• Molecular Formular: C16H27N3O
• Molecular Mass: 277.40508
• Monoisotopic Mass: 277.2154125
• SMILES: CC(CC(CCNC(C)C)(C(=O)N)c1ccccn1)C
• Canonical SMILES: CC(CC(c1ccccn1)(C(=O)N)CCNC(C)C)C
• InChI: InChI=1S/C16H27N3O/c1-12(2)11-16(15(17)20,8-10-18-13(3)4)14-7-5-6-9-19-14/h5-7,9,12-13,18H,8,10-11H2,1-4H3,(H2,17,20)
• InChIKey: LOOAPMDVMHIKDJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-2-{2-[(propan-2-yl)amino]ethyl}-2-(pyridin-2-yl)pentanamide
• IUPAC Traditional name: 2-[2-(isopropylamino)ethyl]-4-methyl-2-(pyridin-2-yl)pentanamide
• Synonyms: α-[2-[(1-Methylethyl)amino]ethyl]-α-(2-methylpropyl)-2-pyridineacetamide; CM 40534; N-Desisopropyl Pentisomide

Database IDs

• CAS Number: 106132-93-8
• PubChem SID: 162260457
• PubChem CID: 129207

CALCULATED PROPERTIES

• Acid pKa: 16.328503
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.871247
• LogD (pH = 7.4): -0.27330905
• Log P: 2.354358
• Molar Refractivity: 81.6142 cm^3
• Polarizability: 32.425156 Å^3
• Polar Surface Area: 68.01 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D290200

A major metabolite of Pentisomide.

REFERENCES

• Kuhlkamp, V., et al.: Int. J. Cardiol., 36, 69 (1992)
• Yuan, S., et al.: Cardiovasc. Drug Rev., 11, 74 (1993)