(2S)-2,6-di{[(benzyloxy)carbonyl]amino}-6-oxohexanoic acid

• ChemBase ID: 162180
• Molecular Formular: C22H24N2O7
• Molecular Mass: 428.43516
• Monoisotopic Mass: 428.15835112
• SMILES: N(C(=O)CCC[C@@H](C(=O)O)NC(=O)OCc1ccccc1)C(=O)OCc1ccccc1
• Canonical SMILES: O=C(NC(=O)OCc1ccccc1)CCC[C@@H](C(=O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C22H24N2O7/c25-19(24-22(29)31-15-17-10-5-2-6-11-17)13-7-12-18(20(26)27)23-21(28)30-14-16-8-3-1-4-9-16/h1-6,8-11,18H,7,12-15H2,(H,23,28)(H,26,27)(H,24,25,29)/t18-/m0/s1
• InChIKey: JBZGUCKHGQNWDY-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2,6-di{[(benzyloxy)carbonyl]amino}-6-oxohexanoic acid
• IUPAC Traditional name: (2S)-2,6-di{[(benzyloxy)carbonyl]amino}-6-oxohexanoic acid
• Synonyms: 6-Oxo-N2,N6-bis[(phenylmethoxy)carbonyl]-L-lysine; N2,N6-Bis(benzyloxycarbonyl)-L-homoglutamine

Database IDs

• CAS Number: 88462-80-0
• PubChem SID: 162256315
• PubChem CID: 13876437

CALCULATED PROPERTIES

• Acid pKa: 3.4793684
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.1888835
• LogD (pH = 7.4): -0.20887156
• Log P: 3.2007475
• Molar Refractivity: 109.193 cm^3
• Polarizability: 42.798832 Å^3
• Polar Surface Area: 131.03 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B410900

Protected L-homoglutamine.