(2S)-5-(benzyloxy)-2-{[(tert-butoxy)carbonyl](methyl)amino}-5-oxopentanoic acid

• ChemBase ID: 39520
• Molecular Formular: C18H25NO6
• Molecular Mass: 351.3942
• Monoisotopic Mass: 351.16818753
• SMILES: N(C)([C@@H](CCC(=O)OCc1ccccc1)C(=O)O)C(=O)OC(C)(C)C
• Canonical SMILES: CN([C@H](C(=O)O)CCC(=O)OCc1ccccc1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C18H25NO6/c1-18(2,3)25-17(23)19(4)14(16(21)22)10-11-15(20)24-12-13-8-6-5-7-9-13/h5-9,14H,10-12H2,1-4H3,(H,21,22)/t14-/m0/s1
• InChIKey: NEJPFSNBCOTZHN-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-(benzyloxy)-2-{[(tert-butoxy)carbonyl](methyl)amino}-5-oxopentanoic acid
• IUPAC Traditional name: (2S)-5-(benzyloxy)-2-[(tert-butoxycarbonyl)(methyl)amino]-5-oxopentanoic acid
• Synonyms: Boc-Nalpha-methyl-L-glutamic acid gamma-benzyl ester

Database IDs

• MDL Number: MFCD00038756
• PubChem SID: 161002827
• PubChem CID: 7010606

CALCULATED PROPERTIES

• Acid pKa: 3.7873335
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.93984836
• LogD (pH = 7.4): -0.6138751
• Log P: 2.6542785
• Molar Refractivity: 90.4391 cm^3
• Polarizability: 35.665302 Å^3
• Polar Surface Area: 93.14 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false