(2S)-2-{[(tert-butoxy)carbonyl]amino}-5,5,5-trifluoro-4-(trifluoromethyl)pentanoic acid

• ChemBase ID: 98268
• Molecular Formular: C11H15F6NO4
• Molecular Mass: 339.2315192
• Monoisotopic Mass: 339.09052729
• SMILES: N([C@H](C(=O)O)CC(C(F)(F)F)C(F)(F)F)C(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)CC(C(F)(F)F)C(F)(F)F
• InChI: InChI=1S/C11H15F6NO4/c1-9(2,3)22-8(21)18-5(7(19)20)4-6(10(12,13)14)11(15,16)17/h5-6H,4H2,1-3H3,(H,18,21)(H,19,20)/t5-/m0/s1
• InChIKey: HFAWVIMMJIVSGE-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-5,5,5-trifluoro-4-(trifluoromethyl)pentanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-5,5,5-trifluoro-4-(trifluoromethyl)pentanoic acid
• Synonyms: 2-Amino-4-(trifluoromethyl)-5,5,5-trifluoropentanoic acid, N-BOC protected; (L)-5,5,5,5',5',5'-Hexafluoroleucine, N-BOC protected

Database IDs

• MDL Number: MFCD08532480
• PubChem SID: 162084718
• PubChem CID: 26599223

CALCULATED PROPERTIES

• Acid pKa: 3.2976344
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.43883055
• LogD (pH = 7.4): -0.84795403
• Log P: 2.6265173
• Molar Refractivity: 60.8343 cm^3
• Polarizability: 22.964691 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true