2-benzyl-2-{[(benzyloxy)carbonyl]amino}-3,3,3-trifluoropropanoic acid

• ChemBase ID: 94674
• Molecular Formular: C18H16F3NO4
• Molecular Mass: 367.3191496
• Monoisotopic Mass: 367.10314266
• SMILES: N(C(=O)OCc1ccccc1)C(Cc1ccccc1)(C(F)(F)F)C(=O)O
• Canonical SMILES: O=C(NC(C(F)(F)F)(C(=O)O)Cc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C18H16F3NO4/c19-18(20,21)17(15(23)24,11-13-7-3-1-4-8-13)22-16(25)26-12-14-9-5-2-6-10-14/h1-10H,11-12H2,(H,22,25)(H,23,24)
• InChIKey: PXBSQCFFRSRVMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-benzyl-2-{[(benzyloxy)carbonyl]amino}-3,3,3-trifluoropropanoic acid
• IUPAC Traditional name: 2-benzyl-2-{[(benzyloxy)carbonyl]amino}-3,3,3-trifluoropropanoic acid
• Synonyms: N-[(Benzyloxy)carbonyl]-alpha-(trifluoromethyl)phenylalanine; alpha-(Trifluoromethyl)-DL-phenylalanine, N-CBZ protected 97%

Database IDs

• MDL Number: MFCD07777233
• PubChem SID: 162081328
• PubChem CID: 44717317

CALCULATED PROPERTIES

• Acid pKa: 3.8569434
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.6240568
• LogD (pH = 7.4): 1.0357221
• Log P: 4.2712803
• Molar Refractivity: 86.2111 cm^3
• Polarizability: 32.73117 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant