(2R)-2-acetamido-3-[4-(propan-2-yloxy)phenyl]propanoic acid

• ChemBase ID: 73865
• Molecular Formular: C14H19NO4
• Molecular Mass: 265.30496
• Monoisotopic Mass: 265.13140809
• SMILES: N(C(=O)C)[C@H](Cc1ccc(cc1)OC(C)C)C(=O)O
• Canonical SMILES: CC(=O)N[C@@H](C(=O)O)Cc1ccc(cc1)OC(C)C
• InChI: InChI=1S/C14H19NO4/c1-9(2)19-12-6-4-11(5-7-12)8-13(14(17)18)15-10(3)16/h4-7,9,13H,8H2,1-3H3,(H,15,16)(H,17,18)/t13-/m1/s1
• InChIKey: SQJBTJQZZIXECF-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamido-3-[4-(propan-2-yloxy)phenyl]propanoic acid
• IUPAC Traditional name: (2R)-2-acetamido-3-(4-isopropoxyphenyl)propanoic acid
• Synonyms: (S)-N-Acetyl-4-isopropoxyphenylalanine; N-Acetyl-4-isopropoxy-L-phenylalanine

Database IDs

• MDL Number: MFCD03094607
• PubChem SID: 162038784
• PubChem CID: 2735249

CALCULATED PROPERTIES

• Acid pKa: 3.52098
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.4593276
• LogD (pH = 7.4): -1.8568414
• Log P: 1.5121734
• Molar Refractivity: 70.1907 cm^3
• Polarizability: 27.48201 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 182-186°C

Safety Information

• Storage Warning: Irritant