(2S)-2-amino-3-[4-(2,2,2-trifluoroethyl)phenyl]propanoic acid

• ChemBase ID: 6224
• Molecular Formular: C11H12F3NO2
• Molecular Mass: 247.2136896
• Monoisotopic Mass: 247.08201329
• SMILES: FC(F)(F)Cc1ccc(cc1)C[C@H](N)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)Cc1ccc(cc1)CC(F)(F)F
• InChI: InChI=1S/C11H12F3NO2/c12-11(13,14)6-8-3-1-7(2-4-8)5-9(15)10(16)17/h1-4,9H,5-6,15H2,(H,16,17)/t9-/m0/s1
• InChIKey: VXIZYDKGLBPCAQ-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[4-(2,2,2-trifluoroethyl)phenyl]propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-[4-(2,2,2-trifluoroethyl)phenyl]propanoic acid
• Synonyms: 4-(2,2,2-TRIFLUOROETHYL)-L-PHENYLALANINE

Database IDs

• PubChem SID: 99445088; 160969649
• PubChem CID: 24764430

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.1360514
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.03665203
• LogD (pH = 7.4): -0.040171206
• Log P: -0.036647107
• Molar Refractivity: 55.5418 cm^3
• Polarizability: 20.87176 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.9
• LOG S: -2.83
• Solubility (Water): 3.63e-01 g/l

DETAILS

DrugBank - DB08617

Drug information: experimental