2-amino-4-{[1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid

• ChemBase ID: 104796
• Molecular Formular: C14H18N2O6
• Molecular Mass: 310.30252
• Monoisotopic Mass: 310.11648631
• SMILES: NC(CCC(=O)NC(Cc1ccc(O)cc1)C(=O)O)C(=O)O
• Canonical SMILES: O=C(NC(C(=O)O)Cc1ccc(cc1)O)CCC(C(=O)O)N
• InChI: InChI=1S/C14H18N2O6/c15-10(13(19)20)5-6-12(18)16-11(14(21)22)7-8-1-3-9(17)4-2-8/h1-4,10-11,17H,5-7,15H2,(H,16,18)(H,19,20)(H,21,22)
• InChIKey: VVLXCWVSSLFQDS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-{[1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: 2-amino-4-{[1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid
• Synonyms: γ-GLU-TYR

Database IDs

• CAS Number: 7432-23-7
• PubChem SID: 162091720
• PubChem CID: 5056755

CALCULATED PROPERTIES

• Acid pKa: 1.8061754
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.1679964
• LogD (pH = 7.4): -5.688064
• Log P: -2.4734185
• Molar Refractivity: 75.185 cm^3
• Polarizability: 29.565468 Å^3
• Polar Surface Area: 149.95 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true