2-acetamido-4-(1H-indol-3-yl)butanoic acid

• ChemBase ID: 91831
• Molecular Formular: C14H16N2O3
• Molecular Mass: 260.28844
• Monoisotopic Mass: 260.11609238
• SMILES: [nH]1c2c(cccc2)c(c1)CCC(C(=O)O)NC(=O)C
• Canonical SMILES: CC(=O)NC(C(=O)O)CCc1c[nH]c2c1cccc2
• InChI: InChI=1S/C14H16N2O3/c1-9(17)16-13(14(18)19)7-6-10-8-15-12-5-3-2-4-11(10)12/h2-5,8,13,15H,6-7H2,1H3,(H,16,17)(H,18,19)
• InChIKey: TZVGIHUGMJIKMD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-acetamido-4-(1H-indol-3-yl)butanoic acid
• IUPAC Traditional name: 2-acetamido-4-(1H-indol-3-yl)butanoic acid
• Synonyms: a-Acetamido-g-(3-indole)butanoic acid; N-Acetyl-D,L-homotryptophan; α-Acetamido-γ-(3-indole)-butyric Acid

Database IDs

• CAS Number: 205813-00-9
• MDL Number: MFCD00189457
• PubChem SID: 162078529
• PubChem CID: 2735247

CALCULATED PROPERTIES

• Acid pKa: 4.178075
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.1003325
• LogD (pH = 7.4): -1.6084636
• Log P: 1.4397923
• Molar Refractivity: 70.2476 cm^3
• Polarizability: 28.293064 Å^3
• Polar Surface Area: 82.19 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 102-106°C; 112-113°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Irritant

REFERENCES

• J. Am. Chem. Soc., 70, 1962 (1948)