(2S)-2-[2-(1H-indol-3-yl)acetamido]-4-methylpentanoic acid

• ChemBase ID: 138827
• Molecular Formular: C16H20N2O3
• Molecular Mass: 288.3416
• Monoisotopic Mass: 288.14739251
• SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)Cc1c[nH]c2c1cccc2
• Canonical SMILES: CC(C[C@@H](C(=O)O)NC(=O)Cc1c[nH]c2c1cccc2)C
• InChI: InChI=1S/C16H20N2O3/c1-10(2)7-14(16(20)21)18-15(19)8-11-9-17-13-6-4-3-5-12(11)13/h3-6,9-10,14,17H,7-8H2,1-2H3,(H,18,19)(H,20,21)/t14-/m0/s1
• InChIKey: HCZNPUHZYPPINM-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[2-(1H-indol-3-yl)acetamido]-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-[2-(1H-indol-3-yl)acetamido]-4-methylpentanoic acid
• Synonyms: N-(3-Indolylacetyl)-L-leucine; N-(3-吲哚乙酰基)-L-亮氨酸

Database IDs

• CAS Number: 36838-63-8
• MDL Number: MFCD00075335
• PubChem SID: 162233078
• PubChem CID: 688142

CALCULATED PROPERTIES

• Acid pKa: 4.2036567
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.1121217
• LogD (pH = 7.4): -0.60361785
• Log P: 2.4273472
• Molar Refractivity: 79.4231 cm^3
• Polarizability: 31.975258 Å^3
• Polar Surface Area: 82.19 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 198-200 °C(lit.)
• Optical Rotation: [α]20/D -17°, c = 3 in ethanol

Safety Information

• German water hazard class: 3

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C16H20N2O3
• Classification: Derivatives & analogs of Natural Compounds