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

• ChemBase ID: 146451
• Molecular Formular: C16H20N2O3
• Molecular Mass: 288.3416
• Monoisotopic Mass: 288.14739251
• SMILES: CC[C@H](C)[C@@H](C(=O)O)NC(=O)Cc1c[nH]c2c1cccc2
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)O)NC(=O)Cc1c[nH]c2c1cccc2)C
• InChI: InChI=1S/C16H20N2O3/c1-3-10(2)15(16(20)21)18-14(19)8-11-9-17-13-7-5-4-6-12(11)13/h4-7,9-10,15,17H,3,8H2,1-2H3,(H,18,19)(H,20,21)/t10-,15-/m0/s1
• InChIKey: WPTUQMUCTTVOFW-BONVTDFDSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 57105-45-0
• MDL Number: MFCD00075401
• PubChem SID: 162240647; 24861535
• PubChem CID: 644226

CALCULATED PROPERTIES

• Acid pKa: 4.1999583
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.1865759
• LogD (pH = 7.4): -0.52818394
• Log P: 2.505301
• Molar Refractivity: 79.3461 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: 182-183 °C(lit.)
• Optical Rotation: [α]20/D +6°, c = 3 in methanol

Safety Information

• German water hazard class: 3

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C16H20N2O3

DETAILS

Sigma Aldrich - 347914

Packaging
1 g in glass bottle