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

• ChemBase ID: 5582
• Molecular Formular: C15H18N2O3
• Molecular Mass: 274.31502
• Monoisotopic Mass: 274.13174245
• SMILES: O=C(N[C@H](C(=O)O)C(C)C)Cc1c[nH]c2ccccc12
• Canonical SMILES: O=C(Cc1c[nH]c2c1cccc2)N[C@H](C(=O)O)C(C)C
• InChI: InChI=1S/C15H18N2O3/c1-9(2)14(15(19)20)17-13(18)7-10-8-16-12-6-4-3-5-11(10)12/h3-6,8-9,14,16H,7H2,1-2H3,(H,17,18)(H,19,20)/t14-/m0/s1
• InChIKey: AZEGJHGXTSUPPG-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[2-(1H-indol-3-yl)acetamido]-3-methylbutanoic acid
• IUPAC Traditional name: (2S)-2-[2-(1H-indol-3-yl)acetamido]-3-methylbutanoic acid
• Synonyms: N-(3-Indolylacetyl)-L-valine; N-[1H-INDOL-3-YL-ACETYL]VALINE ACID; N-(3-吲哚乙酰基)-L-缬氨酸

Database IDs

• CAS Number: 57105-42-7
• MDL Number: MFCD00075402
• PubChem SID: 99444424; 160969010; 24861536
• PubChem CID: 446641

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.154071
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.6984864
• LogD (pH = 7.4): -1.0034429
• Log P: 2.0607324
• Molar Refractivity: 74.7451 cm^3
• Polarizability: 30.133419 Å^3
• Polar Surface Area: 82.19 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.09
• LOG S: -3.04
• Solubility (Water): 2.49e-01 g/l

PROPERTIES

Physical Property

• Melting Point: 196-199 °C(lit.)
• Optical Rotation: [α]20/D +9.2°, c = 3 in ethanol

Safety Information

• German water hazard class: 3

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C15H18N2O3
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

DrugBank - DB07953

Drug information: experimental

Sigma Aldrich - 347922

Packaging
1 g in glass bottle