methyl 2-amino-3-(1H-indol-3-yl)-2-methylpropanoate

• ChemBase ID: 85117
• Molecular Formular: C13H16N2O2
• Molecular Mass: 232.27834
• Monoisotopic Mass: 232.12117776
• SMILES: [nH]1cc(c2ccccc12)CC(C(=O)OC)(N)C
• Canonical SMILES: COC(=O)C(Cc1c[nH]c2c1cccc2)(N)C
• InChI: InChI=1S/C13H16N2O2/c1-13(14,12(16)17-2)7-9-8-15-11-6-4-3-5-10(9)11/h3-6,8,15H,7,14H2,1-2H3
• InChIKey: RCUNGDZWHFRBBP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-amino-3-(1H-indol-3-yl)-2-methylpropanoate
• IUPAC Traditional name: methyl 2-amino-3-(1H-indol-3-yl)-2-methylpropanoate
• Synonyms: Methyl 2-amino-3-(1H-indol-3-yl)-2-methylpropanoate; α-Methyl-tryptophan Methyl Ester; α-Methyl-D,L-tryptophan Methyl Ester

Database IDs

• CAS Number: 114524-80-0
• MDL Number: MFCD00152138
• PubChem SID: 162072233
• PubChem CID: 2795140

CALCULATED PROPERTIES

• Acid pKa: 16.142262
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.09252223
• LogD (pH = 7.4): 1.5534997
• Log P: 1.755037
• Molar Refractivity: 65.6852 cm^3
• Polarizability: 27.042377 Å^3
• Polar Surface Area: 68.11 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 133-135°C; 139-142°C

Safety Information

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

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - M332000

A tryptophan derivative as tachykinin antagonist.

REFERENCES

• Marcus, A., et al.: J. Biol. Chem., 280, 11569 (2005)