2-amino-3-(1H-indol-3-yl)propanamide hydrochloride

• ChemBase ID: 104769
• Molecular Formular: C11H14ClN3O
• Molecular Mass: 239.70136
• Monoisotopic Mass: 239.08253976
• SMILES: Cl.NC(Cc1c[nH]c2ccccc12)C(=O)N
• Canonical SMILES: NC(=O)C(Cc1c[nH]c2c1cccc2)N.Cl
• InChI: InChI=1S/C11H13N3O.ClH/c12-9(11(13)15)5-7-6-14-10-4-2-1-3-8(7)10;/h1-4,6,9,14H,5,12H2,(H2,13,15);1H
• InChIKey: WOBDANBSEWOYKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(1H-indol-3-yl)propanamide hydrochloride
• IUPAC Traditional name: tryptophan amide hydrochloride
• Synonyms: α-Amino-1H-indole-3-propanamide Hydrochloride; D,L-Tryptophanamide Hydrochloride; DL-TRYPTOPHANAMIDE

Database IDs

• CAS Number: 67607-61-8
• PubChem SID: 162092032
• PubChem CID: 178777

CALCULATED PROPERTIES

• Acid pKa: 15.949795
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): -1.994071
• LogD (pH = 7.4): -0.2996021
• Log P: 0.36943445
• Molar Refractivity: 58.025 cm^3
• Polarizability: 23.807716 Å^3
• Polar Surface Area: 84.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 224-227°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

MP Biomedicals - 02157153

Hydrochloride

Toronto Research Chemicals - T895500

An amino acid amide used as a substrate for studying the action of aminopeptidase enzyme.Note: The isomer L-Tryptophanamide, Hydrochloride is also available as Catalogue Number T895505

REFERENCES

• Smith, E.L., et al.: J. Biol. Chem., 180, 1209 (1949)