3-(6-chloro-1H-indol-3-yl)-2-acetamidopropanoic acid

• ChemBase ID: 159148
• Molecular Formular: C13H13ClN2O3
• Molecular Mass: 280.70692
• Monoisotopic Mass: 280.06146997
• SMILES: c1c(cc2c(c1)c(c[nH]2)CC(NC(=O)C)C(=O)O)Cl
• Canonical SMILES: CC(=O)NC(C(=O)O)Cc1c[nH]c2c1ccc(c2)Cl
• InChI: InChI=1S/C13H13ClN2O3/c1-7(17)16-12(13(18)19)4-8-6-15-11-5-9(14)2-3-10(8)11/h2-3,5-6,12,15H,4H2,1H3,(H,16,17)(H,18,19)
• InChIKey: LCLMWFCLWYOLIO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(6-chloro-1H-indol-3-yl)-2-acetamidopropanoic acid
• IUPAC Traditional name: 3-(6-chloro-1H-indol-3-yl)-2-acetamidopropanoic acid
• Synonyms: N-Acetyl-6-chloro-DL-tryptophan; N-Acetyl 6-Chlorotryptophan

Database IDs

• CAS Number: 50517-10-7
• PubChem SID: 162253283
• PubChem CID: 12878521

CALCULATED PROPERTIES

• Acid pKa: 3.8445501
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.05991477
• LogD (pH = 7.4): -1.6420873
• Log P: 1.5992683
• Molar Refractivity: 70.4514 cm^3
• Polarizability: 28.345158 Å^3
• Polar Surface Area: 82.19 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethyl Acetate; Methanol
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 170-173°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A168430

A derivative of 6-Chlorotryptophan.