2-{[(tert-butoxy)carbonyl]amino}-3-(5-chloro-1H-indol-3-yl)propanoic acid

• ChemBase ID: 39210
• Molecular Formular: C16H19ClN2O4
• Molecular Mass: 338.78606
• Monoisotopic Mass: 338.10333478
• SMILES: c1(ccc2c(c1)c(c[nH]2)CC(C(=O)O)NC(=O)OC(C)(C)C)Cl
• Canonical SMILES: OC(=O)C(Cc1c[nH]c2c1cc(Cl)cc2)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C16H19ClN2O4/c1-16(2,3)23-15(22)19-13(14(20)21)6-9-8-18-12-5-4-10(17)7-11(9)12/h4-5,7-8,13,18H,6H2,1-3H3,(H,19,22)(H,20,21)
• InChIKey: PZZXAZAYKCNQAL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(tert-butoxy)carbonyl]amino}-3-(5-chloro-1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: 2-[(tert-butoxycarbonyl)amino]-3-(5-chloro-1H-indol-3-yl)propanoic acid
• Synonyms: Boc-5-chloro-DL-tryptophan

Database IDs

• MDL Number: MFCD09264328
• PubChem SID: 161002517
• PubChem CID: 22309411

CALCULATED PROPERTIES

• Acid pKa: 3.9742153
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.7382666
• LogD (pH = 7.4): 0.09884656
• Log P: 3.272519
• Molar Refractivity: 85.8806 cm^3
• Polarizability: 34.566727 Å^3
• Polar Surface Area: 91.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false