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

• ChemBase ID: 39209
• Molecular Formular: C16H19BrN2O4
• Molecular Mass: 383.23706
• Monoisotopic Mass: 382.0528191
• SMILES: c1(ccc2c(c1)c(c[nH]2)CC(C(=O)O)NC(=O)OC(C)(C)C)Br
• Canonical SMILES: OC(=O)C(Cc1c[nH]c2c1cc(Br)cc2)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C16H19BrN2O4/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: DYUYEAWOUQONRU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD02682356
• PubChem SID: 161002516
• PubChem CID: 14728698

CALCULATED PROPERTIES

• Acid pKa: 3.3881814
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.3383559
• LogD (pH = 7.4): 0.03135396
• Log P: 3.437227
• Molar Refractivity: 88.6986 cm^3
• Polarizability: 35.480938 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