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

• ChemBase ID: 39226
• Molecular Formular: C17H22N2O4
• Molecular Mass: 318.36758
• Monoisotopic Mass: 318.15795719
• SMILES: c1ccc2c(c1)c(c[nH]2)CC(C)(C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(NC(C(=O)O)(Cc1c[nH]c2c1cccc2)C)OC(C)(C)C
• InChI: InChI=1S/C17H22N2O4/c1-16(2,3)23-15(22)19-17(4,14(20)21)9-11-10-18-13-8-6-5-7-12(11)13/h5-8,10,18H,9H2,1-4H3,(H,19,22)(H,20,21)
• InChIKey: LJPMZDOWNYFYCN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD02682649
• PubChem SID: 161002533
• PubChem CID: 10448581

CALCULATED PROPERTIES

• Acid pKa: 4.1258163
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.7121121
• LogD (pH = 7.4): 0.018707143
• Log P: 3.1012404
• Molar Refractivity: 85.7891 cm^3
• Polarizability: 34.51262 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