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

• ChemBase ID: 39217
• Molecular Formular: C17H22N2O4
• Molecular Mass: 318.36758
• Monoisotopic Mass: 318.15795719
• SMILES: c1(ccc2c(c1)c(c[nH]2)CC(C(=O)O)NC(=O)OC(C)(C)C)C
• Canonical SMILES: O=C(OC(C)(C)C)NC(C(=O)O)Cc1c[nH]c2c1cc(C)cc2
• InChI: InChI=1S/C17H22N2O4/c1-10-5-6-13-12(7-10)11(9-18-13)8-14(15(20)21)19-16(22)23-17(2,3)4/h5-7,9,14,18H,8H2,1-4H3,(H,19,22)(H,20,21)
• InChIKey: LXTPSKBAIKOFNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD02682374
• PubChem SID: 161002524
• PubChem CID: 15177508

CALCULATED PROPERTIES

• Acid pKa: 4.1844273
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.848461
• LogD (pH = 7.4): 0.13790381
• Log P: 3.1818957
• Molar Refractivity: 86.117 cm^3
• Polarizability: 34.434868 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