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

• ChemBase ID: 39208
• Molecular Formular: C23H26N2O5
• Molecular Mass: 410.46294
• Monoisotopic Mass: 410.18417194
• SMILES: c1(ccc2c(c1)c(c[nH]2)CC(C(=O)O)NC(=O)OC(C)(C)C)OCc1ccccc1
• Canonical SMILES: O=C(OC(C)(C)C)NC(C(=O)O)Cc1c[nH]c2c1cc(OCc1ccccc1)cc2
• InChI: InChI=1S/C23H26N2O5/c1-23(2,3)30-22(28)25-20(21(26)27)11-16-13-24-19-10-9-17(12-18(16)19)29-14-15-7-5-4-6-8-15/h4-10,12-13,20,24H,11,14H2,1-3H3,(H,25,28)(H,26,27)
• InChIKey: HPOOZLUZMYIOFF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD02682352
• PubChem SID: 161002515
• PubChem CID: 15541791

CALCULATED PROPERTIES

• Acid pKa: 3.8413568
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.5730133
• LogD (pH = 7.4): 0.99237573
• Log P: 4.235276
• Molar Refractivity: 112.1516 cm^3
• Polarizability: 44.7761 Å^3
• Polar Surface Area: 100.65 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false