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

• ChemBase ID: 39213
• Molecular Formular: C16H20N2O5
• Molecular Mass: 320.3404
• Monoisotopic Mass: 320.13722175
• SMILES: c1(ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)O
• Canonical SMILES: OC(=O)[C@H](Cc1c[nH]c2c1cc(O)cc2)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C16H20N2O5/c1-16(2,3)23-15(22)18-13(14(20)21)6-9-8-17-12-5-4-10(19)7-11(9)12/h4-5,7-8,13,17,19H,6H2,1-3H3,(H,18,22)(H,20,21)/t13-/m0/s1
• InChIKey: JELADEDZLOFFTA-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD00270732
• PubChem SID: 161002520
• PubChem CID: 11404411

CALCULATED PROPERTIES

• Acid pKa: 3.8775344
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 0.737516
• LogD (pH = 7.4): -0.8631426
• Log P: 2.3649092
• Molar Refractivity: 83.0567 cm^3
• Polarizability: 33.29622 Å^3
• Polar Surface Area: 111.65 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false