(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(6-chloro-1H-indol-3-yl)propanoic acid

• ChemBase ID: 39220
• Molecular Formular: C16H19ClN2O4
• Molecular Mass: 338.78606
• Monoisotopic Mass: 338.10333478
• SMILES: c1c(cc2c(c1)c(c[nH]2)C[C@H](C(=O)O)NC(=O)OC(C)(C)C)Cl
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H](C(=O)O)Cc1c[nH]c2c1ccc(c2)Cl
• InChI: InChI=1S/C16H19ClN2O4/c1-16(2,3)23-15(22)19-13(14(20)21)6-9-8-18-12-7-10(17)4-5-11(9)12/h4-5,7-8,13,18H,6H2,1-3H3,(H,19,22)(H,20,21)/t13-/m1/s1
• InChIKey: QIUZGOVYNVWFFN-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(6-chloro-1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-(6-chloro-1H-indol-3-yl)propanoic acid
• Synonyms: Boc-6-chloro-D-tryptophan

Database IDs

• MDL Number: MFCD09750493
• PubChem SID: 161002527
• PubChem CID: 46737433

CALCULATED PROPERTIES

• Acid pKa: 3.97621
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.7401842
• LogD (pH = 7.4): 0.0999629
• Log P: 3.272519
• Molar Refractivity: 85.8806 cm^3
• Polarizability: 34.568546 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