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

• ChemBase ID: 302110
• Molecular Formular: C19H18N2O4
• Molecular Mass: 338.35722
• Monoisotopic Mass: 338.12665707
• SMILES: c1ccc(cc1)COC(=O)N[C@H](Cc1c[nH]c2c1cccc2)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)O)Cc1c[nH]c2c1cccc2)OCc1ccccc1
• InChI: InChI=1S/C19H18N2O4/c22-18(23)17(10-14-11-20-16-9-5-4-8-15(14)16)21-19(24)25-12-13-6-2-1-3-7-13/h1-9,11,17,20H,10,12H2,(H,21,24)(H,22,23)/t17-/m1/s1
• InChIKey: AHYFYYVVAXRMKB-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid
• Synonyms: N(alpha)-Cbz-D-tryptophan; Z-D-Trp-OH; N(alpha)-Benzyloxycarbonyl-D-tryptophan; N(α)-苄氧羰基-D-色氨酸

Database IDs

• CAS Number: 2279-15-4
• MDL Number: MFCD00037945
• Beilstein Number: 96744

CALCULATED PROPERTIES

• Acid pKa: 3.962492
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.7934636
• LogD (pH = 7.4): 0.15880096
• Log P: 3.3389878
• Molar Refractivity: 91.8828 cm^3
• Polarizability: 36.733925 Å^3
• Polar Surface Area: 91.42 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 122-124°C
• Optical Rotation: -3.1 (c=3 in acetic acid)

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 98+%