(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(3-nitrophenyl)propanoic acid

• ChemBase ID: 38971
• Molecular Formular: C14H18N2O6
• Molecular Mass: 310.30252
• Monoisotopic Mass: 310.11648631
• SMILES: c1c(cc(cc1)C[C@H](C(=O)O)NC(=O)OC(C)(C)C)[N+](=O)[O-]
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H](C(=O)O)Cc1cccc(c1)[N+](=O)[O-]
• InChI: InChI=1S/C14H18N2O6/c1-14(2,3)22-13(19)15-11(12(17)18)8-9-5-4-6-10(7-9)16(20)21/h4-7,11H,8H2,1-3H3,(H,15,19)(H,17,18)/t11-/m1/s1
• InChIKey: OWTGPXDXLMNQKK-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(3-nitrophenyl)propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-nitrophenyl)propanoic acid
• Synonyms: 3-Nitro-L-phenylalanine, N-BOC protected; Boc-3-nitro-D-phenylalanine

Database IDs

• CAS Number: 158741-21-0; 131980-29-5
• MDL Number: MFCD01317702; MFCD01317033
• PubChem SID: 161002278
• PubChem CID: 7006625

CALCULATED PROPERTIES

• Acid pKa: 3.2116027
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.2433097
• LogD (pH = 7.4): -0.9336834
• Log P: 2.5096967
• Molar Refractivity: 77.314 cm^3
• Polarizability: 29.477283 Å^3
• Polar Surface Area: 121.45 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT; Irritant
• TSCA Listed: false