4-nitrophenyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoate

• ChemBase ID: 102348
• Molecular Formular: C23H20N2O6
• Molecular Mass: 420.4147
• Monoisotopic Mass: 420.13213637
• SMILES: [O-][N+](=O)c1ccc(OC(=O)[C@H](Cc2ccccc2)NC(=O)OCc2ccccc2)cc1
• Canonical SMILES: O=C(N[C@H](C(=O)Oc1ccc(cc1)[N+](=O)[O-])Cc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C23H20N2O6/c26-22(31-20-13-11-19(12-14-20)25(28)29)21(15-17-7-3-1-4-8-17)24-23(27)30-16-18-9-5-2-6-10-18/h1-14,21H,15-16H2,(H,24,27)/t21-/m0/s1
• InChIKey: TVENQUPLPBPLGU-NRFANRHFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitrophenyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoate
• IUPAC Traditional name: 4-nitrophenyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoate
• Synonyms: N-CBZ-L-PHENYLALANINE-p-NITROPHENYL ESTER

Database IDs

• CAS Number: 2578-84-9
• EC Number: 219-938-9
• PubChem SID: 162089570
• PubChem CID: 151025

CALCULATED PROPERTIES

• Acid pKa: 12.691549
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.9840627
• LogD (pH = 7.4): 4.984061
• Log P: 4.9840627
• Molar Refractivity: 112.6677 cm^3
• Polarizability: 43.24565 Å^3
• Polar Surface Area: 110.45 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 02101257

Crystalline