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

• ChemBase ID: 58706
• Molecular Formular: C17H16N2O7
• Molecular Mass: 360.31814
• Monoisotopic Mass: 360.09575086
• SMILES: [C@H](C(=O)Oc1ccc(cc1)[N+](=O)[O-])(NC(=O)OCc1ccccc1)CO
• Canonical SMILES: OC[C@@H](C(=O)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)OCc1ccccc1
• InChI: InChI=1S/C17H16N2O7/c20-10-15(18-17(22)25-11-12-4-2-1-3-5-12)16(21)26-14-8-6-13(7-9-14)19(23)24/h1-9,15,20H,10-11H2,(H,18,22)/t15-/m0/s1
• InChIKey: WSSWIPRIDMKWQY-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitrophenyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoate
• IUPAC Traditional name: 4-nitrophenyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoate
• Synonyms: 4-Nitrophenyl N-[(benzyloxy)carbonyl]-L-serinate

Database IDs

• MDL Number: MFCD16618434
• PubChem SID: 162063469
• PubChem CID: 51342085

CALCULATED PROPERTIES

• Acid pKa: 12.295323
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.280826
• LogD (pH = 7.4): 2.2808213
• Log P: 2.2808263
• Molar Refractivity: 89.5924 cm^3
• Polarizability: 34.379803 Å^3
• Polar Surface Area: 130.68 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false