(3S)-3-{[(benzyloxy)carbonyl]amino}-5-(2,6-dichlorobenzoyloxy)-4-oxopentanoic acid

• ChemBase ID: 132542
• Molecular Formular: C20H17Cl2NO7
• Molecular Mass: 454.25748
• Monoisotopic Mass: 453.03820725
• SMILES: c1ccc(cc1)COC(=O)N[C@@H](CC(=O)O)C(=O)COC(=O)c1c(cccc1Cl)Cl
• Canonical SMILES: OC(=O)C[C@@H](C(=O)COC(=O)c1c(Cl)cccc1Cl)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C20H17Cl2NO7/c21-13-7-4-8-14(22)18(13)19(27)29-11-16(24)15(9-17(25)26)23-20(28)30-10-12-5-2-1-3-6-12/h1-8,15H,9-11H2,(H,23,28)(H,25,26)/t15-/m0/s1
• InChIKey: FKJMFCOMZYPWCO-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{[(benzyloxy)carbonyl]amino}-5-(2,6-dichlorobenzoyloxy)-4-oxopentanoic acid
• IUPAC Traditional name: (3S)-3-{[(benzyloxy)carbonyl]amino}-5-(2,6-dichlorobenzoyloxy)-4-oxopentanoic acid
• Synonyms: Z-L-Asp α-([2,6-dichlorobenzoyloxy]methyl ketone)

Database IDs

• CAS Number: 153088-73-4
• MDL Number: MFCD00674885
• PubChem SID: 162226819
• PubChem CID: 9911778

CALCULATED PROPERTIES

• Acid pKa: 3.6867669
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.3462634
• LogD (pH = 7.4): 0.84708846
• Log P: 4.157854
• Molar Refractivity: 106.8976 cm^3
• Polarizability: 41.87538 Å^3
• Polar Surface Area: 119.0 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter