2-[2-(2-{[(benzyloxy)carbonyl]amino}acetamido)acetamido]-3-methylbutanoic acid

• ChemBase ID: 153426
• Molecular Formular: C17H23N3O6
• Molecular Mass: 365.38102
• Monoisotopic Mass: 365.15868547
• SMILES: CC(C)C(C(=O)O)NC(=O)CNC(=O)CNC(=O)OCc1ccccc1
• Canonical SMILES: CC(C(C(=O)O)NC(=O)CNC(=O)CNC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C17H23N3O6/c1-11(2)15(16(23)24)20-14(22)9-18-13(21)8-19-17(25)26-10-12-6-4-3-5-7-12/h3-7,11,15H,8-10H2,1-2H3,(H,18,21)(H,19,25)(H,20,22)(H,23,24)
• InChIKey: OLTJNTLCZYWHKR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{[(benzyloxy)carbonyl]amino}acetamido)acetamido]-3-methylbutanoic acid
• IUPAC Traditional name: 2-[2-(2-{[(benzyloxy)carbonyl]amino}acetamido)acetamido]-3-methylbutanoic acid
• Synonyms: Z-Gly-Gly-Val

Database IDs

• CAS Number: 34152-86-8
• MDL Number: MFCD00056144
• PubChem SID: 24893152; 162247565
• PubChem CID: 3750579

CALCULATED PROPERTIES

• Acid pKa: 3.854071
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.3891639
• LogD (pH = 7.4): -2.975888
• Log P: 0.2608283
• Molar Refractivity: 90.7799 cm^3
• Polarizability: 35.544994 Å^3
• Polar Surface Area: 133.83 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C17H23N3O6

DETAILS

Sigma Aldrich - C9376

Amino Acid Sequence
Z-GLY-GLY-VAL
Application
Cbz-Gly-Gly-Val (Cbz-GGV), an N-terminal carboxybenzyl blocked tripeptide, may be use in solid phase peptide synthesis (SPPS).