2-(2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanamido)-4-methylpentanamido]-3-phenylpropanamido}-4-methylpentanamido)-3-phenylpropanoic acid

• ChemBase ID: 103755
• Molecular Formular: C44H59N5O8
• Molecular Mass: 785.96796
• Monoisotopic Mass: 785.43636387
• SMILES: CC(C)CC(NC(=O)C(Cc1ccccc1)NC(=O)C(CC(C)C)NC(=O)C(Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)NC(Cc1ccccc1)C(=O)O
• Canonical SMILES: CC(CC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)Cc1ccccc1)CC(C)C)Cc1ccccc1)NC(=O)C(NC(=O)OC(C)(C)C)Cc1ccccc1)C
• InChI: InChI=1S/C44H59N5O8/c1-28(2)23-33(46-41(53)36(26-31-19-13-9-14-20-31)49-43(56)57-44(5,6)7)38(50)47-35(25-30-17-11-8-12-18-30)40(52)45-34(24-29(3)4)39(51)48-37(42(54)55)27-32-21-15-10-16-22-32/h8-22,28-29,33-37H,23-27H2,1-7H3,(H,45,52)(H,46,53)(H,47,50)(H,48,51)(H,49,56)(H,54,55)
• InChIKey: NGNZQSPFQJCBJQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanamido)-4-methylpentanamido]-3-phenylpropanamido}-4-methylpentanamido)-3-phenylpropanoic acid
• IUPAC Traditional name: 2-{2-[2-(2-{2-[(tert-butoxycarbonyl)amino]-3-phenylpropanamido}-4-methylpentanamido)-3-phenylpropanamido]-4-methylpentanamido}-3-phenylpropanoic acid
• Synonyms: N-t-BOC-PHE-LEU-PHE-LEU-PHE

Database IDs

• CAS Number: 73572-58-4
• PubChem SID: 162103105
• PubChem CID: 21947068

CALCULATED PROPERTIES

• Acid pKa: 4.014878
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): 4.749306
• LogD (pH = 7.4): 3.0940247
• Log P: 6.2445097
• Molar Refractivity: 215.7641 cm^3
• Polarizability: 84.66302 Å^3
• Polar Surface Area: 192.03 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02152760

A chemotactic peptide antagonist.
A competitive antagonist of the binding of N-formyl-Met-Leu-Phe to neutrophils.

REFERENCES

• O'Dea, R.F., et al., Nature, 272: 462, (1978)
• Naccache, P., et al., Science, 203: 461, (1979);