Butyloxycarbonyl-phenylalanyl-leucyl-phenylalanyl-leucyl-phenylalanine
Basic information
- CAS
66556-73-8- Standard SMILES
CC(C)C[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)O- InChIKey
NGNZQSPFQJCBJQ-DWCHZDDLSA-N- Molecular formula
- C44H59N5O8
- Average molar mass
- 786 g/mol
- Monoisotopic mass
- 785.43636385
Overview
formyl peptide antagonist and lipoxin A4 receptor antagonist
Names & identifiers
- Preferred name
- Butyloxycarbonyl-phenylalanyl-leucyl-phenylalanyl-leucyl-phenylalanine
- IUPAC
- (2S)-2-[[(2R)-4-methyl-2-[[(2S)-2-[[(2R)-4-methyl-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]pentanoyl]amino]-3-phenylpropanoyl]amino]pentanoyl]amino]-3-phenylpropanoic acid
- English name
- Boc-Phe-D-Leu-Phe-D-Leu-Phe-OH
- Molecular formula
- C44H59N5O8
- Molecular weight
- 785.97
Names & synonyms
66556-73-8BplplpBoc-phe-leu-phe-leu-pheBoc2 cpdButyloxycarbonyl-phenylalanyl-leucyl-phenylalanyl-leucyl-phenylalanineN-t-Boc-phe-leu-phe-leu-pheButyloxycarbonyl-phe-leu-phe-leu-pheDTXSID30216738N-Tertiary-butyloxycarbonyl-phenylalanyl-leucyl-phenylalanyl-leucyl-phenylalanineRefChem:122331DTXCID60139229BOC-PHE-D-LEU-PHE-D-LEU-PHE-OH
Show more names
Boc-F-D-Leu-F-D-Leu-F-OH(tert-Butoxycarbonyl)-L-phenylalanyl-D-leucyl-L-phenylalanyl-D-leucyl-L-phenylalanineL-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl-D-leucyl-L-phenylalanyl-D-leucyl-L-Phenylalanine,N-[N-[N-[N-[N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl]-D-leucyl]-L-phenylalanyl]-D-leucyl]-(2S)-2-[[(2R)-4-methyl-2-[[(2S)-2-[[(2R)-4-methyl-2-[[(2S)-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-1-oxo-3-phenylpropyl]amino]-1-oxopentyl]amino]-1-oxo-3-phenylpropyl]amino]-1-oxopentyl]amino]-3
Properties
Computed structural properties
- XLogP
- 6.6
- Topological polar surface area
- 192 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 22
- Heavy atoms
- 57
- Formal charge
- 0
- Complexity
- 1,300
Physicochemical properties
- Boiling point
- 1043.2 · 1043.2±65.0 °C(Predicted)
- Density
- 1.167 · 1.167±0.06 g/cm3(Predicted)
- storage temp.
- -15 °C · -15°C
- pka
- 3.51 · 3.51±0.10(Predicted)
- form
- Solid
- color
- White to off-white
Chemistry & industry
Applications
Uses{Boc}-Phe-Leu-Phe-Leu-Phe ({Boc}-FLFLF) is a formyl peptide receptor (FPR) family antagonist that preferentially inhibits activity triggered through the formyl peptide receptor[1].
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Compound notes
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