Phenylalanyl-prolyl-arginine-chloromethyl ketone
Basic information
- CAS
65149-23-7- Standard SMILES
NC(N)=NCCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1)C(=O)CCl- InChIKey
HCCRRLVJBLDSLL-ULQDDVLXSA-N- Molecular formula
- C21H31ClN6O3
- Average molar mass
- 451 g/mol
- Monoisotopic mass
- 450.2146166
Overview
do not confuse with Pro-Phe-Arg-CH2-Cl or with Phe-Phe-Arg-CH2-Cl, both sometimes also referred to as PPACK
Names & identifiers
- Preferred name
- Phenylalanyl-prolyl-arginine-chloromethyl ketone
- IUPAC
- (2S)-N-[(2S)-1-[[(3S)-1-chloro-6-(diaminomethylideneamino)-2-oxohexan-3-yl]amino]-1-oxo-3-phenylpropan-2-yl]pyrrolidine-2-carboxamide
- English name
- D-Phe-Pro-Arg-chloromethylketone
- Molecular formula
- C21H31ClN6O3
- Molecular weight
- 450.96
Names & synonyms
Fprmecl65149-23-7FPRCKPhenylalanyl-prolyl-arginine-chloromethyl ketonePhe-pro-arg-CKPhe-pro-arg-CH2-ClPhenylalanyl-prolyl-arginyl-chloromethaneDTXSID90215464RefChem:173036DTXCID90137955(2S)-N-[(2S)-1-[[(3S)-1-chloro-6-(diaminomethylideneamino)-2-oxohexan-3-yl]amino]-1-oxo-3-phenylpropan-2-yl]pyrrolidine-2-carboxamide(S)-N-((S)-1-(((S)-1-Chloro-6-guanidino-2-oxohexan-3-yl)amino)-1-oxo-3-phenylpropan-2-yl)pyrrolidine-2-carboxamide
Show more names
PPACKD-Phe-Pro-Age-cmkD-PHE-PRO-ARG-CMKD-Phe-Pro-Arg-chloromethylketoneL-Phenylalaninamide, L-prolyl-N-[(1S)-4-[(aminoiminomethyl)amino]-1-(2-chloroacetyl)butyl]-
orb3180448SCHEMBL29360598(S)-L-Prolyl-N-(4-((aminoiminomethyl)amino)-1-(chloroacetyl)butyl)-L-phenylalaninamideL-Phenylalaninamide, L-prolyl-N-(4-((aminoiminomethyl)amino)-1-(chloroacetyl)butyl)-, (S)-L-Prolyl-N-{(3S)-1-chloro-6-[(diaminomethylidene)amino]-2-oxohexan-3-yl}-L-phenylalaninamide
Properties
Computed structural properties
- XLogP
- -0.5
- Topological polar surface area
- 152 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 12
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 635
Physicochemical properties
- Density
- 1.37 · 1.37±0.1 g/cm3(Predicted)
- pka
- 13.01 · 13.01±0.46(Predicted)
- FDA UNII
- 62 UL02WW4 · N62UL02WW4
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Exogenous or endogenous compounds which inhibit SERINE ENDOPEPTIDASES.
Exogenous and endogenous compounds which inhibit CYSTEINE ENDOPEPTIDASES.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…