Page last updated: 2024-12-10

phenylalanyl-prolyl-arginine methyl chloride

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

phenylalanyl-prolyl-arginine methyl chloride: selective affinity label for thrombin; RN given refers to parent (L-Pro-D-Phe-(S))-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5311176
CHEMBL ID307440
SCHEMBL ID23256153
MeSH IDM0075234

Synonyms (29)

Synonym
d-phe-pro-arg-chloromethylketone
phe-pro-arg-chloromethylketone
d-phe-pro-arg ch2cl
d-phenylalanine-proline-arginine methyl chloride
phe-pro-arg-methyl chloride
l-prolinamide, d-phenylalanyl-n-(4-((aminoiminomethyl)amino)-1-(chloroacetyl)butyl)-, (s)-
ppack
phenylalanyl-prolyl-arginine methyl chloride
(s)-1-((r)-2-amino-3-phenylpropanoyl)-n-((s)-1-chloro-6-guanidino-2-oxohexan-3-yl)pyrrolidine-2-carboxamide
71142-71-7
CHEMBL307440 ,
(s)-1-((r)-2-amino-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid [(s)-1-(2-chloro-acetyl)-4-guanidino-butyl]-amide
bdbm50287780
(2s)-1-[(2r)-2-amino-3-phenylpropanoyl]-n-[(3s)-1-chloro-6-(diaminomethylideneamino)-2-oxohexan-3-yl]pyrrolidine-2-carboxamide
unii-n62ul02ww4
n62ul02ww4 ,
CCG-207868
KWPACVJPAFGBEQ-IKGGRYGDSA-N
d-phe-pro-argch2cl
ppack [mi]
d-phenylalanyl-prolyl-arginine chloromethyl ketone
l-prolinamide, d-phenylalanyl-n-((1s)-4-((aminoiminomethyl)amino)-1-(2-chloroacetyl)butyl)-
d-phe-pro-age-cmk
d-phenylalanyl-prolyl-arginyl chloromethane
d-phe-pro-arg chloromethylketone (ppack)
(s)-1-(d-phenylalanyl)-n-((s)-1-chloro-6-guanidino-2-oxohexan-3-yl)pyrrolidine-2-carboxamide
d-phenylalanyl-prolyl-arginyl chloromethyl ketone
SCHEMBL23256153
AKOS040744607
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Coagulation factor XIIHomo sapiens (human)Ki0.23000.00251.86697.2500AID1705178
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
plasma kallikrein-kinin cascadeCoagulation factor XIIHomo sapiens (human)
Factor XII activationCoagulation factor XIIHomo sapiens (human)
blood coagulation, intrinsic pathwayCoagulation factor XIIHomo sapiens (human)
positive regulation of plasminogen activationCoagulation factor XIIHomo sapiens (human)
protein processingCoagulation factor XIIHomo sapiens (human)
protein autoprocessingCoagulation factor XIIHomo sapiens (human)
positive regulation of blood coagulationCoagulation factor XIIHomo sapiens (human)
zymogen activationCoagulation factor XIIHomo sapiens (human)
fibrinolysisCoagulation factor XIIHomo sapiens (human)
innate immune responseCoagulation factor XIIHomo sapiens (human)
response to misfolded proteinCoagulation factor XIIHomo sapiens (human)
positive regulation of fibrinolysisCoagulation factor XIIHomo sapiens (human)
blood coagulationCoagulation factor XIIHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
serine-type endopeptidase activityCoagulation factor XIIHomo sapiens (human)
calcium ion bindingCoagulation factor XIIHomo sapiens (human)
protein bindingCoagulation factor XIIHomo sapiens (human)
misfolded protein bindingCoagulation factor XIIHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
extracellular regionCoagulation factor XIIHomo sapiens (human)
extracellular spaceCoagulation factor XIIHomo sapiens (human)
plasma membraneCoagulation factor XIIHomo sapiens (human)
collagen-containing extracellular matrixCoagulation factor XIIHomo sapiens (human)
extracellular exosomeCoagulation factor XIIHomo sapiens (human)
extracellular spaceCoagulation factor XIIHomo sapiens (human)
rough endoplasmic reticulumCoagulation factor XIIHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID425655Inhibition of trypsin2009Bioorganic & medicinal chemistry letters, Jul-15, Volume: 19, Issue:14
Preparation of L-proline based aeruginosin 298-A analogs: optimization of the P1-moiety.
AID1705178Inhibition of human factor 12a using H-D-Pro-Phe-Arg-pNa as substrate by spectrophotometric method2020European journal of medicinal chemistry, Dec-15, Volume: 208Factor XII/XIIa inhibitors: Their discovery, development, and potential indications.
AID755899Inhibition of human plasma alpha-thrombin assessed as spectrozyme TH hydrolysis preincubated for 10 mins by spectrophotometric analysis2013Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12
Designing allosteric regulators of thrombin. Exosite 2 features multiple subsites that can be targeted by sulfated small molecules for inducing inhibition.
AID425654Inhibition of thrombin2009Bioorganic & medicinal chemistry letters, Jul-15, Volume: 19, Issue:14
Preparation of L-proline based aeruginosin 298-A analogs: optimization of the P1-moiety.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (19)

TimeframeStudies, This Drug (%)All Drugs %
pre-19908 (42.11)18.7374
1990's6 (31.58)18.2507
2000's3 (15.79)29.6817
2010's1 (5.26)24.3611
2020's1 (5.26)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.23

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.23 (24.57)
Research Supply Index3.04 (2.92)
Research Growth Index4.27 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.23)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (5.26%)5.53%
Reviews1 (5.26%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other17 (89.47%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]