Page last updated: 2024-11-12

rpr 120844

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

Cross-References

ID SourceID
PubMed CID10322586
CHEMBL ID84638
CHEMBL ID331943
MeSH IDM0304746

Synonyms (9)

Synonym
bdbm13279
4-{[(3s)-3-{[(7-methoxynaphthalen-2-yl)sulfonyl](methyl)amino}-2-oxopyrrolidin-1-yl]methyl}thiophene-2-carboximidamide
sulfonamidopyrrolidinone
chembl84638
rpr120844
4-{[(3s)-3-[(7-methoxynaphthalene-2-)(methyl)sulfonamido]-2-oxopyrrolidin-1-yl]methyl}thiophene-2-carboximidamide
rpr-120844
CHEMBL331943
4-[[(3s)-3-[(7-methoxynaphthalen-2-yl)sulfonyl-methylamino]-2-oxopyrrolidin-1-yl]methyl]thiophene-2-carboximidamide
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (9)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
ProthrombinHomo sapiens (human)Ki1.00000.00000.78469.0000AID211026
Coagulation factor XHomo sapiens (human)Ki0.00700.00000.47089.0000AID1797008; AID52156; AID527394
Coagulation factor XBos taurus (cattle)Ki0.00700.00700.62531.7000AID51335
PlasminogenHomo sapiens (human)Ki4.40000.01701.15604.4000AID158168
Tissue-type plasminogen activatorHomo sapiens (human)Ki8.60000.01703.71968.6000AID210761
Cationic trypsinBos taurus (cattle)Ki0.00690.00001.07539.0000AID1797008
Vitamin K-dependent protein CHomo sapiens (human)Ki2.40001.80002.10002.4000AID30725
Anionic trypsinBos taurus (cattle)Ki0.53000.53001.01671.9000AID214861
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (72)

Processvia Protein(s)Taxonomy
positive regulation of protein phosphorylationProthrombinHomo sapiens (human)
proteolysisProthrombinHomo sapiens (human)
acute-phase responseProthrombinHomo sapiens (human)
cell surface receptor signaling pathwayProthrombinHomo sapiens (human)
G protein-coupled receptor signaling pathwayProthrombinHomo sapiens (human)
blood coagulationProthrombinHomo sapiens (human)
positive regulation of cell population proliferationProthrombinHomo sapiens (human)
regulation of cell shapeProthrombinHomo sapiens (human)
response to woundingProthrombinHomo sapiens (human)
negative regulation of platelet activationProthrombinHomo sapiens (human)
platelet activationProthrombinHomo sapiens (human)
regulation of blood coagulationProthrombinHomo sapiens (human)
positive regulation of blood coagulationProthrombinHomo sapiens (human)
positive regulation of cell growthProthrombinHomo sapiens (human)
positive regulation of insulin secretionProthrombinHomo sapiens (human)
positive regulation of collagen biosynthetic processProthrombinHomo sapiens (human)
fibrinolysisProthrombinHomo sapiens (human)
negative regulation of proteolysisProthrombinHomo sapiens (human)
positive regulation of receptor signaling pathway via JAK-STATProthrombinHomo sapiens (human)
negative regulation of astrocyte differentiationProthrombinHomo sapiens (human)
positive regulation of release of sequestered calcium ion into cytosolProthrombinHomo sapiens (human)
regulation of cytosolic calcium ion concentrationProthrombinHomo sapiens (human)
cytolysis by host of symbiont cellsProthrombinHomo sapiens (human)
positive regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionProthrombinHomo sapiens (human)
negative regulation of fibrinolysisProthrombinHomo sapiens (human)
antimicrobial humoral immune response mediated by antimicrobial peptideProthrombinHomo sapiens (human)
neutrophil-mediated killing of gram-negative bacteriumProthrombinHomo sapiens (human)
positive regulation of lipid kinase activityProthrombinHomo sapiens (human)
negative regulation of cytokine production involved in inflammatory responseProthrombinHomo sapiens (human)
positive regulation of protein localization to nucleusProthrombinHomo sapiens (human)
positive regulation of phospholipase C-activating G protein-coupled receptor signaling pathwayProthrombinHomo sapiens (human)
ligand-gated ion channel signaling pathwayProthrombinHomo sapiens (human)
positive regulation of reactive oxygen species metabolic processProthrombinHomo sapiens (human)
proteolysisCoagulation factor XHomo sapiens (human)
blood coagulationCoagulation factor XHomo sapiens (human)
positive regulation of cell migrationCoagulation factor XHomo sapiens (human)
positive regulation of TOR signalingCoagulation factor XHomo sapiens (human)
proteolysisCoagulation factor XBos taurus (cattle)
blood coagulationCoagulation factor XBos taurus (cattle)
proteolysisPlasminogenHomo sapiens (human)
blood coagulationPlasminogenHomo sapiens (human)
negative regulation of cell population proliferationPlasminogenHomo sapiens (human)
negative regulation of cell-substrate adhesionPlasminogenHomo sapiens (human)
extracellular matrix disassemblyPlasminogenHomo sapiens (human)
tissue regenerationPlasminogenHomo sapiens (human)
fibrinolysisPlasminogenHomo sapiens (human)
positive regulation of blood vessel endothelial cell migrationPlasminogenHomo sapiens (human)
myoblast differentiationPlasminogenHomo sapiens (human)
muscle cell cellular homeostasisPlasminogenHomo sapiens (human)
tissue remodelingPlasminogenHomo sapiens (human)
biological process involved in interaction with symbiontPlasminogenHomo sapiens (human)
negative regulation of fibrinolysisPlasminogenHomo sapiens (human)
positive regulation of fibrinolysisPlasminogenHomo sapiens (human)
trophoblast giant cell differentiationPlasminogenHomo sapiens (human)
labyrinthine layer blood vessel developmentPlasminogenHomo sapiens (human)
mononuclear cell migrationPlasminogenHomo sapiens (human)
trans-synaptic signaling by BDNF, modulating synaptic transmissionPlasminogenHomo sapiens (human)
negative regulation of cell-cell adhesion mediated by cadherinPlasminogenHomo sapiens (human)
response to hypoxiaTissue-type plasminogen activatorHomo sapiens (human)
proteolysisTissue-type plasminogen activatorHomo sapiens (human)
blood coagulationTissue-type plasminogen activatorHomo sapiens (human)
negative regulation of plasminogen activationTissue-type plasminogen activatorHomo sapiens (human)
plasminogen activationTissue-type plasminogen activatorHomo sapiens (human)
protein modification processTissue-type plasminogen activatorHomo sapiens (human)
fibrinolysisTissue-type plasminogen activatorHomo sapiens (human)
negative regulation of proteolysisTissue-type plasminogen activatorHomo sapiens (human)
negative regulation of fibrinolysisTissue-type plasminogen activatorHomo sapiens (human)
prevention of polyspermyTissue-type plasminogen activatorHomo sapiens (human)
trans-synaptic signaling by BDNF, modulating synaptic transmissionTissue-type plasminogen activatorHomo sapiens (human)
platelet-derived growth factor receptor signaling pathwayTissue-type plasminogen activatorHomo sapiens (human)
smooth muscle cell migrationTissue-type plasminogen activatorHomo sapiens (human)
proteolysisCationic trypsinBos taurus (cattle)
digestionCationic trypsinBos taurus (cattle)
proteolysisVitamin K-dependent protein CHomo sapiens (human)
blood coagulationVitamin K-dependent protein CHomo sapiens (human)
negative regulation of blood coagulationVitamin K-dependent protein CHomo sapiens (human)
negative regulation of apoptotic processVitamin K-dependent protein CHomo sapiens (human)
negative regulation of inflammatory responseVitamin K-dependent protein CHomo sapiens (human)
negative regulation of coagulationVitamin K-dependent protein CHomo sapiens (human)
positive regulation of establishment of endothelial barrierVitamin K-dependent protein CHomo sapiens (human)
proteolysisAnionic trypsinBos taurus (cattle)
digestionAnionic trypsinBos taurus (cattle)
collagen catabolic processAnionic trypsinBos taurus (cattle)
central nervous system developmentKallikrein-6Homo sapiens (human)
response to woundingKallikrein-6Homo sapiens (human)
regulation of neuron projection developmentKallikrein-6Homo sapiens (human)
protein autoprocessingKallikrein-6Homo sapiens (human)
collagen catabolic processKallikrein-6Homo sapiens (human)
tissue regenerationKallikrein-6Homo sapiens (human)
hormone metabolic processKallikrein-6Homo sapiens (human)
myelinationKallikrein-6Homo sapiens (human)
amyloid precursor protein metabolic processKallikrein-6Homo sapiens (human)
regulation of cell differentiationKallikrein-6Homo sapiens (human)
positive regulation of G protein-coupled receptor signaling pathwayKallikrein-6Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (21)

Processvia Protein(s)Taxonomy
lipopolysaccharide bindingProthrombinHomo sapiens (human)
serine-type endopeptidase activityProthrombinHomo sapiens (human)
signaling receptor bindingProthrombinHomo sapiens (human)
calcium ion bindingProthrombinHomo sapiens (human)
protein bindingProthrombinHomo sapiens (human)
growth factor activityProthrombinHomo sapiens (human)
heparin bindingProthrombinHomo sapiens (human)
thrombospondin receptor activityProthrombinHomo sapiens (human)
serine-type endopeptidase activityCoagulation factor XHomo sapiens (human)
calcium ion bindingCoagulation factor XHomo sapiens (human)
protein bindingCoagulation factor XHomo sapiens (human)
phospholipid bindingCoagulation factor XHomo sapiens (human)
serine-type endopeptidase activityCoagulation factor XBos taurus (cattle)
calcium ion bindingCoagulation factor XBos taurus (cattle)
protease bindingPlasminogenHomo sapiens (human)
endopeptidase activityPlasminogenHomo sapiens (human)
serine-type endopeptidase activityPlasminogenHomo sapiens (human)
signaling receptor bindingPlasminogenHomo sapiens (human)
protein bindingPlasminogenHomo sapiens (human)
serine-type peptidase activityPlasminogenHomo sapiens (human)
enzyme bindingPlasminogenHomo sapiens (human)
kinase bindingPlasminogenHomo sapiens (human)
protein domain specific bindingPlasminogenHomo sapiens (human)
apolipoprotein bindingPlasminogenHomo sapiens (human)
protein-folding chaperone bindingPlasminogenHomo sapiens (human)
protein antigen bindingPlasminogenHomo sapiens (human)
serine-type endopeptidase activityTissue-type plasminogen activatorHomo sapiens (human)
signaling receptor bindingTissue-type plasminogen activatorHomo sapiens (human)
protein bindingTissue-type plasminogen activatorHomo sapiens (human)
phosphoprotein bindingTissue-type plasminogen activatorHomo sapiens (human)
endopeptidase activityCationic trypsinBos taurus (cattle)
serine-type endopeptidase activityCationic trypsinBos taurus (cattle)
protein bindingCationic trypsinBos taurus (cattle)
metal ion bindingCationic trypsinBos taurus (cattle)
serpin family protein bindingCationic trypsinBos taurus (cattle)
serine-type endopeptidase activityVitamin K-dependent protein CHomo sapiens (human)
calcium ion bindingVitamin K-dependent protein CHomo sapiens (human)
protein bindingVitamin K-dependent protein CHomo sapiens (human)
serine-type endopeptidase activityAnionic trypsinBos taurus (cattle)
calcium ion bindingAnionic trypsinBos taurus (cattle)
serine-type endopeptidase activityKallikrein-6Homo sapiens (human)
protein bindingKallikrein-6Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (25)

Processvia Protein(s)Taxonomy
external side of plasma membraneProthrombinHomo sapiens (human)
collagen-containing extracellular matrixProthrombinHomo sapiens (human)
extracellular regionProthrombinHomo sapiens (human)
extracellular spaceProthrombinHomo sapiens (human)
endoplasmic reticulum lumenProthrombinHomo sapiens (human)
Golgi lumenProthrombinHomo sapiens (human)
plasma membraneProthrombinHomo sapiens (human)
extracellular exosomeProthrombinHomo sapiens (human)
blood microparticleProthrombinHomo sapiens (human)
collagen-containing extracellular matrixProthrombinHomo sapiens (human)
extracellular spaceProthrombinHomo sapiens (human)
extracellular regionCoagulation factor XHomo sapiens (human)
endoplasmic reticulum lumenCoagulation factor XHomo sapiens (human)
Golgi lumenCoagulation factor XHomo sapiens (human)
plasma membraneCoagulation factor XHomo sapiens (human)
external side of plasma membraneCoagulation factor XHomo sapiens (human)
extracellular spaceCoagulation factor XHomo sapiens (human)
extracellular regionPlasminogenHomo sapiens (human)
extracellular spacePlasminogenHomo sapiens (human)
plasma membranePlasminogenHomo sapiens (human)
external side of plasma membranePlasminogenHomo sapiens (human)
cell surfacePlasminogenHomo sapiens (human)
platelet alpha granule lumenPlasminogenHomo sapiens (human)
collagen-containing extracellular matrixPlasminogenHomo sapiens (human)
extracellular exosomePlasminogenHomo sapiens (human)
blood microparticlePlasminogenHomo sapiens (human)
Schaffer collateral - CA1 synapsePlasminogenHomo sapiens (human)
glutamatergic synapsePlasminogenHomo sapiens (human)
extracellular spacePlasminogenHomo sapiens (human)
collagen-containing extracellular matrixTissue-type plasminogen activatorHomo sapiens (human)
extracellular regionTissue-type plasminogen activatorHomo sapiens (human)
cytoplasmTissue-type plasminogen activatorHomo sapiens (human)
cell surfaceTissue-type plasminogen activatorHomo sapiens (human)
secretory granuleTissue-type plasminogen activatorHomo sapiens (human)
apical part of cellTissue-type plasminogen activatorHomo sapiens (human)
extracellular exosomeTissue-type plasminogen activatorHomo sapiens (human)
serine protease inhibitor complexTissue-type plasminogen activatorHomo sapiens (human)
Schaffer collateral - CA1 synapseTissue-type plasminogen activatorHomo sapiens (human)
glutamatergic synapseTissue-type plasminogen activatorHomo sapiens (human)
extracellular spaceTissue-type plasminogen activatorHomo sapiens (human)
serine protease inhibitor complexCationic trypsinBos taurus (cattle)
extracellular regionVitamin K-dependent protein CHomo sapiens (human)
endoplasmic reticulumVitamin K-dependent protein CHomo sapiens (human)
endoplasmic reticulum lumenVitamin K-dependent protein CHomo sapiens (human)
Golgi apparatusVitamin K-dependent protein CHomo sapiens (human)
Golgi lumenVitamin K-dependent protein CHomo sapiens (human)
extracellular spaceVitamin K-dependent protein CHomo sapiens (human)
extracellular regionAnionic trypsinBos taurus (cattle)
extracellular spaceAnionic trypsinBos taurus (cattle)
cornified envelopeKallikrein-6Homo sapiens (human)
extracellular regionKallikrein-6Homo sapiens (human)
extracellular spaceKallikrein-6Homo sapiens (human)
nucleoplasmKallikrein-6Homo sapiens (human)
nucleolusKallikrein-6Homo sapiens (human)
cytoplasmKallikrein-6Homo sapiens (human)
mitochondrionKallikrein-6Homo sapiens (human)
endoplasmic reticulumKallikrein-6Homo sapiens (human)
nuclear membraneKallikrein-6Homo sapiens (human)
intercellular bridgeKallikrein-6Homo sapiens (human)
secretory granuleKallikrein-6Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (23)

Assay IDTitleYearJournalArticle
AID30728selectivity towards aPC1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa.
AID211392selectivity towards thrombin1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa.
AID214861Inhibitory activity against bovine pancreatic trypsin1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa.
AID13503Activated partial thromboplastin time measured1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Sulfonamidopyrrolidinone factor Xa inhibitors: potency and selectivity enhancements via P-1 and P-4 optimization.
AID21659Calculated partition coefficient (clogP)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Sulfonamidopyrrolidinone factor Xa inhibitors: potency and selectivity enhancements via P-1 and P-4 optimization.
AID158321selectivity towards plasmin1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa.
AID211026Compound was evaluated for the inhibition of thrombin.1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa.
AID527394Inhibition of factor 10a2010Journal of medicinal chemistry, Sep-09, Volume: 53, Issue:17
Factor Xa inhibitors: next-generation antithrombotic agents.
AID30725Compound was evaluated for the inhibition of activated protein C (aPC)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa.
AID158184Ratio of inhibitory activity towards plasmin to factor Xa1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Sulfonamidopyrrolidinone factor Xa inhibitors: potency and selectivity enhancements via P-1 and P-4 optimization.
AID158168Compound was evaluated for the inhibition of plasmin1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa.
AID52156Compound was evaluated for the inhibition of human Coagulation factor Xa1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa.
AID210908selectivity towards tissue plasminogen activator1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa.
AID51166Ratio of inhibitory activity towards Coagulation factor II to factor Xa1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Sulfonamidopyrrolidinone factor Xa inhibitors: potency and selectivity enhancements via P-1 and P-4 optimization.
AID30729Ratio of inhibitory activity towards Activated protein C to factor Xa1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Sulfonamidopyrrolidinone factor Xa inhibitors: potency and selectivity enhancements via P-1 and P-4 optimization.
AID215895Ratio of inhibitory activity towards trypsin to factor Xa1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Sulfonamidopyrrolidinone factor Xa inhibitors: potency and selectivity enhancements via P-1 and P-4 optimization.
AID51335In vitro evaluation of inhibitory activity against Coagulation factor X in prothrombinase complex1999Bioorganic & medicinal chemistry letters, Sep-06, Volume: 9, Issue:17
Aminoisoquinolines: design and synthesis of an orally active benzamidine isostere for the inhibition of factor XA.
AID210761Compound was evaluated for the inhibition of Tissue type plasminogen activator (tissue plasminogen activator)1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa.
AID669778Inhibition of N-terminus His6-tagged human kallikrein 6 expressed in baculovirus infected insect sf9 cells using Boc-Phe-Ser-Arg-AMC as substrate by fluorescence analysis2012ACS medicinal chemistry letters, Feb-09, Volume: 3, Issue:2
Virtual Screening and X-ray Crystallography for Human Kallikrein 6 Inhibitors with an Amidinothiophene P1 Group.
AID214864selectivity towards trypsin1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa.
AID15959Maximum concentration in plasma was reported at 0.5 hour1999Bioorganic & medicinal chemistry letters, Sep-06, Volume: 9, Issue:17
Aminoisoquinolines: design and synthesis of an orally active benzamidine isostere for the inhibition of factor XA.
AID210729Ratio of inhibitory activity towards Tissue plasminogen activator to factor Xa1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Sulfonamidopyrrolidinone factor Xa inhibitors: potency and selectivity enhancements via P-1 and P-4 optimization.
AID1797008Enzyme Assay and Determination of the Inhibition Constants. from Article 10.1021/jm990041+: \\Sulfonamidopyrrolidinone factor Xa inhibitors: potency and selectivity enhancements via P-1 and P-4 optimization.\\1999Journal of medicinal chemistry, Sep-09, Volume: 42, Issue:18
Sulfonamidopyrrolidinone factor Xa inhibitors: potency and selectivity enhancements via P-1 and P-4 optimization.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (60.00)18.2507
2000's0 (0.00)29.6817
2010's2 (40.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.60

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 Index12.60 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.39 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.60)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (20.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other4 (80.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]