Page last updated: 2024-11-12

gw 813893

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Cross-References

ID SourceID
PubMed CID9911502
CHEMBL ID220050
SCHEMBL ID675586
SCHEMBL ID675588
MeSH IDM0526651

Synonyms (25)

Synonym
2-(5-chloro-2-thienyl)-n-{(3s)-1-[(1s)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}ethenesulfonamide
2JH5
n-[(3s)-2-oxopyrrolidin-3-yl]sulfonamide, 1f
(e)-2-(5-chlorothiophen-2-yl)-n-[(3s)-1-[(2s)-1-(morpholin-4-yl)-1-oxopropan-2-yl]-2-oxopyrrolidin-3-yl]ethene-1-sulfonamide
chembl220050 ,
bdbm17643
gw-813893
DB07278
gw813893
SCHEMBL675586
SCHEMBL675588
2UWL
ACEFOQMQINFMRW-DYCFVMESSA-N ,
(e)-2-(5-chlorothien-2-yl)-n-{(3s)-1-[(1s)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}ethenesulfonamide
unii-1y3jd5pems
cas registry number 478644-12-1 ~16~7 c17 h22 cl n3 o5 s2 ethenesulfonamide, 2-(5-chloro-2-thienyl)-n-((3s)-1-((1s)-1-methyl-2-(4-morpholinyl)-2-oxoethyl)-2-oxo-3-pyrrolidinyl)-, (1e)-
ethenesulfonamide, 2-(5-chloro-2-thienyl)-n-((3s)-1-((1s)-1-methyl-2-(4-morpholinyl)-2-oxoethyl)-2-oxo-3-pyrrolidinyl)-, (1e)-
1Y3JD5PEMS ,
4-((2s)-2-((3s)-3-((((e)-2-(5-chloro-2-thienyl)ethenyl)sulfonyl)amino)-2-oxo-1-pyrrolidinyl)-1-oxopropyl)-morpholine
478644-12-1
(e)-2-(5-chlorothiophen-2-yl)-n-{(3s)-1-[(1s)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}ethenesulfonamide
Q27096505
(e)-2-(5-chlorothiophen-2-yl)-n-((s)-1-((s)-1-morpholino-1-oxopropan-2-yl)-2-oxopyrrolidin-3-yl)ethene-1-sulfonamide
(e)-2-(5-chlorothiophen-2-yl)-n-[(3s)-1-[(2s)-1-morpholin-4-yl-1-oxopropan-2-yl]-2-oxopyrrolidin-3-yl]ethenesulfonamide
AKOS040748508

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"The synthetic entry to new classes of dual fXa/thrombin and selective thrombin inhibitors with significant oral bioavailability is described."( Selective and dual action orally active inhibitors of thrombin and factor Xa.
Brown, D; Burns-Kurtis, CL; Chan, C; Convery, MA; Hubbard, JA; Kelly, HA; Pateman, AJ; Patikis, A; Senger, S; Shah, GP; Toomey, JR; Watson, NS; Young, RJ; Zhou, P, 2007
)
0.34

Dosage Studied

ExcerptRelevanceReference
" These series delivered highly potent anticoagulant compounds with excellent oral pharmacokinetic profiles; however, significant time dependant P450 inhibition was an issue for the aminoindane series, but this was not observed with the phenylpyrrolidine motif, which produced candidate quality molecules with potential for once-daily oral dosing in humans."( Structure and property based design of factor Xa inhibitors: pyrrolidin-2-ones with aminoindane and phenylpyrrolidine P4 motifs.
Adams, C; Blows, M; Brown, D; Burns-Kurtis, CL; Chan, C; Chaudry, L; Convery, MA; Davies, DE; Exall, AM; Foster, G; Harling, JD; Hortense, E; Irvine, S; Irving, WR; Jackson, S; Kleanthous, S; Pateman, AJ; Patikis, AN; Roethka, TJ; Senger, S; Stelman, GJ; Toomey, JR; Watson, NS; West, RI; Whittaker, C; Young, RJ; Zhou, P, 2011
)
0.37
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (10)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Coagulation Factor XHomo sapiens (human)Ki0.00400.00400.00400.0040AID977610
ProthrombinHomo sapiens (human)Ki0.36700.00000.78469.0000AID306764; AID307338
Coagulation factor XHomo sapiens (human)Ki0.00400.00000.47089.0000AID1797640; AID280885; AID307337; AID455020; AID527394; AID578331
PlasminogenHomo sapiens (human)IC50 (µMol)158.00000.02503.628010.0000AID307342
Tissue-type plasminogen activatorHomo sapiens (human)IC50 (µMol)25.10000.03402.54256.6000AID307345
Plasma kallikreinHomo sapiens (human)IC50 (µMol)15.80000.00312.024110.0000AID307344
Vitamin K-dependent protein CHomo sapiens (human)IC50 (µMol)20.00000.03000.68512.6900AID307341
Trypsin-1Homo sapiens (human)IC50 (µMol)158.00000.00351.532110.0000AID307343
Trypsin-2Homo sapiens (human)IC50 (µMol)158.00000.00351.58464.4000AID307343
Trypsin-3Homo sapiens (human)IC50 (µMol)158.00000.00351.58464.4000AID307343
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (69)

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)
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)
Factor XII activationPlasma kallikreinHomo sapiens (human)
proteolysisPlasma kallikreinHomo sapiens (human)
blood coagulationPlasma kallikreinHomo sapiens (human)
zymogen activationPlasma kallikreinHomo sapiens (human)
plasminogen activationPlasma kallikreinHomo sapiens (human)
fibrinolysisPlasma kallikreinHomo sapiens (human)
positive regulation of fibrinolysisPlasma kallikreinHomo sapiens (human)
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)
digestionTrypsin-1Homo sapiens (human)
extracellular matrix disassemblyTrypsin-1Homo sapiens (human)
proteolysisTrypsin-1Homo sapiens (human)
proteolysisTrypsin-2Homo sapiens (human)
digestionTrypsin-2Homo sapiens (human)
antimicrobial humoral responseTrypsin-2Homo sapiens (human)
extracellular matrix disassemblyTrypsin-2Homo sapiens (human)
positive regulation of cell growthTrypsin-2Homo sapiens (human)
collagen catabolic processTrypsin-2Homo sapiens (human)
positive regulation of cell adhesionTrypsin-2Homo sapiens (human)
proteolysisTrypsin-3Homo sapiens (human)
digestionTrypsin-3Homo sapiens (human)
antimicrobial humoral responseTrypsin-3Homo sapiens (human)
zymogen activationTrypsin-3Homo sapiens (human)
endothelial cell migrationTrypsin-3Homo 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)
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)
serine-type endopeptidase activityPlasma kallikreinHomo sapiens (human)
protein bindingPlasma kallikreinHomo sapiens (human)
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 activityTrypsin-1Homo sapiens (human)
metal ion bindingTrypsin-1Homo sapiens (human)
metalloendopeptidase activityTrypsin-2Homo sapiens (human)
serine-type endopeptidase activityTrypsin-2Homo sapiens (human)
calcium ion bindingTrypsin-2Homo sapiens (human)
protein bindingTrypsin-2Homo sapiens (human)
serine-type peptidase activityTrypsin-2Homo sapiens (human)
serine-type endopeptidase activityTrypsin-3Homo sapiens (human)
calcium ion bindingTrypsin-3Homo sapiens (human)
protein bindingTrypsin-3Homo sapiens (human)
serine-type peptidase activityTrypsin-3Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (22)

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)
extracellular regionPlasma kallikreinHomo sapiens (human)
extracellular spacePlasma kallikreinHomo sapiens (human)
plasma membranePlasma kallikreinHomo sapiens (human)
extracellular exosomePlasma kallikreinHomo sapiens (human)
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 regionTrypsin-1Homo sapiens (human)
collagen-containing extracellular matrixTrypsin-1Homo sapiens (human)
blood microparticleTrypsin-1Homo sapiens (human)
extracellular spaceTrypsin-1Homo sapiens (human)
extracellular regionTrypsin-2Homo sapiens (human)
extracellular spaceTrypsin-2Homo sapiens (human)
extracellular matrixTrypsin-2Homo sapiens (human)
azurophil granule lumenTrypsin-2Homo sapiens (human)
extracellular spaceTrypsin-2Homo sapiens (human)
extracellular regionTrypsin-3Homo sapiens (human)
extracellular spaceTrypsin-3Homo sapiens (human)
tertiary granule lumenTrypsin-3Homo sapiens (human)
extracellular spaceTrypsin-3Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (48)

Assay IDTitleYearJournalArticle
AID280895Half life in Sprague-Dawley rat at 1 mg/kg, iv and 2.5 mg/kg, po2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID455020Inhibition of human factor 10a by fluorescence assay2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
Structure and property based design of factor Xa inhibitors: pyrrolidin-2-ones with monoaryl P4 motifs.
AID578331Inhibition of factor 10a activity measured using bis-(CBZ-glycylglycly)-L-arginine amide fluorogenic substrate2011Bioorganic & medicinal chemistry letters, Mar-15, Volume: 21, Issue:6
Structure and property based design of factor Xa inhibitors: pyrrolidin-2-ones with aminoindane and phenylpyrrolidine P4 motifs.
AID280888Selectivity for factor Xa over thrombin by fluorogenic assay2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID527422Anticoagulant activity in human platelet assessed as concentration required to 1.5 times activated partial prothrombin time2010Journal of medicinal chemistry, Sep-09, Volume: 53, Issue:17
Factor Xa inhibitors: next-generation antithrombotic agents.
AID280897Volume of distribution at steady state in Sprague-Dawley rat at 1 mg/kg, iv and 2.5 mg/kg, po2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID307347Plasma clearance in Sprague-Dawley rat2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID280898Oral bioavailability in Sprague-Dawley rat at 1 mg/kg, iv and 2.5 mg/kg, po2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID280896Plasma clearance in Sprague-Dawley rat at 1 mg/kg, iv and 2.5 mg/kg, po2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID578332Anticoagulant activity in human plasma assessed as concentration required to 1.5 prothrombin time2011Bioorganic & medicinal chemistry letters, Mar-15, Volume: 21, Issue:6
Structure and property based design of factor Xa inhibitors: pyrrolidin-2-ones with aminoindane and phenylpyrrolidine P4 motifs.
AID280902Oral bioavailability in Beagle dog at 1 mg/kg, iv and 2.5 mg/kg, po2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID527408Half life in dog2010Journal of medicinal chemistry, Sep-09, Volume: 53, Issue:17
Factor Xa inhibitors: next-generation antithrombotic agents.
AID307350Half life in Beagle dog2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID280900Plasma clearance in Beagle dog at 1 mg/kg, iv and 2.5 mg/kg, po2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID280887Binding to human serum albumin in HPLC assay2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID280885Inhibition of human factor Xa by fluorescence assay2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID280899Half life in Beagle dog at 1 mg/kg, iv and 2.5 mg/kg, po2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID306764Inhibition of thrombin by fluorogenic assay2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Sulfonamide-related conformational effects and their importance in structure-based design.
AID527412Oral bioavailability in rat2010Journal of medicinal chemistry, Sep-09, Volume: 53, Issue:17
Factor Xa inhibitors: next-generation antithrombotic agents.
AID307337Inhibition of factor 10a by fluorogenic assay2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID280901Volume of distribution at steady state in Beagle dog at 1 mg/kg, iv and 2.5 mg/kg, po2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID307339Anticoagulant potency in plasma assessed as drug concentration required to increase 1.5 times the prothrombin time2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID455021Anticoagulant activity in human plasma assessed as concentration required to increase the prothrombin based clotting time by 1.52010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
Structure and property based design of factor Xa inhibitors: pyrrolidin-2-ones with monoaryl P4 motifs.
AID280889Selectivity for factor Xa over tissue factor/factor VIIa by fluorogenic assay2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID527413Half life in rat2010Journal of medicinal chemistry, Sep-09, Volume: 53, Issue:17
Factor Xa inhibitors: next-generation antithrombotic agents.
AID307351Plasma clearance in Beagle dog2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID307343Inhibition of trypsin by fluorogenic assay2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID307338Inhibition of thrombin by fluorogenic assay2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID307349Oral bioavailability in Sprague-Dawley rat2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID307348Volume of distribution in Sprague-Dawley rat2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID527394Inhibition of factor 10a2010Journal of medicinal chemistry, Sep-09, Volume: 53, Issue:17
Factor Xa inhibitors: next-generation antithrombotic agents.
AID307344Inhibition of kallikrein by fluorogenic assay2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID307353Oral bioavailability in Beagle dog2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID307342Inhibition of plasmin by fluorogenic assay2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID280890Selectivity for factor Xa over factor XIIa2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID280891Selectivity for factor Xa over activated protein C by fluorogenic assay2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID280894Selectivity for factor Xa over kallikrein by fluorogenic assay2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID280892Selectivity for factor Xa over plasmin by fluorogenic assay2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID280886Lipophilicity, log D at pH 7.42007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID280893Selectivity for factor Xa over trypsin by fluorogenic assay2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID307341Inhibition of activated protein C by fluorogenic assay2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID527407Oral bioavailability in dog2010Journal of medicinal chemistry, Sep-09, Volume: 53, Issue:17
Factor Xa inhibitors: next-generation antithrombotic agents.
AID307352Volume of distribution in Beagle dog2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID307346Half life in Sprague-Dawley rat2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID307345Inhibition of tissue plasminogen activator by fluorogenic assay2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID307340Anticoagulant potency in plasma assessed as drug concentration required to increase 1.5 times the activated partial thromboplastin time2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
AID1797640In Vitro Assay for Inhibition of Factor Xa from Article 10.1021/jm060870c: \\Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.\\2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Factor Xa inhibitors: S1 binding interactions of a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides.
AID977610Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Selective and dual action orally active inhibitors of thrombin and factor Xa.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (50.00)29.6817
2010's3 (50.00)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: 12.33

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 Index12.33 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.28 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.33)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]