Page last updated: 2024-09-25

5'-(sulfonylbenzoyl)adenosine

Description

5'-(sulfonylbenzoyl)adenosine: covalently binds to platelet membrane [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID133129
CHEMBL ID490985
SCHEMBL ID4629734
MeSH IDM0150859

Synonyms (13)

Synonym
[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl 4-fluorosulfonylbenzoate
[(3s,2r,4r,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl 4-(fluorosulfonyl)benzoate
5'-[p-(fluorosulphonyl)benzoyl]adenosine
5'-(sulfonylbenzoyl)adenosine
57454-44-1
CHEMBL490985 ,
bdbm50292495
((2r,3s,4r,5r)-5-(6-amino-9h-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl 4-(fluorosulfonyl)benzoate
adenosine, 5'-(4-(fluorosulfonyl)benzoate)
SCHEMBL4629734
DTXSID00972930
9-{5-o-[4-(fluorosulfonyl)benzoyl]pentofuranosyl}-9h-purin-6-amine
PD137812

Pathways (2)

5'-(sulfonylbenzoyl)adenosine is involved in 2 pathway(s), involving a total of 7 unique proteins and 22 unique compounds

PathwayProteinsCompounds
glycerol degradation I310
glycerol and glycerophosphodiester degradation412

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tyrosine-protein kinase transforming protein AblAbelson murine leukemia virusIC50 (µMol)175.00000.00600.47871.4000AID224437; AID358184
ATP-dependent translocase ABCB1Homo sapiens (human)IC50 (µMol)0.35330.00022.318510.0000AID1377537; AID1377569; AID1377603
Calmodulin-sensitive adenylate cyclaseBacillus anthracisKi18.40000.98000.98000.9800AID1368661
Heat shock-related 70 kDa protein 2Homo sapiens (human)Ki600.00000.19950.19980.2000AID1617546
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (30)

Processvia Protein(s)Taxonomy
G2/M transition of mitotic cell cycleATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic metabolic processATP-dependent translocase ABCB1Homo sapiens (human)
response to xenobiotic stimulusATP-dependent translocase ABCB1Homo sapiens (human)
phospholipid translocationATP-dependent translocase ABCB1Homo sapiens (human)
terpenoid transportATP-dependent translocase ABCB1Homo sapiens (human)
regulation of response to osmotic stressATP-dependent translocase ABCB1Homo sapiens (human)
transmembrane transportATP-dependent translocase ABCB1Homo sapiens (human)
transepithelial transportATP-dependent translocase ABCB1Homo sapiens (human)
stem cell proliferationATP-dependent translocase ABCB1Homo sapiens (human)
ceramide translocationATP-dependent translocase ABCB1Homo sapiens (human)
export across plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
transport across blood-brain barrierATP-dependent translocase ABCB1Homo sapiens (human)
positive regulation of anion channel activityATP-dependent translocase ABCB1Homo sapiens (human)
carboxylic acid transmembrane transportATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic detoxification by transmembrane export across the plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic transport across blood-brain barrierATP-dependent translocase ABCB1Homo sapiens (human)
regulation of chloride transportATP-dependent translocase ABCB1Homo sapiens (human)
positive regulation of protein phosphorylationHeat shock-related 70 kDa protein 2Homo sapiens (human)
response to unfolded proteinHeat shock-related 70 kDa protein 2Homo sapiens (human)
male meiotic nuclear divisionHeat shock-related 70 kDa protein 2Homo sapiens (human)
male meiosis IHeat shock-related 70 kDa protein 2Homo sapiens (human)
spermatogenesisHeat shock-related 70 kDa protein 2Homo sapiens (human)
spermatid developmentHeat shock-related 70 kDa protein 2Homo sapiens (human)
response to heatHeat shock-related 70 kDa protein 2Homo sapiens (human)
response to coldHeat shock-related 70 kDa protein 2Homo sapiens (human)
positive regulation of G2/M transition of mitotic cell cycleHeat shock-related 70 kDa protein 2Homo sapiens (human)
protein refoldingHeat shock-related 70 kDa protein 2Homo sapiens (human)
synaptonemal complex disassemblyHeat shock-related 70 kDa protein 2Homo sapiens (human)
negative regulation of inclusion body assemblyHeat shock-related 70 kDa protein 2Homo sapiens (human)
chaperone cofactor-dependent protein refoldingHeat shock-related 70 kDa protein 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (24)

Processvia Protein(s)Taxonomy
protein bindingATP-dependent translocase ABCB1Homo sapiens (human)
ATP bindingATP-dependent translocase ABCB1Homo sapiens (human)
ABC-type xenobiotic transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
efflux transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
ATP hydrolysis activityATP-dependent translocase ABCB1Homo sapiens (human)
transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
ubiquitin protein ligase bindingATP-dependent translocase ABCB1Homo sapiens (human)
ATPase-coupled transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
xenobiotic transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
carboxylic acid transmembrane transporter activityATP-dependent translocase ABCB1Homo sapiens (human)
phosphatidylcholine floppase activityATP-dependent translocase ABCB1Homo sapiens (human)
phosphatidylethanolamine flippase activityATP-dependent translocase ABCB1Homo sapiens (human)
ceramide floppase activityATP-dependent translocase ABCB1Homo sapiens (human)
floppase activityATP-dependent translocase ABCB1Homo sapiens (human)
adenylate cyclase activityCalmodulin-sensitive adenylate cyclaseBacillus anthracis
protein bindingHeat shock-related 70 kDa protein 2Homo sapiens (human)
ATP bindingHeat shock-related 70 kDa protein 2Homo sapiens (human)
enzyme bindingHeat shock-related 70 kDa protein 2Homo sapiens (human)
tau protein bindingHeat shock-related 70 kDa protein 2Homo sapiens (human)
unfolded protein bindingHeat shock-related 70 kDa protein 2Homo sapiens (human)
protein-folding chaperone bindingHeat shock-related 70 kDa protein 2Homo sapiens (human)
glycolipid bindingHeat shock-related 70 kDa protein 2Homo sapiens (human)
disordered domain specific bindingHeat shock-related 70 kDa protein 2Homo sapiens (human)
ATP-dependent protein folding chaperoneHeat shock-related 70 kDa protein 2Homo sapiens (human)
ATP hydrolysis activityHeat shock-related 70 kDa protein 2Homo sapiens (human)
heat shock protein bindingHeat shock-related 70 kDa protein 2Homo sapiens (human)
protein folding chaperoneHeat shock-related 70 kDa protein 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (14)

Processvia Protein(s)Taxonomy
cytoplasmATP-dependent translocase ABCB1Homo sapiens (human)
plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
cell surfaceATP-dependent translocase ABCB1Homo sapiens (human)
membraneATP-dependent translocase ABCB1Homo sapiens (human)
apical plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
extracellular exosomeATP-dependent translocase ABCB1Homo sapiens (human)
external side of apical plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
plasma membraneATP-dependent translocase ABCB1Homo sapiens (human)
synaptonemal complexHeat shock-related 70 kDa protein 2Homo sapiens (human)
male germ cell nucleusHeat shock-related 70 kDa protein 2Homo sapiens (human)
nucleusHeat shock-related 70 kDa protein 2Homo sapiens (human)
cytosolHeat shock-related 70 kDa protein 2Homo sapiens (human)
cell surfaceHeat shock-related 70 kDa protein 2Homo sapiens (human)
membraneHeat shock-related 70 kDa protein 2Homo sapiens (human)
extracellular exosomeHeat shock-related 70 kDa protein 2Homo sapiens (human)
blood microparticleHeat shock-related 70 kDa protein 2Homo sapiens (human)
meiotic spindleHeat shock-related 70 kDa protein 2Homo sapiens (human)
CatSper complexHeat shock-related 70 kDa protein 2Homo sapiens (human)
cytosolHeat shock-related 70 kDa protein 2Homo sapiens (human)
nucleusHeat shock-related 70 kDa protein 2Homo sapiens (human)
plasma membraneHeat shock-related 70 kDa protein 2Homo sapiens (human)
cytoplasmHeat shock-related 70 kDa protein 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID1368661Inactivation of Bacillus anthracis edema factor in presence of CaM incubated for 10 to 240 mins by EnzChek pyrophosphate assay2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Small molecule inhibitors of anthrax edema factor.
AID1617545Covalent inhibition of HSP72-NBD (unknown origin) assessed as half life (infinity) nucleotide-derived FP probe displacement based by fluorescence polarization assay2019Journal of medicinal chemistry, 12-26, Volume: 62, Issue:24
Kinetic Optimization of Lysine-Targeting Covalent Inhibitors of HSP72.
AID1368665Irreversible inactivation of Bacillus anthracis edema factor pre-incubated for 90 mins followed by drug filtration by EnzChek pyrophosphate assay2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Small molecule inhibitors of anthrax edema factor.
AID1617542Covalent inhibition of HSP72-NBD (unknown origin) assessed as Kinact/Ki ratio nucleotide-derived FP probe displacement based by fluorescence polarization assay2019Journal of medicinal chemistry, 12-26, Volume: 62, Issue:24
Kinetic Optimization of Lysine-Targeting Covalent Inhibitors of HSP72.
AID1377603Displacement of 8-azido[alpha-32P]ATP from human MDR1 expressed in baculovirus infected insect cell membranes by phosphorimaging method2017European journal of medicinal chemistry, Sep-29, Volume: 138Natural alkaloids as P-gp inhibitors for multidrug resistance reversal in cancer.
AID1368660Inactivation of Bacillus anthracis edema factor assessed as inactivation rate constant in presence of CaM incubated for 10 to 240 mins by EnzChek pyrophosphate assay2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Small molecule inhibitors of anthrax edema factor.
AID1617544Covalent inhibition of HSP72-NBD (unknown origin) assessed as inactivation constant nucleotide-derived FP probe displacement based by fluorescence polarization assay2019Journal of medicinal chemistry, 12-26, Volume: 62, Issue:24
Kinetic Optimization of Lysine-Targeting Covalent Inhibitors of HSP72.
AID1377537Inhibition of [125I]IAAP labeling to human MDR1 expressed in baculovirus infected insect cell membranes by electrophoresis method2017European journal of medicinal chemistry, Sep-29, Volume: 138Natural alkaloids as P-gp inhibitors for multidrug resistance reversal in cancer.
AID1368693Cytotoxicity against mouse RAW264.7 cells assessed a reduction in cell viability incubated for 24 hrs in absence of 10% FBS by MTT assay2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Small molecule inhibitors of anthrax edema factor.
AID1368662Inactivation of Bacillus anthracis edema factor assessed as Kinact/Ki ratio in presence of CaM incubated for 10 to 240 mins by EnzChek pyrophosphate assay2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Small molecule inhibitors of anthrax edema factor.
AID224437Inhibition of p60-vabl tyrosine kinase isolated from Abelson murine leukemia virus (A-MuLV)1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Synthesis and evaluation of multisubstrate inhibitors of an oncogene-encoded tyrosine-specific protein kinase. 1.
AID1368664Cytotoxicity against mouse RAW264.7 cells assessed a reduction in cell viability incubated for 24 hrs in presence of 10% FBS by MTT assay2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Small molecule inhibitors of anthrax edema factor.
AID358184Inhibition of Abelson murine leukemia virus p60 v-abl1992Journal of natural products, Nov, Volume: 55, Issue:11
Protein-tyrosine kinase inhibition: mechanism-based discovery of antitumor agents.
AID1377569Inhibition of human MDR1 ATPase activity expressed in baculovirus infected insect cells preincubated for 30 mins followed by ATP addition measured after 20 mins by colorimetric method2017European journal of medicinal chemistry, Sep-29, Volume: 138Natural alkaloids as P-gp inhibitors for multidrug resistance reversal in cancer.
AID1617546Covalent inhibition of HSP72-NBD (unknown origin) assessed as initial inhibition constant nucleotide-derived FP probe displacement based by fluorescence polarization assay2019Journal of medicinal chemistry, 12-26, Volume: 62, Issue:24
Kinetic Optimization of Lysine-Targeting Covalent Inhibitors of HSP72.
AID159260Inhibition of Phosphorylase (serine) Kinase activity1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Synthesis and evaluation of multisubstrate inhibitors of an oncogene-encoded tyrosine-specific protein kinase. 1.
AID1368666Permeability of the compound at 200 uM incubated for 1 hr by PAMPA assay2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Small molecule inhibitors of anthrax edema factor.
[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-19902 (33.33)18.7374
1990's1 (16.67)18.2507
2000's0 (0.00)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]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (33.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other4 (66.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]