Compounds > gsk 4716
Page last updated: 2024-12-11

gsk 4716

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

Description

GSK 4716: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5331325
CHEMBL ID193836
CHEBI ID80000
MeSH IDM0541331

Synonyms (30)

Synonym
gsk4716
4-hydroxy-n''-[(1e)-[4-(propan-2-yl)phenyl]methylidene]benzohydrazide
bdbm22438
gsk 4716
101574-65-6
4-hydroxy-benzoic acid (4-isopropyl-benzylidene)-hydrazide
2GPP
STK077744
4-hydroxy-n'-{(e)-[4-(propan-2-yl)phenyl]methylidene}benzohydrazide
AKOS000483304
chebi:80000 ,
CHEMBL193836
4-hydroxy-n-[(e)-(4-propan-2-ylphenyl)methylideneamino]benzamide
4-hydroxy-2-[(1e)-[4-(1-methylethyl)phenyl]methylene]hydrazide
gw4716
DTXSID40416242
mfcd00567155
J-000435
Z49615969
CS-D0397
gsk 4716, >=98% (hplc)
4-hydroxy-n'-(4-isopropylbenzylidene)benzohydrazide
benzoic acid, 4-hydroxy-, 2-[[4-(1-methylethyl)phenyl]methylene]hydrazide
HY-33353
A16956
BS-14183
4-hydroxy-n'-{[4-(propan-2-yl)phenyl]methylidene}benzohydrazide
EN300-6474545
EN300-21037711
4-hydroxy-n'-[(e)-[4-(propan-2-yl)phenyl]methylidene]benzohydrazide
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
monoterpenoidAny terpenoid derived from a monoterpene. The term includes compounds in which the C10 skeleton of the parent monoterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Estrogen-related receptor gammaHomo sapiens (human)IC50 (µMol)2.00002.00002.00002.0000AID977608
Estrogen-related receptor gammaHomo sapiens (human)IC50 (µMol)2.00000.00200.22732.0000AID241851
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tegument protein VP16Human alphaherpesvirus 1 strain 17EC50 (µMol)0.27260.00070.13660.2726AID1375004
Estrogen-related receptor gammaHomo sapiens (human)EC50 (µMol)1.27470.01500.66491.8990AID1374995; AID1374996; AID1798195; AID246440
Estrogen-related receptor gammaHomo sapiens (human)Kd5.00005.00005.00005.0000AID1231506
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (6)

Processvia Protein(s)Taxonomy
regulation of DNA-templated transcriptionEstrogen-related receptor gammaHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIEstrogen-related receptor gammaHomo sapiens (human)
retinoic acid receptor signaling pathwayEstrogen-related receptor gammaHomo sapiens (human)
positive regulation of cold-induced thermogenesisEstrogen-related receptor gammaHomo sapiens (human)
regulation of transcription by RNA polymerase IIEstrogen-related receptor gammaHomo sapiens (human)
intracellular steroid hormone receptor signaling pathwayEstrogen-related receptor gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
DNA-binding transcription factor activity, RNA polymerase II-specificEstrogen-related receptor gammaHomo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specificEstrogen-related receptor gammaHomo sapiens (human)
nuclear steroid receptor activityEstrogen-related receptor gammaHomo sapiens (human)
steroid bindingEstrogen-related receptor gammaHomo sapiens (human)
protein bindingEstrogen-related receptor gammaHomo sapiens (human)
zinc ion bindingEstrogen-related receptor gammaHomo sapiens (human)
AF-2 domain bindingEstrogen-related receptor gammaHomo sapiens (human)
sequence-specific double-stranded DNA bindingEstrogen-related receptor gammaHomo sapiens (human)
estrogen response element bindingEstrogen-related receptor gammaHomo sapiens (human)
nuclear receptor activityEstrogen-related receptor gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
nucleoplasmEstrogen-related receptor gammaHomo sapiens (human)
chromatinEstrogen-related receptor gammaHomo sapiens (human)
nucleusEstrogen-related receptor gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID1798195ERRgamma FRET Assay from Article 10.1021/jm050161j: \\Identification and structure-activity relationship of phenolic acyl hydrazones as selective agonists for the estrogen-related orphan nuclear receptors ERRbeta and ERRgamma.\\2005Journal of medicinal chemistry, May-05, Volume: 48, Issue:9
Identification and structure-activity relationship of phenolic acyl hydrazones as selective agonists for the estrogen-related orphan nuclear receptors ERRbeta and ERRgamma.
AID1374996Agonist activity at Gal4 fused ERRgamma-LBD (unknown origin) expressed in HEK293T cells after 20 hrs by UAS-luciferase reporter gene assay2018Bioorganic & medicinal chemistry letters, 05-01, Volume: 28, Issue:8
Design, synthesis, and evaluation of simple phenol amides as ERRγ agonists.
AID1231506Binding affinity to ERRgamma (unknown origin) at 20 degC by isothermal titration calorimetry2015Bioorganic & medicinal chemistry, Jul-01, Volume: 23, Issue:13
1-Benzyl-4-phenyl-1H-1,2,3-triazoles improve the transcriptional functions of estrogen-related receptor γ and promote the browning of white adipose.
AID1375002Agonist activity at alphaHis-SUMO-tagged ERRalpha-LBD (unknown origin) assessed as decrease in RIP140 peptide recruitment by TR-FRET assay2018Bioorganic & medicinal chemistry letters, 05-01, Volume: 28, Issue:8
Design, synthesis, and evaluation of simple phenol amides as ERRγ agonists.
AID1374999Half life in rat liver microsomes at 1 uM in presence of NADPH by LC-MS/MS analysis2018Bioorganic & medicinal chemistry letters, 05-01, Volume: 28, Issue:8
Design, synthesis, and evaluation of simple phenol amides as ERRγ agonists.
AID1374997Half life in human liver microsomes at 1 uM in presence of NADPH by LC-MS/MS analysis2018Bioorganic & medicinal chemistry letters, 05-01, Volume: 28, Issue:8
Design, synthesis, and evaluation of simple phenol amides as ERRγ agonists.
AID1375004Agonist activity at Herpes simplex virus Gal4 fused VP16-LBD expressed in HEK293T cells after 20 hrs by UAS-luciferase reporter gene assay2018Bioorganic & medicinal chemistry letters, 05-01, Volume: 28, Issue:8
Design, synthesis, and evaluation of simple phenol amides as ERRγ agonists.
AID1374995Agonist activity at human N-terminal alphaHis-SUMO-tagged ERRgamma-LBD (229 to 458 residues) expressed in Escherichia coli BL21 gold (DE3) cells assessed as decrease in RIP140 peptide recruitment after 2 hrs by TR-FRET assay2018Bioorganic & medicinal chemistry letters, 05-01, Volume: 28, Issue:8
Design, synthesis, and evaluation of simple phenol amides as ERRγ agonists.
AID246440Estrogen-Related Receptor gamma activity in FRET assay2005Journal of medicinal chemistry, May-05, Volume: 48, Issue:9
Identification and structure-activity relationship of phenolic acyl hydrazones as selective agonists for the estrogen-related orphan nuclear receptors ERRbeta and ERRgamma.
AID1374998Half life in mouse liver microsomes at 1 uM in presence of NADPH by LC-MS/MS analysis2018Bioorganic & medicinal chemistry letters, 05-01, Volume: 28, Issue:8
Design, synthesis, and evaluation of simple phenol amides as ERRγ agonists.
AID304538Activity at human ERRalpha F272A mutant expressed in HeLa cells assessed as estrogen response element activation after 24 to 30 hrs by luciferase reporter gene assay2007Journal of medicinal chemistry, Dec-27, Volume: 50, Issue:26
On the intractability of estrogen-related receptor alpha as a target for activation by small molecules.
AID1231493Activation of GAL4-DBD-ERRgamma ligand binding domain (unknown origin) expressed in HEK293FT cells at 2 uM incubated for 24 hrs by mammalian two-hybrid reporter gene assay2015Bioorganic & medicinal chemistry, Jul-01, Volume: 23, Issue:13
1-Benzyl-4-phenyl-1H-1,2,3-triazoles improve the transcriptional functions of estrogen-related receptor γ and promote the browning of white adipose.
AID241851Inhibition of [3H]4-OHT binding to Estrogen-Related Receptor gamma2005Journal of medicinal chemistry, May-05, Volume: 48, Issue:9
Identification and structure-activity relationship of phenolic acyl hydrazones as selective agonists for the estrogen-related orphan nuclear receptors ERRbeta and ERRgamma.
AID251175Estrogen-Related Receptor gamma activity in FRET assay2005Journal of medicinal chemistry, May-05, Volume: 48, Issue:9
Identification and structure-activity relationship of phenolic acyl hydrazones as selective agonists for the estrogen-related orphan nuclear receptors ERRbeta and ERRgamma.
AID1811Experimentally measured binding affinity data derived from PDB2006The Journal of biological chemistry, Dec-08, Volume: 281, Issue:49
X-ray crystal structures of the estrogen-related receptor-gamma ligand binding domain in three functional states reveal the molecular basis of small molecule regulation.
AID977608Experimentally measured binding affinity data (IC50) for protein-ligand complexes derived from PDB2006The Journal of biological chemistry, Dec-08, Volume: 281, Issue:49
X-ray crystal structures of the estrogen-related receptor-gamma ligand binding domain in three functional states reveal the molecular basis of small molecule regulation.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (33.33)29.6817
2010's6 (66.67)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: 17.16

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index17.16 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.37 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (17.16)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
bisphenol a
4,4'-isopropylidene diphenol: stimulates proliferative responses and cytokine productions of murine spleen cells and thymus cells in vitro. bisphenol : By usage, the methylenediphenols, HOC6H4CH2C6H4OH, commonly p,p-methylenediphenol, and their substitution products (generally derived from condensation of two equivalent amounts of a phenol with an aldehyde or ketone). The term also includes analogues in the the methylene (or substituted methylene) group has been replaced by a heteroatom.. bisphenol A : A bisphenol that is 4,4'-methanediyldiphenol in which the methylene hydrogens are replaced by two methyl groups.		2.0710bisphenolendocrine disruptor;
environmental contaminant;
xenobiotic;
xenoestrogen
hydrazine
diamine : Any polyamine that contains two amino groups.		2.9740azane;
hydrazines		EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
4-[1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
[no description available]		2.0210stilbenoid
4-hydroxybenzamide
[no description available]		2.0310
diethylstilbestrol
Diethylstilbestrol: A synthetic nonsteroidal estrogen used in the treatment of menopausal and postmenopausal disorders. It was also used formerly as a growth promoter in animals. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), diethylstilbestrol has been listed as a known carcinogen. (Merck, 11th ed). diethylstilbestrol : An olefinic compound that is trans-hex-3-ene in which the hydrogens at positions 3 and 4 have been replaced by p-hydroxyphenyl groups.		2.7330olefinic compound;
polyphenol		antifungal agent;
antineoplastic agent;
autophagy inducer;
calcium channel blocker;
carcinogenic agent;
EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor;
endocrine disruptor;
xenoestrogen
afimoxifene
afimoxifene : A tertiary amino compound that is tamoxifen in which the phenyl group which is in a Z- relationship to the ethyl substituent is hydroxylated at the para- position. It is the active metabolite of tamoxifen.		2.0210phenols;
tertiary amino compound		antineoplastic agent;
estrogen receptor antagonist;
metabolite
n'-((1e)-(4-(diethylamino)phenyl)methylene)-4-hydroxybenzohydrazide
N'-((1E)-(4-(diethylamino)phenyl)methylene)-4-hydroxybenzohydrazide: structure in first source		2.0210
ConditionIndicatedRelationship StrengthStudiesTrials
Obesity
A status with BODY WEIGHT that is grossly above the recommended standards, usually due to accumulation of excess FATS in the body. The standards may vary with age, sex, genetic or cultural background. In the BODY MASS INDEX, a BMI greater than 30.0 kg/m2 is considered obese, and a BMI greater than 40.0 kg/m2 is considered morbidly obese (MORBID OBESITY).		02.1110
Hyperactivity, Motor
[description not available]		02.0710
Academic Disorder, Developmental
[description not available]		02.0710
Learning Disabilities
Conditions characterized by a significant discrepancy between an individual's perceived level of intellect and their ability to acquire new language and other cognitive skills. These may result from organic or psychological conditions. Relatively common subtypes include DYSLEXIA, DYSCALCULIA, and DYSGRAPHIA.		02.0710