Page last updated: 2024-10-15

way-169916

Description

WAY-169916: nonsteroidal selective NF-kappaB inhibitor; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135461982
CHEMBL ID222501
SCHEMBL ID3890967
MeSH IDM0483127

Synonyms (21)

Synonym
4-[1-allyl-7-(trifluoromethyl)-1h-indazol-3-yl]benzene-1,3-diol
way-169916
DB08047
CHEMBL222501 ,
bdbm50157493
4-(1-allyl-7-(trifluoromethyl)-1h-indazol-3-yl)benzene-1,3-diol ,
669764-18-5
SCHEMBL3890967
4-[-allyl-7-(trifluoromethyl)-1h-indazol-3-yl]benzene-1,3-diol
AKOS025394801
3-hydroxy-4-[1-(prop-2-en-1-yl)-7-(trifluoromethyl)-1,2-dihydro-3h-indazol-3-ylidene]cyclohexa-2,5-dien-1-one
DTXSID90695727
way 169916
4-[1-prop-2-en-1-yl-7-(trifluoromethyl)-1h-indazol-3-yl]benzene-1,3-diol
Q27097280
EX-A4837
mcvlntfjwngghq-uhfffaoysa-n
4-[1-prop-2-enyl-7-(trifluoromethyl)indazol-3-yl]benzene-1,3-diol
mcvlntfjwngghq-rvdmupibsa-n
CS-0067029
HY-117726
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Estrogen receptorHomo sapiens (human)IC50 (µMol)0.69650.00000.723732.7000AID281913; AID281945
Estrogen receptor betaHomo sapiens (human)IC50 (µMol)0.10600.00010.529432.7000AID281946
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (44)

Processvia Protein(s)Taxonomy
positive regulation of transcription by RNA polymerase IIEstrogen receptorHomo sapiens (human)
negative regulation of transcription by RNA polymerase IIEstrogen receptorHomo sapiens (human)
antral ovarian follicle growthEstrogen receptorHomo sapiens (human)
epithelial cell developmentEstrogen receptorHomo sapiens (human)
chromatin remodelingEstrogen receptorHomo sapiens (human)
regulation of DNA-templated transcriptionEstrogen receptorHomo sapiens (human)
signal transductionEstrogen receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayEstrogen receptorHomo sapiens (human)
positive regulation of cytosolic calcium ion concentrationEstrogen receptorHomo sapiens (human)
androgen metabolic processEstrogen receptorHomo sapiens (human)
male gonad developmentEstrogen receptorHomo sapiens (human)
negative regulation of gene expressionEstrogen receptorHomo sapiens (human)
positive regulation of phospholipase C activityEstrogen receptorHomo sapiens (human)
intracellular steroid hormone receptor signaling pathwayEstrogen receptorHomo sapiens (human)
intracellular estrogen receptor signaling pathwayEstrogen receptorHomo sapiens (human)
response to estradiolEstrogen receptorHomo sapiens (human)
regulation of toll-like receptor signaling pathwayEstrogen receptorHomo sapiens (human)
negative regulation of smooth muscle cell apoptotic processEstrogen receptorHomo sapiens (human)
negative regulation of canonical NF-kappaB signal transductionEstrogen receptorHomo sapiens (human)
negative regulation of DNA-binding transcription factor activityEstrogen receptorHomo sapiens (human)
response to estrogenEstrogen receptorHomo sapiens (human)
positive regulation of DNA-templated transcriptionEstrogen receptorHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIEstrogen receptorHomo sapiens (human)
fibroblast proliferationEstrogen receptorHomo sapiens (human)
positive regulation of fibroblast proliferationEstrogen receptorHomo sapiens (human)
stem cell differentiationEstrogen receptorHomo sapiens (human)
regulation of inflammatory responseEstrogen receptorHomo sapiens (human)
positive regulation of DNA-binding transcription factor activityEstrogen receptorHomo sapiens (human)
RNA polymerase II preinitiation complex assemblyEstrogen receptorHomo sapiens (human)
uterus developmentEstrogen receptorHomo sapiens (human)
vagina developmentEstrogen receptorHomo sapiens (human)
prostate epithelial cord elongationEstrogen receptorHomo sapiens (human)
prostate epithelial cord arborization involved in prostate glandular acinus morphogenesisEstrogen receptorHomo sapiens (human)
regulation of branching involved in prostate gland morphogenesisEstrogen receptorHomo sapiens (human)
mammary gland branching involved in pregnancyEstrogen receptorHomo sapiens (human)
mammary gland alveolus developmentEstrogen receptorHomo sapiens (human)
epithelial cell proliferation involved in mammary gland duct elongationEstrogen receptorHomo sapiens (human)
protein localization to chromatinEstrogen receptorHomo sapiens (human)
cellular response to estradiol stimulusEstrogen receptorHomo sapiens (human)
negative regulation of miRNA transcriptionEstrogen receptorHomo sapiens (human)
regulation of epithelial cell apoptotic processEstrogen receptorHomo sapiens (human)
regulation of transcription by RNA polymerase IIEstrogen receptorHomo sapiens (human)
cellular response to estrogen stimulusEstrogen receptorHomo sapiens (human)
negative regulation of transcription by RNA polymerase IIEstrogen receptor betaHomo sapiens (human)
regulation of DNA-templated transcriptionEstrogen receptor betaHomo sapiens (human)
signal transductionEstrogen receptor betaHomo sapiens (human)
cell-cell signalingEstrogen receptor betaHomo sapiens (human)
negative regulation of cell growthEstrogen receptor betaHomo sapiens (human)
intracellular estrogen receptor signaling pathwayEstrogen receptor betaHomo sapiens (human)
positive regulation of DNA-templated transcriptionEstrogen receptor betaHomo sapiens (human)
positive regulation of DNA-binding transcription factor activityEstrogen receptor betaHomo sapiens (human)
cellular response to estradiol stimulusEstrogen receptor betaHomo sapiens (human)
regulation of transcription by RNA polymerase IIEstrogen receptor betaHomo sapiens (human)
cellular response to estrogen stimulusEstrogen receptor betaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (29)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingEstrogen receptorHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificEstrogen receptorHomo sapiens (human)
TFIIB-class transcription factor bindingEstrogen receptorHomo sapiens (human)
transcription coregulator bindingEstrogen receptorHomo sapiens (human)
transcription corepressor bindingEstrogen receptorHomo sapiens (human)
transcription coactivator bindingEstrogen receptorHomo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specificEstrogen receptorHomo sapiens (human)
chromatin bindingEstrogen receptorHomo sapiens (human)
DNA-binding transcription factor activityEstrogen receptorHomo sapiens (human)
nuclear receptor activityEstrogen receptorHomo sapiens (human)
steroid bindingEstrogen receptorHomo sapiens (human)
protein bindingEstrogen receptorHomo sapiens (human)
calmodulin bindingEstrogen receptorHomo sapiens (human)
beta-catenin bindingEstrogen receptorHomo sapiens (human)
zinc ion bindingEstrogen receptorHomo sapiens (human)
TBP-class protein bindingEstrogen receptorHomo sapiens (human)
enzyme bindingEstrogen receptorHomo sapiens (human)
protein kinase bindingEstrogen receptorHomo sapiens (human)
nitric-oxide synthase regulator activityEstrogen receptorHomo sapiens (human)
nuclear estrogen receptor activityEstrogen receptorHomo sapiens (human)
nuclear estrogen receptor bindingEstrogen receptorHomo sapiens (human)
estrogen response element bindingEstrogen receptorHomo sapiens (human)
identical protein bindingEstrogen receptorHomo sapiens (human)
ATPase bindingEstrogen receptorHomo sapiens (human)
14-3-3 protein bindingEstrogen receptorHomo sapiens (human)
sequence-specific double-stranded DNA bindingEstrogen receptorHomo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA bindingEstrogen receptor betaHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificEstrogen receptor betaHomo sapiens (human)
DNA bindingEstrogen receptor betaHomo sapiens (human)
nuclear steroid receptor activityEstrogen receptor betaHomo sapiens (human)
nuclear receptor activityEstrogen receptor betaHomo sapiens (human)
steroid bindingEstrogen receptor betaHomo sapiens (human)
protein bindingEstrogen receptor betaHomo sapiens (human)
zinc ion bindingEstrogen receptor betaHomo sapiens (human)
enzyme bindingEstrogen receptor betaHomo sapiens (human)
nuclear estrogen receptor activityEstrogen receptor betaHomo sapiens (human)
estrogen response element bindingEstrogen receptor betaHomo sapiens (human)
receptor antagonist activityEstrogen receptor betaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
nucleusEstrogen receptorHomo sapiens (human)
nucleoplasmEstrogen receptorHomo sapiens (human)
transcription regulator complexEstrogen receptorHomo sapiens (human)
cytoplasmEstrogen receptorHomo sapiens (human)
Golgi apparatusEstrogen receptorHomo sapiens (human)
cytosolEstrogen receptorHomo sapiens (human)
plasma membraneEstrogen receptorHomo sapiens (human)
membraneEstrogen receptorHomo sapiens (human)
chromatinEstrogen receptorHomo sapiens (human)
euchromatinEstrogen receptorHomo sapiens (human)
protein-containing complexEstrogen receptorHomo sapiens (human)
nucleusEstrogen receptorHomo sapiens (human)
nucleusEstrogen receptor betaHomo sapiens (human)
nucleoplasmEstrogen receptor betaHomo sapiens (human)
mitochondrionEstrogen receptor betaHomo sapiens (human)
intracellular membrane-bounded organelleEstrogen receptor betaHomo sapiens (human)
chromatinEstrogen receptor betaHomo sapiens (human)
nucleusEstrogen receptor betaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (29)

Assay IDTitleYearJournalArticle
AID281922Inhibition of MHC mRNA levels in high fat diet fed C57BL/6 mouse liver at 2.5 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281926Inhibition of VCAM1 mRNA levels in high fat diet fed C57BL/6 mouse liver at 5 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281933Inhibition of TNFalpha mRNA levels in high fat diet fed C57BL/6 mouse liver at 5 mg/kg, po for 5 weeks relative to ethynyl estradiol2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281920Inhibition of MHC mRNA levels in high fat diet fed C57BL/6 mouse liver at 5 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281943Increase in uterine weight in high fat diet fed po dosed C57BL/6 mouse after 5 days2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281913Activity at human ERalpha expressed in HAECT1 cells assessed as inhibition of NF-kappaB transcription2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281927Inhibition of VCAM1 mRNA levels in high fat diet fed C57BL/6 mouse liver at 5 mg/kg, po for 5 weeks relative to ethynyl estradiol2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281921Inhibition of MHC mRNA levels in high fat diet fed C57BL/6 mouse liver at 5 mg/kg, po for 5 weeks relative to ethynyl estradiol2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281938Inhibition of MHC mRNA levels in high fat diet fed C57BL/6 mouse liver at 5 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281946Displacement of [3H]E2 from ERbeta ligand binding domain2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281937Inhibition of MHC mRNA levels in high fat diet fed C57BL/6 mouse liver at 10 mg/kg, po for 5 weeks relative to ethynyl estradiol2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281934Inhibition of TNFalpha mRNA levels in high fat diet fed C57BL/6 mouse liver at 2.5 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281939Inhibition of MHC mRNA levels in high fat diet fed C57BL/6 mouse liver at 5 mg/kg, po for 5 weeks relative to ethynyl estradiol2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281932Inhibition of TNFalpha mRNA levels in high fat diet fed C57BL/6 mouse liver at 5 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281924Inhibition of VCAM1 mRNA levels in high fat diet fed C57BL/6 mouse liver at 10 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281925Inhibition of VCAM1 mRNA levels in high fat diet fed C57BL/6 mouse liver at 10 mg/kg, po for 5 weeks relative to ethynyl estradiol2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281915Activity at human ERalpha expressed in HAECT1 cells assessed as stimulation of creatine kinase activity2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281914Activity at human ERalpha expressed in HAECT1 cells assessed as inhibition of NF-kappaB transcription at 10 uM relative to 17-beta-estradiol2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281936Inhibition of MHC mRNA levels in high fat diet fed C57BL/6 mouse liver at 10 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281919Inhibition of MHC mRNA levels in high fat diet fed C57BL/6 mouse liver at 10 mg/kg, po for 5 weeks relative to ethynyl estradiol2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281928Inhibition of VCAM1 mRNA levels in high fat diet fed C57BL/6 mouse liver at 2.5 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281935Inhibition of TNFalpha mRNA levels in high fat diet fed C57BL/6 mouse liver at 2.5 mg/kg, po for 5 weeks relative to ethynyl estradiol2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281940Inhibition of MHC mRNA levels in high fat diet fed C57BL/6 mouse liver at 2.5 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281931Inhibition of TNFalpha mRNA levels in high fat diet fed C57BL/6 mouse liver at 10 mg/kg, po for 5 weeks relative to ethynyl estradiol2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281945Displacement of [3H]E2 from ERalpha ligand binding domain2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281930Inhibition of TNFalpha mRNA levels in high fat diet fed C57BL/6 mouse liver at 10 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281944Antiinflammatory activity in adjuvant-induced arthritis Lewis rat model assessed as improvement in arthritic scores2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281918Inhibition of MHC mRNA levels in high fat diet fed C57BL/6 mouse liver at 10 mg/kg, po for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
AID281942Increase in uterine weight in high fat diet fed C57BL/6 mouse at 10 mg/kg, po after 5 days for 5 weeks2004Journal of medicinal chemistry, Dec-16, Volume: 47, Issue:26
Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's8 (61.54)29.6817
2010's5 (38.46)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 (15.38%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other11 (84.62%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]