Compounds > way-169916
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way-169916

Description

WAY-169916: nonsteroidal selective NF-kappaB inhibitor; structure in first source [MeSH]

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

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Estrogen receptorHomo sapiens (human)IC500.6965AID281913; AID281945
Estrogen receptor betaHomo sapiens (human)IC500.1060AID281946

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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		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
ISSN: 0022-2623		Synthesis and activity of substituted 4-(indazol-3-yl)phenols as pathway-selective estrogen receptor ligands useful in the treatment of rheumatoid arthritis.

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

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%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
histidine
1
amino acid zwitterion;
histidine;
L-alpha-amino acid;
polar amino acid zwitterion;
proteinogenic amino acid		algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite		2012201212.0medium000010
indazoles
2
indazole2010201412.0high000110
tetradecanoylphorbol acetate
1
acetate ester;
diester;
phorbol ester;
tertiary alpha-hydroxy ketone;
tetradecanoate ester		antineoplastic agent;
apoptosis inducer;
carcinogenic agent;
mitogen;
plant metabolite;
protein kinase C agonist;
reactive oxygen species generator		2010201014.0medium000100
fulvestrant
1
17beta-hydroxy steroid;
3-hydroxy steroid;
organofluorine compound;
sulfoxide		antineoplastic agent;
estrogen antagonist;
estrogen receptor antagonist		2007200717.0medium000100
diethylstilbestrol
1
olefinic 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		2012201212.0medium000010
genistein
1
7-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor		2012201212.0medium000010
cyclin d1
1
2005200519.0medium000100
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Adjuvant Arthritis0
1
2004200420.0low000100
Arthritis, Rheumatoid0
2
2004200519.5low000200
Bowel Diseases, Inflammatory0
1
2005200519.0low000100
Breast Cancer0
2
2005201016.5low000200
Breast Neoplasms0
2
2005201016.5low000200
Cardiovascular Stroke0
1
2007200717.0low000100
Chronic Disease0
1
2006200618.0low000100
Chronic Illness0
1
2006200618.0low000100
Disease Models, Animal0
4
2005200718.2medium000400
Ear Infection0
1
2010201014.0low000100
Endotoxin Shock0
1
2005200519.0low000100
Heart Disease, Ischemic0
1
2007200717.0low000100
Hormone-Dependent Neoplasms0
1
2005200519.0low000100
Infections, Listeria0
1
2005200519.0low000100
Infections, Pseudomonas0
1
2005200519.0low000100
Inflammation0
1
2006200618.0low000100
Inflammatory Bowel Diseases0
1
2005200519.0low000100
Injury, Myocardial Reperfusion0
2
2006200717.5low000200
Innate Inflammatory Response0
1
2006200618.0low000100
Myocardial Infarction0
1
2007200717.0low000100
Myocardial Ischemia0
1
2007200717.0low000100
Pseudomonas Infections0
1
2005200519.0low000100
Rheumatoid Arthritis0
2
2004200519.5low000200
Shock, Septic0
1
2005200519.0low000100