ly2066948 profile

LY2066948: a selective estrogen receptor modulator; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	5327043
CHEMBL ID	243789
SCHEMBL ID	3120240
MeSH ID	M0491094

Synonym
6-(4-methylsulfonyl-phenyl)-5-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-ol
L4G ,
ly-2066948
2AYR ,
6-(4-methylsulfonylphenyl)-5-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-ol
6-(4-methanesulfonylphenyl)-5-{4-[2-(piperidin-1-yl)ethoxy]phenoxy}naphthalen-2-ol
ly 2066948
bdbm19966
chembl243789 ,
ly2066948
unii-bjk5u4xt4b
6-(4-(methanesulfonyl)phenyl)-5-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-ol
648904-56-7
bjk5u4xt4b ,
SCHEMBL3120240
NJVFOFMHUJJIMB-UHFFFAOYSA-N
6-(4-methanesulfonyl-phenyl)-5-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-ol
2-naphthalenol, 6-(4-(methylsulfonyl)phenyl)-5-(4-(2-(1-piperidinyl)ethoxy)phenoxy)-
6-[4-(methylsulfonyl)phenyl]-5-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-ol
Q27274697

Excerpt	Relevance	Reference
" SERMs known to cause ovarian cysts upregulate Cyp17a1 after only 4 days of dosing and suppression of the HPO axis prevented this regulation, indicating that ovarian expression of Cyp17a1 was secondary to SERM's effect on the brain."	( Development of an early biomarker for the ovarian liability of selective estrogen receptor modulators in rats. Azam, F; Chennathukuzhi, VM; Harris, HA; Huselton, C; Jelinsky, SA; Mekonnen, B; Negahban, A; Patel, VS; Schelling, SH; Winneker, RC; Zhang, X, 2008)	0.35

Protein Targets (3)

Inhibition Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, Estrogen receptor	Homo sapiens (human)	Ki	0.0005	0.0005	0.0005	0.0005	AID977610
Estrogen receptor	Homo sapiens (human)	Ki	0.0008	0.0000	0.4229	7.9070	AID1797926; AID290754
Estrogen receptor beta	Homo sapiens (human)	Ki	0.0011	0.0000	0.1251	2.8760	AID1797926; AID290755
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (44)

Process	via Protein(s)	Taxonomy
positive regulation of transcription by RNA polymerase II	Estrogen receptor	Homo sapiens (human)
negative regulation of transcription by RNA polymerase II	Estrogen receptor	Homo sapiens (human)
antral ovarian follicle growth	Estrogen receptor	Homo sapiens (human)
epithelial cell development	Estrogen receptor	Homo sapiens (human)
chromatin remodeling	Estrogen receptor	Homo sapiens (human)
regulation of DNA-templated transcription	Estrogen receptor	Homo sapiens (human)
signal transduction	Estrogen receptor	Homo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathway	Estrogen receptor	Homo sapiens (human)
positive regulation of cytosolic calcium ion concentration	Estrogen receptor	Homo sapiens (human)
androgen metabolic process	Estrogen receptor	Homo sapiens (human)
male gonad development	Estrogen receptor	Homo sapiens (human)
negative regulation of gene expression	Estrogen receptor	Homo sapiens (human)
positive regulation of phospholipase C activity	Estrogen receptor	Homo sapiens (human)
intracellular steroid hormone receptor signaling pathway	Estrogen receptor	Homo sapiens (human)
intracellular estrogen receptor signaling pathway	Estrogen receptor	Homo sapiens (human)
response to estradiol	Estrogen receptor	Homo sapiens (human)
regulation of toll-like receptor signaling pathway	Estrogen receptor	Homo sapiens (human)
negative regulation of smooth muscle cell apoptotic process	Estrogen receptor	Homo sapiens (human)
negative regulation of canonical NF-kappaB signal transduction	Estrogen receptor	Homo sapiens (human)
negative regulation of DNA-binding transcription factor activity	Estrogen receptor	Homo sapiens (human)
response to estrogen	Estrogen receptor	Homo sapiens (human)
positive regulation of DNA-templated transcription	Estrogen receptor	Homo sapiens (human)
positive regulation of transcription by RNA polymerase II	Estrogen receptor	Homo sapiens (human)
fibroblast proliferation	Estrogen receptor	Homo sapiens (human)
positive regulation of fibroblast proliferation	Estrogen receptor	Homo sapiens (human)
stem cell differentiation	Estrogen receptor	Homo sapiens (human)
regulation of inflammatory response	Estrogen receptor	Homo sapiens (human)
positive regulation of DNA-binding transcription factor activity	Estrogen receptor	Homo sapiens (human)
RNA polymerase II preinitiation complex assembly	Estrogen receptor	Homo sapiens (human)
uterus development	Estrogen receptor	Homo sapiens (human)
vagina development	Estrogen receptor	Homo sapiens (human)
prostate epithelial cord elongation	Estrogen receptor	Homo sapiens (human)
prostate epithelial cord arborization involved in prostate glandular acinus morphogenesis	Estrogen receptor	Homo sapiens (human)
regulation of branching involved in prostate gland morphogenesis	Estrogen receptor	Homo sapiens (human)
mammary gland branching involved in pregnancy	Estrogen receptor	Homo sapiens (human)
mammary gland alveolus development	Estrogen receptor	Homo sapiens (human)
epithelial cell proliferation involved in mammary gland duct elongation	Estrogen receptor	Homo sapiens (human)
protein localization to chromatin	Estrogen receptor	Homo sapiens (human)
cellular response to estradiol stimulus	Estrogen receptor	Homo sapiens (human)
negative regulation of miRNA transcription	Estrogen receptor	Homo sapiens (human)
regulation of epithelial cell apoptotic process	Estrogen receptor	Homo sapiens (human)
regulation of transcription by RNA polymerase II	Estrogen receptor	Homo sapiens (human)
cellular response to estrogen stimulus	Estrogen receptor	Homo sapiens (human)
negative regulation of transcription by RNA polymerase II	Estrogen receptor beta	Homo sapiens (human)
regulation of DNA-templated transcription	Estrogen receptor beta	Homo sapiens (human)
signal transduction	Estrogen receptor beta	Homo sapiens (human)
cell-cell signaling	Estrogen receptor beta	Homo sapiens (human)
negative regulation of cell growth	Estrogen receptor beta	Homo sapiens (human)
intracellular estrogen receptor signaling pathway	Estrogen receptor beta	Homo sapiens (human)
positive regulation of DNA-templated transcription	Estrogen receptor beta	Homo sapiens (human)
positive regulation of DNA-binding transcription factor activity	Estrogen receptor beta	Homo sapiens (human)
cellular response to estradiol stimulus	Estrogen receptor beta	Homo sapiens (human)
regulation of transcription by RNA polymerase II	Estrogen receptor beta	Homo sapiens (human)
cellular response to estrogen stimulus	Estrogen receptor beta	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (29)

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

Ceullar Components (13)

Process	via Protein(s)	Taxonomy
nucleus	Estrogen receptor	Homo sapiens (human)
nucleoplasm	Estrogen receptor	Homo sapiens (human)
transcription regulator complex	Estrogen receptor	Homo sapiens (human)
cytoplasm	Estrogen receptor	Homo sapiens (human)
Golgi apparatus	Estrogen receptor	Homo sapiens (human)
cytosol	Estrogen receptor	Homo sapiens (human)
plasma membrane	Estrogen receptor	Homo sapiens (human)
membrane	Estrogen receptor	Homo sapiens (human)
chromatin	Estrogen receptor	Homo sapiens (human)
euchromatin	Estrogen receptor	Homo sapiens (human)
protein-containing complex	Estrogen receptor	Homo sapiens (human)
nucleus	Estrogen receptor	Homo sapiens (human)
nucleus	Estrogen receptor beta	Homo sapiens (human)
nucleoplasm	Estrogen receptor beta	Homo sapiens (human)
mitochondrion	Estrogen receptor beta	Homo sapiens (human)
intracellular membrane-bounded organelle	Estrogen receptor beta	Homo sapiens (human)
chromatin	Estrogen receptor beta	Homo sapiens (human)
nucleus	Estrogen receptor beta	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (13)

Assay ID	Title	Year	Journal	Article
AID290763	Inhibition of estrogen stimulation in Sprague-Dawley rat at 10 mg/kg	2007	Bioorganic & medicinal chemistry letters, Jul-01, Volume: 17, Issue:13	Structure-activity relationships of SERMs optimized for uterine antagonism and ovarian safety.
AID290764	Ratio of estrogen level in Sprague-Dawley rat at dose of 30 times ED50 for 10 days relative to control	2007	Bioorganic & medicinal chemistry letters, Jul-01, Volume: 17, Issue:13	Structure-activity relationships of SERMs optimized for uterine antagonism and ovarian safety.
AID290756	Inhibition of estrogen stimulation in human Ishikawa cells by alkaline phosphatase quantitation	2007	Bioorganic & medicinal chemistry letters, Jul-01, Volume: 17, Issue:13	Structure-activity relationships of SERMs optimized for uterine antagonism and ovarian safety.
AID290758	Inhibition of estradiol-induced increase in uterine wet weight in orally dosed Sprague-Dawley rat after 3 days	2007	Bioorganic & medicinal chemistry letters, Jul-01, Volume: 17, Issue:13	Structure-activity relationships of SERMs optimized for uterine antagonism and ovarian safety.
AID290761	Ratio of log of drug level in brain to blood in Sprague-Dawley rat	2007	Bioorganic & medicinal chemistry letters, Jul-01, Volume: 17, Issue:13	Structure-activity relationships of SERMs optimized for uterine antagonism and ovarian safety.
AID290760	Drug level in Sprague-Dawley rat plasma at 10 mg/kg, po after 6 hrs	2007	Bioorganic & medicinal chemistry letters, Jul-01, Volume: 17, Issue:13	Structure-activity relationships of SERMs optimized for uterine antagonism and ovarian safety.
AID290757	Increase in estrogen stimulation in human Ishikawa cells by alkaline phosphatase quantitation at 1 uM relative to control	2007	Bioorganic & medicinal chemistry letters, Jul-01, Volume: 17, Issue:13	Structure-activity relationships of SERMs optimized for uterine antagonism and ovarian safety.
AID290754	Displacement of [3H]estradiol from human recombinant ERalpha	2007	Bioorganic & medicinal chemistry letters, Jul-01, Volume: 17, Issue:13	Structure-activity relationships of SERMs optimized for uterine antagonism and ovarian safety.
AID290755	Displacement of [3H]estradiol from human recombinant ERbeta	2007	Bioorganic & medicinal chemistry letters, Jul-01, Volume: 17, Issue:13	Structure-activity relationships of SERMs optimized for uterine antagonism and ovarian safety.
AID290759	Drug level in Sprague-Dawley rat brain at 10 mg/kg, po after 6 hrs	2007	Bioorganic & medicinal chemistry letters, Jul-01, Volume: 17, Issue:13	Structure-activity relationships of SERMs optimized for uterine antagonism and ovarian safety.
AID1797926	Estrogen Receptor Binding Assay and Ishikawa Assay from Article 10.1021/jm050723z: \\A selective estrogen receptor modulator designed for the treatment of uterine leiomyoma with unique tissue specificity for uterus and ovaries in rats.\\	2005	Journal of medicinal chemistry, Nov-03, Volume: 48, Issue:22	A selective estrogen receptor modulator designed for the treatment of uterine leiomyoma with unique tissue specificity for uterus and ovaries in rats.
AID977610	Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB	2005	Journal of medicinal chemistry, Nov-03, Volume: 48, Issue:22	A selective estrogen receptor modulator designed for the treatment of uterine leiomyoma with unique tissue specificity for uterus and ovaries in rats.
AID1811	Experimentally measured binding affinity data derived from PDB	2005	Journal of medicinal chemistry, Nov-03, Volume: 48, Issue:22	A selective estrogen receptor modulator designed for the treatment of uterine leiomyoma with unique tissue specificity for uterus and ovaries in rats.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	5 (83.33)	29.6817
2010's	1 (16.67)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	6 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
flutamide Flutamide: An antiandrogen with about the same potency as cyproterone in rodent and canine species.	2.02	1	(trifluoromethyl)benzenes; monocarboxylic acid amide	androgen antagonist; antineoplastic agent
raloxifene raloxifene : A member of the class of 1-benzothiophenes that is 1-benzothiophene in which the hydrogens at positions 2, 3, and 6 have been replaced by p-hydroxyphenyl, p-[2-(piperidin-1-yl)ethoxy]benzoyl, and hydroxy groups, respectively.	2.02	1	1-benzothiophenes; aromatic ketone; N-oxyethylpiperidine; phenols	bone density conservation agent; estrogen antagonist; estrogen receptor modulator
ethinyl estradiol Ethinyl Estradiol: A semisynthetic alkylated ESTRADIOL with a 17-alpha-ethinyl substitution. It has high estrogenic potency when administered orally, and is often used as the estrogenic component in ORAL CONTRACEPTIVES.. 17alpha-ethynylestradiol : A 3-hydroxy steroid that is estradiol substituted by a ethynyl group at position 17. It is a xenoestrogen synthesized from estradiol and has been shown to exhibit high estrogenic potency on oral administration.	2.43	2	17-hydroxy steroid; 3-hydroxy steroid; terminal acetylenic compound	xenoestrogen
raloxifene hydrochloride Raloxifene Hydrochloride: A second generation selective estrogen receptor modulator (SERM) used to prevent osteoporosis in postmenopausal women. It has estrogen agonist effects on bone and cholesterol metabolism but behaves as a complete estrogen antagonist on mammary gland and uterine tissue.. raloxifene hydrochloride : A hydrochloride salt resulting from the reaction of equimolar amounts of raloxifene and hydrogen chloride.	2.44	2	hydrochloride	bone density conservation agent; estrogen antagonist; estrogen receptor modulator
equilenin Equilenin: An estrogenic steroid produced by HORSES. It has a total of five double bonds in the A- and B-ring. High concentration of equilenin is found in the URINE of pregnant mares.. equilenin : A 3-hydroxy steroid that is estrone which carries two double bonds at positions 6 and 8. It is found in the urine of pregnant mare's and extensively used for estrogen replacement therapy in postmenopausal women.	7.07	1	17-oxo steroid; 3-hydroxy steroid	antioxidant; mammalian metabolite
piperidines Piperidines: A family of hexahydropyridines.	3.13	5

Condition	Relationship Strength	Studies
Fibroid [description not available]	2.43	2
Cancer of the Uterus [description not available]	2.02	1
Leiomyoma A benign tumor derived from smooth muscle tissue, also known as a fibroid tumor. They rarely occur outside of the UTERUS and the GASTROINTESTINAL TRACT but can occur in the SKIN and SUBCUTANEOUS TISSUE, probably arising from the smooth muscle of small blood vessels in these tissues.	2.43	2
Uterine Neoplasms Tumors or cancer of the UTERUS.	2.02	1
Corpus Luteum Cyst [description not available]	2.04	1
Ovarian Cysts General term for CYSTS and cystic diseases of the OVARY.	2.04	1
Androgenization [description not available]	2.02	1

ly2066948

Description

Cross-References

Synonyms (20)

Research Excerpts

Dosage Studied

Protein Targets (3)

Inhibition Measurements

Biological Processes (44)

Molecular Functions (29)

Ceullar Components (13)

Bioassays (13)

Research

Studies (6)

Market Indicators

Research Demand Index: 12.33

Study Types

ly2066948

Description

Cross-References

Synonyms (20)

Research Excerpts

Dosage Studied

Protein Targets (3)

Inhibition Measurements

Biological Processes (44)

Molecular Functions (29)

Ceullar Components (13)

Bioassays (13)

Research

Studies (6)

Market Indicators

Research Demand Index: 12.33

Study Types

Related Drugs (6)

Related Conditions (7)