About: WAY-204688

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WAY-204688, also known as SIM-688, is a synthetic nonsteroidal estrogen and nuclear factor κB (NF-κB) inhibitor which was originated by ArQule and Wyeth and was under development by Wyeth for the treatment of rheumatoid arthritis, non-specific inflammation, and sepsis but was never marketed. It is a "pathway-selective" estrogen receptor (ER) ligand which inhibits NF-κB with an IC50 of 122 nM and with maximal inhibition relative to estradiol of 94%. Inhibition of NF-κB by WAY-204688 appears to be dependent on agonism of the ERα, as it is reversed by the ERα antagonist fulvestrant, but is not dependent on the ERβ. In contrast to the case of NF-κB inhibition, WAY-204688 produces only slight elevation of creatine kinase in vitro, a measure of classical estradiol effects. It reached phase I cli

Attributes	Values
rdf:type	Thing dul:ChemicalObject chemical substance Drug drug
rdfs:label	WAY-204688 (en)
rdfs:comment	WAY-204688, also known as SIM-688, is a synthetic nonsteroidal estrogen and nuclear factor κB (NF-κB) inhibitor which was originated by ArQule and Wyeth and was under development by Wyeth for the treatment of rheumatoid arthritis, non-specific inflammation, and sepsis but was never marketed. It is a "pathway-selective" estrogen receptor (ER) ligand which inhibits NF-κB with an IC50 of 122 nM and with maximal inhibition relative to estradiol of 94%. Inhibition of NF-κB by WAY-204688 appears to be dependent on agonism of the ERα, as it is reversed by the ERα antagonist fulvestrant, but is not dependent on the ERβ. In contrast to the case of NF-κB inhibition, WAY-204688 produces only slight elevation of creatine kinase in vitro, a measure of classical estradiol effects. It reached phase I cli (en)
foaf:depiction
dcterms:subject	1-Naphthyl compounds 4-Phenylpiperidines Abandoned drugs Ethers Ketones Synthetic estrogens Trifluoromethyl compounds Biased ligands Nitriles
Wikipage page ID	57761185 (xsd:integer)
Wikipage revision ID	1120772726 (xsd:integer)
Link from a Wikipage to another Wikipage	Antiestrogen Rheumatoid arthritis In vitro Inflammation Intrinsic activity Ligand (biochemistry) 1-Naphthyl compounds 4-Phenylpiperidines Abandoned drugs Ethers Ketones Synthetic estrogens Trifluoromethyl compounds Creatine kinase Fulvestrant NF-κB Clinical trial Functional selectivity Biased ligands Agonist Estradiol (medication) Estrogen receptor Nitriles Sepsis Wyeth Phases of clinical research Nonsteroidal estrogen Synthetic compound Nuclear factor κB ERα ERβ
Link from a Wikipage to an external page	https://adisinsight.springer.com/drugs/800022078
sameAs	WAY-204688 WAY-204688
dbp:wikiPageUsesTemplate	dbt:Drugbox dbt:Estrogen_receptor_modulators dbt:Genito-urinary-drug-stub dbt:Reflist dbt:Abbrlink dbt:Cascite dbt:Fdacite
thumbnail	wiki-commons:Special:FilePath/WAY-204688.svg?width=300
c	34 (xsd:integer)
CAS number	796854 (xsd:integer)
ChEMBL	238890 (xsd:integer)
ChemSpiderID	28655006 (xsd:integer)
class	Nonsteroidal estrogen; Nuclear factor κB inhibitor (en)
F	3 (xsd:integer)
H	31 (xsd:integer)
IUPAC name	-2 (xsd:integer)
n	2 (xsd:integer)
O	2 (xsd:integer)
PubChem	9829162 (xsd:integer)
SMILES	C[C@@]CN4CCCC5=CCCF (en)
StdInChI	1 (xsd:integer)
StdInChIKey	JZPONCMNBSEYQW-CQTOTRCISA-N (en)
UNII	QT9VF4MW6U (en)
has abstract	WAY-204688, also known as SIM-688, is a synthetic nonsteroidal estrogen and nuclear factor κB (NF-κB) inhibitor which was originated by ArQule and Wyeth and was under development by Wyeth for the treatment of rheumatoid arthritis, non-specific inflammation, and sepsis but was never marketed. It is a "pathway-selective" estrogen receptor (ER) ligand which inhibits NF-κB with an IC50 of 122 nM and with maximal inhibition relative to estradiol of 94%. Inhibition of NF-κB by WAY-204688 appears to be dependent on agonism of the ERα, as it is reversed by the ERα antagonist fulvestrant, but is not dependent on the ERβ. In contrast to the case of NF-κB inhibition, WAY-204688 produces only slight elevation of creatine kinase in vitro, a measure of classical estradiol effects. It reached phase I clinical trials prior to the discontinuation of its development. (en)
prov:wasDerivedFrom	wikipedia-en:WAY-204688?oldid=1120772726&ns=0
page length (characters) of wiki page	4800 (xsd:nonNegativeInteger)
CAS number	796854-35-8
ChEMBL	238890
FDA UNII code	QT9VF4MW6U
PubChem	9829162
class	Nonsteroidal estrogen Nuclear factor κB
foaf:isPrimaryTopicOf	wikipedia-en:WAY-204688
is Link from a Wikipage to another Wikipage of	SIM-688 SIM688 SIM 688 WAY-204,688 WAY204688 WAY 204,688 WAY 204688 WA -204688
is Wikipage redirect of	SIM-688 SIM688 SIM 688 WAY-204,688 WAY204688 WAY 204,688

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