GSK-163090

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C25H29N5O
Molecular Weight	415.5307
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC=C2C(C=CC=C2N3CCN(CCC4=CC=CC(=C4)N5CCNC5=O)CC3)=N1

InChI

InChIKey=ANGUXJDGJCHGOG-UHFFFAOYSA-N

InChI=1S/C25H29N5O/c1-19-8-9-22-23(27-19)6-3-7-24(22)29-16-14-28(15-17-29)12-10-20-4-2-5-21(18-20)30-13-11-26-25(30)31/h2-9,18H,10-17H2,1H3,(H,26,31)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21053897 | http://adisinsight.springer.com/drugs/800026154

GSK-163090 is potent, selective, and orally active 5-HT1A/B/D receptor antagonist. GSK163090 was found to combine potent in vivo activity with a strong preclinical developability profile, and on this basis it was selected as a drug candidate with the aim of assessing its potential as a fast-onset antidepressant/anxiolytic. GSK-163090 had been in phase II clinical trials by GlaxoSmithKline for the treatment of major depressive disorder (MDD) and anxiety disorders. However, this research has been discontinued.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Serotonin 1a (5-HT1a) receptor 172 Target ID: CHEMBL214 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21053897	Antagonist 2778	9.4 null [pKi]
Serotonin 1b (5-HT1b) receptor 46 Target ID: CHEMBL1898 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21053897	Antagonist 2778	8.5 null [pKi]
Serotonin 1d (5-HT1d) receptor 52 Target ID: CHEMBL1983 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21053897	Antagonist 2778	9.7 null [pKi]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Major depressive disorder 173 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21053897 https://www.gsk-clinicalstudyregister.com/study/103268#ps	Primary		Phase II 1132	Unknown Approved Use Unknown
Anxiety 267 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21053897 https://www.gsk-clinicalstudyregister.com/study/103268#ps	Primary		Phase II 1132	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P00G47Q	https://www.1pchem.com/search?query=1P00G47Q
AChemBlock	M22583	http://www.achemblock.com/catalogsearch/result/?q=M22583
AstaTech	40622	http://astatechinc.com/CPSResult.php?CRNO=40622
BLD Pharm	BD630889	http://www.bldpharm.com/search/Search.html?keyword=BD630889
Chem Scene	CS-5315	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-5315
ChemShuttle	169467	https://www.chemshuttle.com/catalogsearch/result/?q=169467
Excenen	EX-A1027	http://www.excenen.com/searchresultlist.php?id=EX-A1027
MedChem Express	HY-14348	https://www.medchemexpress.com/search.html?q=HY-14348&ft=&fa=&fp=
MolPort	MolPort-046-416-993	https://www.molport.com/shop/molecule-link/MolPort-046-416-993
MuseChem	I007071	https://www.musechem.com/product/I007071.html
ShangHai Biochempartner	BCP16941	http://www.biochempartner.com/search_BCP16941
eMolecules	72973171	https://orderbb.emolecules.com/search/#?query=72973171
mcule	MCULE-6992595172	https://mcule.com/MCULE-6992595172/

PubMed

Title	Date	PubMed
Discovery of 1-(3-{2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethyl}phenyl)-2-imidazolidinone (GSK163090), a Potent, selective, and orally active 5-HT1A/B/D receptor antagonist.	2010 Dec 9	21053897
Emerging drugs for major depressive disorder.	2012 Mar	22339643

Patents

Sample Use Guides

In Vivo Use Guide

GSK-163090 will be available as 1 mg white coated round tablet. Each subject will receive a single, oral dose of the study medication on the morning of Day 1. The study drug will be administered with Food and Drug Administration (FDA) high fat breakfast.

Route of Administration: Oral

In Vitro Use Guide

GSK-163090 demonstrates clear dose-dependent inhibition of the 8-OH-DPAT-induced hyperlocomotor activity (hLMA), with ED50 values ranging from 0.03 to 1 mg/kg. GSK163090 was devoid of agonist activity at R1 receptors, but rather it demonstrated amoderate functional antagonismof the phenylephrineinduced contraction of rabbit aorta (pIC50=6.9).

Name

Type

Language

GSK-163090

Common Name

English

Code System Code Type Description

PUBCHEM

11292933