GSK-256066

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C27H26N4O5S
Molecular Weight	518.584
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(NC2=C(C=NC3=C(C)C=C(C=C23)S(=O)(=O)C4=CC=CC(=C4)C(=O)N(C)C)C(N)=O)=CC=C1

InChI

InChIKey=JFHROPTYMMSOLG-UHFFFAOYSA-N

InChI=1S/C27H26N4O5S/c1-16-11-21(37(34,35)20-10-5-7-17(12-20)27(33)31(2)3)14-22-24(16)29-15-23(26(28)32)25(22)30-18-8-6-9-19(13-18)36-4/h5-15H,1-4H3,(H2,28,32)(H,29,30)

HIDE SMILES / InChI

Molecular Formula	C27H26N4O5S
Molecular Weight	518.584
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21205923 | https://www.ncbi.nlm.nih.gov/pubmed/25283372

GSK-256066 is a PDE4B inhibitor which was developed by GlaxoSmithKline and tested in phase II of clinical trials for the treatment of COPD, Asthma and Seasonal allergic rhinitis. According to the GSK pipeline, development of GSK-256066 was terminated. There are studies that describes the possibility of repurposing of the drug as antitrypanosomal agents, because it inhibits PDEB1 of Trypanosoma brucei.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Phosphodiesterase 4B 11 Target ID: CHEMBL275 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21205923	Inhibitor 8297		3.2 pM [IC50]
Class 1 phosphodiesterase PDEB1 1 Target ID: CHEMBL2010636 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25283372	Inhibitor 8297		10.0 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Seasonal allergic rhinitis 64 Sources: https://clinicaltrials.gov/ct2/show/NCT00377728	Primary	Phase II 1132	Unknown Approved Use Unknown
Asthma 241 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20193079	Primary	Phase II 1132	Unknown Approved Use Unknown
Chronic obstructive pulmonary disease 174 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23701917	Primary	Phase II 1132	Unknown Approved Use Unknown
Human african trypanosomiasis 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25283372	Curative	Basic research	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
18.3 pg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/20193079	87.5 μg single, respiratory dose: 87.5 μg route of administration: Respiratory experiment type: SINGLE co-administered:		GSK-256066 plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
17.3 pg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/20193079	8.75 μg 1 times / day multiple, respiratory dose: 8.75 μg route of administration: Respiratory experiment type: MULTIPLE co-administered:		GSK-256066 plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
36.8 pg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/20193079	87.5 μg single, respiratory dose: 87.5 μg route of administration: Respiratory experiment type: SINGLE co-administered:		GSK-256066 plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
64.8 pg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/20193079	8.75 μg 1 times / day multiple, respiratory dose: 8.75 μg route of administration: Respiratory experiment type: MULTIPLE co-administered:		GSK-256066 plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY116322	https://www.001chemical.com/chem/search?q=DY116322
1PlusChem LLC	1P009CSP	https://www.1pchem.com/search?query=1P009CSP
1PlusChem LLC	1P00G454	https://www.1pchem.com/search?query=1P00G454
AK Scientific	3246AH	https://aksci.com/item_detail.php?cat=3246AH
AK Scientific	X7580	https://aksci.com/item_detail.php?cat=X7580
AOBIOUS INC	AOB87102	http://aobious.com/aobious/search?search_query=AOB87102
Angene	AGN-PC-0WH9J5	http://www.angenechemical.com/productshow/AGN-PC-0WH9J5.html
ApexBio Technology	A4331	https://www.apexbt.com/catalogsearch/result/?q=A4331
AstaTech	C16396	http://astatechinc.com/CPSResult.php?CRNO=C16396
BLD Pharm	BD305984	http://www.bldpharm.com/search/Search.html?keyword=BD305984
BLD Pharm	BD630248	http://www.bldpharm.com/search/Search.html?keyword=BD630248
BioSynth	J-200184	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/J-200184
BioSynth	J-200284	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/J-200284
Chem Scene	CS-0349	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-0349
Chem Scene	CS-1182	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-1182
ChemShuttle	104822	https://www.chemshuttle.com/catalogsearch/result/?q=104822
Excenen	EX-A2066	http://www.excenen.com/searchresultlist.php?id=EX-A2066
Hairui	HR116811	http://www.hairuichem.com/en/product/search.do?q=HR116811
Matrix Scientific	145216	http://www.matrixscientific.com/145216.html
MedChem Express	HY-10469	https://www.medchemexpress.com/search.html?q=HY-10469&ft=&fa=&fp=
MedChem Express	HY-70069	https://www.medchemexpress.com/search.html?q=HY-70069&ft=&fa=&fp=
MolPort	MolPort-020-001-389	https://www.molport.com/shop/molecule-link/MolPort-020-001-389
MolPort	MolPort-039-139-499	https://www.molport.com/shop/molecule-link/MolPort-039-139-499
MolPort	MolPort-046-702-182	https://www.molport.com/shop/molecule-link/MolPort-046-702-182
Molcore	MC116322	http://www.molcore.com/CatMC116322.html
Molnova	M11725	https://www.molnova.com/en/serch-list.html?keywords=M11725
Molnova	M16000	https://www.molnova.com/en/serch-list.html?keywords=M16000
MuseChem	I007091	https://www.musechem.com/product/I007091.html
ShangHai Biochempartner	BCP000439	http://www.biochempartner.com/search_BCP000439
ShangHai Biochempartner	BCP02627	http://www.biochempartner.com/search_BCP02627
TargetMol	T6054	https://www.targetmol.com/search?keyword=T6054
Toronto Research Chemicals	D461145	https://www.trc-canada.com/product-detail/?CatNum=D461145
eMolecules	36516873	https://orderbb.emolecules.com/search/#?query=36516873
eMolecules	44811438	https://orderbb.emolecules.com/search/#?query=44811438
eNovation Chemicals	D372303	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D372303&searchbtn.x=0&searchbtn.y=0
mcule	MCULE-2235064767	https://mcule.com/MCULE-2235064767/
mcule	MCULE-3131778281	https://mcule.com/MCULE-3131778281/

PubMed

Title	Date	PubMed
The inhaled phosphodiesterase 4 inhibitor GSK256066 reduces allergen challenge responses in asthma.	2010 Mar 1	20193079

Patents

Sample Use Guides

In Vivo Use Guide

COPD: 25 or 87.5 mcg should be inhaled once daily. Asthma: patients receive inhaled drug at a dose of 87.5 mcg once per day.

Route of Administration: Other

In Vitro Use Guide

LPS-stimulated TNFalpha expression was inhibited in PBMCs and whole blood using 10(-4)-10 nM of GSK-256066.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 07:27:54 GMT 2023` Edited by `admin` on `Sat Dec 16 07:27:54 GMT 2023`
Record UNII	2D6GK059SR
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GSK-256066

Common Name

English

3-QUINOLINECARBOXAMIDE, 6-((3-((DIMETHYLAMINO)CARBONYL)PHENYL)SULFONYL)-4-((3-METHOXYPHENYL)AMINO)-8-METHYL-

Systematic Name

English

GSK256066

Code

English

Code System Code Type Description

PUBCHEM

9827968