GSK239512

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Search structure


Synonyms	GSK-239512A Gsk-239512 Gsk239512
Status
Molecule Category	UNKNOWN
UNII	4I7U5C459M


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	YFRBKEVUUCQYOW-UHFFFAOYSA-N
Smiles	O=C1CCCN1c1ccc(Oc2ccc3c(c2)CCN(C2CCC2)CC3)nc1
InChI	InChI=1S/C23H27N3O2/c27-23-5-2-12-26(23)20-7-9-22(24-16-20)28-21-8-6-17-10-13-25(19-3-1-4-19)14-11-18(17)15-21/h6-9,15-16,19H,1-5,10-14H2

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C23H27N3O2
Molecular Weight	377.49
AlogP	3.95
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	4.0
Polar Surface Area	45.67
Molecular species	BASE
Aromatic Rings	2.0
Heavy Atoms	28.0

Bioactivity

Mechanism of Action	Action	Reference
Histamine H3 receptor antagonist	ANTAGONIST	PubMed


Protein: Histamine H3 receptor Description: Histamine H3 receptor Organism : Homo sapiens Q9Y5N1 ENSG00000101180

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor	-	-	-	0-10	-
Secreted protein	-	-	-	-	75

Assay Description	Organism	Bioactivity	Reference
Ex vivo receptor occupancy of histamine H3 receptor in rat brain	Rattus norvegicus	15.0 nM
Binding affinity to human serum albumin by HPLC analysis	Homo sapiens	75.0 %
Inhibition of human ERG at 10 uM by patch clamp experiment	Homo sapiens	10.0 %
Displacement of [3H]-R-alpha-ethylhistamine from rat histamine H3 receptor expressed in HEK293 cells after 45 mins by liquid scintillation spectrometry	Rattus norvegicus	0.1479 nM
Displacement of [3H]-R-alpha-ethylhistamine from human histamine H3 receptor expressed in HEK293 cells after 45 mins by liquid scintillation spectrometry	Homo sapiens	0.2042 nM
Displacement of [3H]-R-alpha-ethylhistamine from histamine H3 receptor in human cerebral cortical tissue membranes after 45 mins by liquid scintillation spectrometry	Homo sapiens	0.1202 nM
Displacement of [3H]-R-alpha-ethylhistamine from histamine H3 receptor in rat cerebral cortical tissue membranes after 45 mins by liquid scintillation spectrometry	Rattus norvegicus	0.3631 nM
Antagonist activity at human histamine H3 receptor expressed in CHOK1 cells assessed as inhibition of GTPgammaS binding	Homo sapiens	0.1 nM
Binding affinity to recombinant human H3 receptor	Homo sapiens	10.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL3092650
DrugBank	DB15120
FDA SRS	4I7U5C459M
SureChEMBL	SCHEMBL167578
ZINC	ZINC000003961802

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).