MK-0249

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Search structure


Synonyms	MK0249 Mk-0249
Status
Molecule Category	UNKNOWN
UNII	KF50235Q04
EPA CompTox	DTXSID70151492


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

Structure


InChI Key	DDDZBLNULGDPGA-UHFFFAOYSA-N
Smiles	Cc1nc2cccc(C(F)(F)F)c2c(=O)n1-c1ccc(OCCCN2CCCC2)cc1
InChI	InChI=1S/C23H24F3N3O2/c1-16-27-20-7-4-6-19(23(24,25)26)21(20)22(30)29(16)17-8-10-18(11-9-17)31-15-5-14-28-12-2-3-13-28/h4,6-11H,2-3,5,12-15H2,1H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C23H24F3N3O2
Molecular Weight	431.46
AlogP	4.58
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	6.0
Polar Surface Area	47.36
Molecular species	BASE
Aromatic Rings	3.0
Heavy Atoms	31.0

Bioactivity

Mechanism of Action	Action	Reference
Histamine H3 receptor inverse agonist	INVERSE AGONIST	PubMed PubMed


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

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel	-	10000	-	-	-
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor	-	2	1	1-7	-

Assay Description	Organism	Bioactivity	Reference
Inverse agonist activity at human histamine H3 receptor expressed in CHO-K1 cells assessed as inhibition of N-alpha-methylhistamine-induced [35S]GTPgammaS binding	Homo sapiens	1.7 nM
Displacement of [3H]N-alpha-methylhistamine from human histamine H3 receptor expressed in CHO-K1 cells	Homo sapiens	6.8 nM
Displacement of [3H]N-alpha-methylhistamine from rat histamine H3 receptor expressed in HEK293 cells coexpressed with CRE-beta-lactamase	Rattus norvegicus	33.0 nM
Displacement of [3H]N-alpha-methylhistamine from rhesus monkey histamine H3 receptor expressed in HEK293T cells	Macaca mulatta	4.3 nM
Antagonist activity at human histamine H3 receptor expressed in CHO-K1 cells assessed as inhibition of N-alpha-methylhistamine-induced binding of [35S]GTPgammaS binding	Homo sapiens	0.631 nM
Inhibition of human H3 receptor	Homo sapiens	1.7 nM
Displacement of [125I]Iodoproxyfan from human recombinant histamine H3 receptor by Competitive binding assay	Homo sapiens	0.5312 nM
Displacement of [3H]N-alpha-Methylhistamine from human recombinant H3 receptor expressed in HEK293 cells by competitive binding assay	Homo sapiens	0.631 nM
Binding affinity to recombinant human H3 receptor	Homo sapiens	6.8 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL476323
DrugBank	DB11910
FDA SRS	KF50235Q04
Guide to Pharmacology	7346
PubChem	11697697
SureChEMBL	SCHEMBL119607
ZINC	ZINC000038269036

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).