BMS-582949

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Search structure


Synonyms	Bms 582949 Bms-582949 PS-540446 Ps-540446
Status
Molecule Category	UNKNOWN
UNII	CR743OME9E
EPA CompTox	DTXSID90211380


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

Structure


InChI Key	GDTQLZHHDRRBEB-UHFFFAOYSA-N
Smiles	CCCNC(=O)c1cn2ncnc(Nc3cc(C(=O)NC4CC4)ccc3C)c2c1C
InChI	InChI=1S/C22H26N6O2/c1-4-9-23-22(30)17-11-28-19(14(17)3)20(24-12-25-28)27-18-10-15(6-5-13(18)2)21(29)26-16-7-8-16/h5-6,10-12,16H,4,7-9H2,1-3H3,(H,23,30)(H,26,29)(H,24,25,27)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C22H26N6O2
Molecular Weight	406.49
AlogP	3.12
Hydrogen Bond Acceptor	6.0
Hydrogen Bond Donor	3.0
Number of Rotational Bond	7.0
Polar Surface Area	100.42
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	30.0

Bioactivity

Mechanism of Action	Action	Reference
MAP kinase p38 alpha inhibitor	INHIBITOR	PubMed PubMed


Protein: MAP kinase p38 alpha Description: Mitogen-activated protein kinase 14 Organism : Homo sapiens Q16539 ENSG00000112062

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4	-	18000	-	-	-
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase p38 subfamily	-	13-13	-	-	-
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel	-	-	-	-	16

Assay Description	Organism	Bioactivity	Reference
Inhibition of human ERG at 30 uM	Homo sapiens	16.0 %
Inhibition of bacterially expressed p38alpha pretreated for 10 mins measured after 45 mins	None	13.0 nM
Antiinflammatory activity in human PBMC assessed as inhibition of LPS-induced TNFalpha production treated 30 mins before LPS challenge measured after 6 hrs by ELISA	Homo sapiens	50.0 nM
Antiinflammatory activity in BALB/c mouse serum assessed as inhibition of LPS-induced TNFalpha production at 5 mg/kg, po administered 2 hrs before LPS challenge measured after 90 mins by ELISA	Mus musculus	89.0 %
Antiinflammatory activity in BALB/c mouse serum assessed as inhibition of LPS-induced TNFalpha production at 5 mg/kg, po administered 6 hrs before LPS challenge measured after 90 mins by ELISA	Mus musculus	78.0 %
Inhibition of p38beta (unknown origin)	Homo sapiens	62.0 nM
Inhibition of paw swelling in Lewis rat adjuvant arthritis model assessed as reduction in hind paw volume at 1 mg/kg, po bid beginning on day 11 post adjuvant challenge by volume displacement plethysmometry method relative to control	Rattus norvegicus	27.0 %
Inhibition of paw swelling in Lewis rat adjuvant arthritis model assessed as reduction in hind paw volume at 3 mg/kg, po bid beginning on day 11 post adjuvant challenge by volume displacement plethysmometry method relative to control	Rattus norvegicus	35.0 %
Inhibition of P38alpha MAPK (unknown origin)	Homo sapiens	13.0 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL1230065
DrugBank	DB12696
FDA SRS	CR743OME9E
Guide to Pharmacology	7838
PDB	38P
PubChem	10409068
SureChEMBL	SCHEMBL254996
ZINC	ZINC000036475284

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).