GLPG-0974

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Search structure


Synonyms	GLPG0974 Glpg-0974 Glpg0974
Status
Molecule Category	UNKNOWN
UNII	X7REK61AIS


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

Structure


InChI Key	MPMKMQHJHDHPBE-RUZDIDTESA-N
Smiles	C[C@]1(C(=O)N(CCCC(=O)O)Cc2cccc(Cl)c2)CCN1C(=O)c1csc2ccccc12
InChI	InChI=1S/C25H25ClN2O4S/c1-25(11-13-28(25)23(31)20-16-33-21-9-3-2-8-19(20)21)24(32)27(12-5-10-22(29)30)15-17-6-4-7-18(26)14-17/h2-4,6-9,14,16H,5,10-13,15H2,1H3,(H,29,30)/t25-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C25H25ClN2O4S
Molecular Weight	485.01
AlogP	5.05
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	8.0
Polar Surface Area	77.92
Molecular species	ACID
Aromatic Rings	3.0
Heavy Atoms	33.0

Bioactivity

Mechanism of Action	Action	Reference
Free fatty acid receptor 2 antagonist	ANTAGONIST	PubMed PubMed PubMed


Protein: Free fatty acid receptor 2 Description: Free fatty acid receptor 2 Organism : Homo sapiens O15552 ENSG00000126262

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel	-	-	-	-	0
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Free fatty acid receptor	12	9-483	-	-	-

Assay Description	Organism	Bioactivity	Reference
Antagonist activity against human FFA2 receptor expressed in HEK293 cells assessed as inhibition of sodium acetate-induced calcium mobilization	Homo sapiens	9.0 nM
Inhibition of human ERG at 10 uM	Homo sapiens	0.0 %
Inhibition of sodium acetate-induced cell migration of human neutrophils after 1 hr by ATP luminescence based assay	Homo sapiens	27.0 nM
Inhibition of sodium acetate-induced cell migration of human neutrophils after 1 hr in presence of 90% plasma by ATP luminescence based assay	Homo sapiens	43.0 nM
Antagonist activity against FFA2 receptor in human whole blood assessed as inhibition of sodium acetate-induced CD11b[AE] expression by flow cytometry	Homo sapiens	483.0 nM
Agonist activity to human FFA2R expressed in HEK293T cells assessed as induction beta-arrestin-2 recruitment after 10 mins by BRET assay	Homo sapiens	12.02 nM

Cross References

Resources	Reference
ChEMBL	CHEMBL3353541
DrugBank	DB15406
FDA SRS	X7REK61AIS
Guide to Pharmacology	8417
PubChem	57520598
SureChEMBL	SCHEMBL11298599
ZINC	ZINC000200856271

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).