GLPG-1205

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Synonyms
Status
Molecule Category UNKNOWN
UNII K9WR6LRA5D

Structure

InChI Key IRBAWVGZNJIROV-SFHVURJKSA-N
Smiles O=c1nc(OC[C@@H]2COCCO2)cc2n1CCc1cc(C#CC3CC3)ccc1-2
InChI
InChI=1S/C22H22N2O4/c25-22-23-21(28-14-18-13-26-9-10-27-18)12-20-19-6-5-16(4-3-15-1-2-15)11-17(19)7-8-24(20)22/h5-6,11-12,15,18H,1-2,7-10,13-14H2/t18-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H22N2O4
Molecular Weight 378.43
AlogP 2.02
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 3.0
Polar Surface Area 62.58
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 28.0

Bioactivity

Mechanism of Action Action Reference
G-protein coupled receptor 84 negative allosteric modulator NEGATIVE ALLOSTERIC MODULATOR PubMed PubMed
Protein: G-protein coupled receptor 84
Description: G-protein coupled receptor 84
Organism : Homo sapiens
Q9NQS5 ENSG00000139572
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 34600 - - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase CAMK1 family CAMK protein kinase MELK subfamily
- - - - 57
Membrane receptor Family A G protein-coupled receptor
- 54 - 30 -
Assay Description Organism Bioactivity Reference
Antagonist activity against GPR84 (unknown origin) expressed in cell membranes incubated for 90 mins by [35S]GTPgammaS binding assay Homo sapiens 0.01 nM
Antagonist activity against GPR84 in human buffy coat neutrophils assessed as reduction in neutrophils migration towards embelin pre-incubated for 30 mins and measured after 1 hr by ATPlite luminescence ATP detection assay Homo sapiens 0.01 nM
Antagonist activity at recombinant human GPR84 stably overexpressed in HEK293T cell membranes co-expressing G-alpha assessed as inhibition of DIM-stimulated [35S]GTPgammaS binding after 90 mins by scintillation counting method Homo sapiens 54.0 nM
Inhibition of embelin-induced migration of human neutrophils preincubated for 30 mins followed by embelin addition and measured after 1 hr by ATPlite luminescence assay Homo sapiens 11.0 nM
Inhibition of embelin-induced migration of rat neutrophils preincubated for 30 mins followed by embelin addition and measured after 1 hr by celltiter-glo assay Rattus norvegicus 111.0 nM
Inhibition of dog neutrophil cell migration Canis lupus familiaris 75.0 nM
Displacement of [3H]-9-(2-phenylethyl)-2-(2-pyrazin-2-yloxyethoxy)-6,7-dihydropyrimido[6,1-a]isoquinolin-4-one from recombinant FLAG-tagged GPR84 (unknown origin) expressed in T-REx-293 cells co-expressing Galphai2 incubated for 1 hr by liquid scintillation counting analysis Homo sapiens 30.2 nM
Inhibition of MELK (unknown origin) at 10 uM in presence of substrate and [gamma-33P]-ATP by scintillation counting method relative to control Homo sapiens 57.0 %

Cross References

Resources Reference
ChEMBL CHEMBL3716365
DrugBank DB15346
FDA SRS K9WR6LRA5D
Guide to Pharmacology 10171
PubChem 71616860
SureChEMBL SCHEMBL15051377
ZINC ZINC000143015712
CONTENTS