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Compound Detail

CHEMBL3716365

GLPG-1205
🧪 Phase II
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🧪 Phase II
O=c1nc(OC[C@@H]2COCCO2)cc2n1CCc1cc(C#CC3CC3)ccc1-2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3716365
Name GLPG-1205
Phase Phase II
Structure Type MOL
InChI Key IRBAWVGZNJIROV-SFHVURJKSA-N

Known Names

Glpg-1205 Glpg1205
4
Targets
23
Activities
3
Assay Types
30
PK Parameters
20
Publications
2
Known Names
2
Indications
1
Mechanisms

Molecular Properties

378.4
MW (Da)
2.02
ALogP
6
HBA
0
HBD
62.6
PSA (Ų)
0.77
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Extended Properties

Molecular Formula C22H22N2O4
MW 378.43
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.43

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
G-protein coupled receptor 84 negative allosteric modulator NEGATIVE ALLOSTERIC MODULATOR G-protein coupled receptor 84 ✓ ✓

Indications

Colitis, Ulcerative Idiopathic Pulmonary Fibrosis

Activity Summary

EC50 13 meas. best 7.27
IC50 9 meas. best 11.0
Ki 1 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
G-protein coupled receptor 84
CHEMBL3714079
 IC50 11.0 8.692 0.0 5
Unchecked
CHEMBL612545
 IC50 7.96 7.46 11.0 2
G-protein coupled receptor 84
CHEMBL3714079
 Ki 7.52 7.52 30.2 1
G-protein coupled receptor 84
CHEMBL3714079
 EC50 7.27 5.3892 54.0 13
Neutrophil
CHEMBL613710
 IC50 7.12 7.12 75.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.46 4.46 34600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1054.0 ng.hr.mL-1 Mus musculus
AUC 15349.0 ng.hr.mL-1 Mus musculus
AUC 710.0 ng.hr.mL-1 Rattus norvegicus
AUC 4469.0 ng.hr.mL-1 Rattus norvegicus
AUC 410.0 ng.hr.mL-1 Canis lupus familiaris
AUC 2232.0 ng.hr.mL-1 Canis lupus familiaris
AUC 5556.0 ng.hr.mL-1 Mus musculus
AUC 50387.0 ng.hr.mL-1 Mus musculus
CL 133.33 mL.min-1.kg-1 Mus musculus
CL 19.33 mL.min-1.kg-1 Homo sapiens
CL 72.83 mL.min-1.kg-1 Mus musculus
CL 21.33 mL.min-1.kg-1 Homo sapiens
CL 15.0 mL.min-1.kg-1 Mus musculus
CL 11.0 % Mus musculus
CL 681.67 mL.min-1.kg-1 Mus musculus
CL 11.67 mL.min-1.kg-1 Rattus norvegicus
CL 14.0 % Rattus norvegicus
CL 506.67 mL.min-1.kg-1 Rattus norvegicus
CL 20.0 mL.min-1.kg-1 Canis lupus familiaris
CL 48.0 % Canis lupus familiaris
CL 308.33 mL.min-1.kg-1 Canis lupus familiaris
CL 66.67 mL.min-1.kg-1 Rattus norvegicus
CL 89.0 mL.min-1.kg-1 Canis lupus familiaris
CL 33.33 mL.min-1.kg-1 Rattus norvegicus
CL 24.17 mL.min-1.kg-1 Canis lupus familiaris
CL 15.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 12136.99 nM Mus musculus
Cmax 3075.87 nM Rattus norvegicus
Cmax 1474.51 nM Canis lupus familiaris
Cmax 4854.27 nM Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
G-protein coupled receptor 84 IC50 = 0.01 nM 11.0 Antagonist activity against GPR84 in human buffy coat neutrophils assessed as re... -
G-protein coupled receptor 84 IC50 = 0.01 nM 11.0 Antagonist activity against GPR84 (unknown origin) expressed in cell membranes i... -
Unchecked IC50 = 11.0 nM 7.96 Inhibition of embelin-induced migration of human neutrophils preincubated for 30... 32902984
G-protein coupled receptor 84 Ki = 30.2 nM 7.52 Displacement of [3H]-9-(2-phenylethyl)-2-(2-pyrazin-2-yloxyethoxy)-6,7-dihydropy... 32902984
G-protein coupled receptor 84 EC50 = 54.0 nM 7.27 Antagonist activity at human GPR84 expressed in HEK293 cells co-expressing Galph... 37683364
G-protein coupled receptor 84 IC50 = 54.0 nM 7.27 Antagonist activity at recombinant human GPR84 stably overexpressed in HEK293T c... 32902984
G-protein coupled receptor 84 IC50 = 58.0 nM 7.24 Antagonist activity at human GPR84 expressed in HEK293 cells assessed as reversa... 35195005
Neutrophil IC50 = 75.0 nM 7.12 Inhibition of dog neutrophil cell migration 32902984
Unchecked IC50 = 111.0 nM 6.96 Inhibition of embelin-induced migration of rat neutrophils preincubated for 30 m... 32902984
G-protein coupled receptor 84 IC50 = 112.0 nM 6.95 Antagonist activity at human GPR84 expressed in HEK293 cells co-expressing Galph... 35195005
G-protein coupled receptor 84 EC50 = 225.0 nM 6.65 Non-competitive antagonist activity at human GPR84 expressed in HEK293 cells co-... 37053384
G-protein coupled receptor 84 EC50 = 358.0 nM 6.45 Non-competitive antagonist activity at human GPR84 expressed in HEK293 cells co-... 37053384
G-protein coupled receptor 84 EC50 = 611.0 nM 6.21 Antagonist activity at human GPR84 expressed in HEK293 cells co-expressing Galph... 35195005
G-protein coupled receptor 84 EC50 = 655.0 nM 6.18 Antagonist activity at human GPR84 expressed in HEK293 cells co-expressing Galph... 35195005
G-protein coupled receptor 84 EC50 = 1719.0 nM 5.76 Non-competitive antagonist activity at human GPR84 expressed in HEK293 cells co-... 37053384
G-protein coupled receptor 84 EC50 = 2918.0 nM 5.54 Antagonist activity at human GPR84 expressed in HEK293 cells co-expressing Galph... 35195005
G-protein coupled receptor 84 EC50 = 20330.0 nM 4.69 Non-competitive antagonist activity at human GPR84 expressed in HEK293 cells co-... 37053384
G-protein coupled receptor 84 EC50 = 22100.0 nM 4.66 Antagonist activity at human GPR84 expressed in HEK293 cells co-expressing Galph... 35195005
Cytochrome P450 2D6 IC50 = 34600.0 nM 4.46 Inhibition of CYP2D6 in human liver microsomes using probe substrate and in pres... 32902984
G-protein coupled receptor 84 EC50 = 48600.0 nM 4.31 Antagonist activity at human GPR84 expressed in HEK293 cells co-expressing Galph... 35195005

Literature References

PubMed DOI Target Context # Activities
32902984 10.1021/acs.jmedchem.0c00272 ADMET 74
35195005 10.1021/acs.jmedchem.1c01813 G-protein coupled receptor 84 12
37053384 10.1021/acs.jmedchem.3c00053 G-protein coupled receptor 84 7
32902984 10.1021/acs.jmedchem.0c00272 G-protein coupled receptor 84 6
35195005 10.1021/acs.jmedchem.1c01813 Unchecked 4
32902984 10.1021/acs.jmedchem.0c00272 No relevant target 4
32902984 10.1021/acs.jmedchem.0c00272 Cytochrome P450 3A4 4
32902984 10.1021/acs.jmedchem.0c00272 Mus musculus 3
37053384 10.1021/acs.jmedchem.3c00053 Monocyte 3
37683364 10.1016/j.ejmech.2023.115762 ADMET 3
32902984 10.1021/acs.jmedchem.0c00272 Unchecked 3
37053384 10.1021/acs.jmedchem.3c00053 Neutrophil 2
37053384 10.1021/acs.jmedchem.3c00053 Unchecked 2
32902984 10.1021/acs.jmedchem.0c00272 Neutrophil 1
32902984 10.1021/acs.jmedchem.0c00272 Maternal embryonic leucine zipper kinase 1
32902984 10.1021/acs.jmedchem.0c00272 Voltage-gated inwardly rectifying potassium channel KCNH2 1
32902984 10.1021/acs.jmedchem.0c00272 Bone marrow cell 1
32902984 10.1021/acs.jmedchem.0c00272 Cytochrome P450 1A2 1
32902984 10.1021/acs.jmedchem.0c00272 Cytochrome P450 2C19 1
32902984 10.1021/acs.jmedchem.0c00272 Cytochrome P450 2C9 1

Data from ChEMBL 36 via Core Engine