Compound Detail

CHEMBL1088752

LOSMAPIMOD

🧪 Phase III

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🧪 Phase III

Cc1c(F)cc(C(=O)NC2CC2)cc1-c1ccc(C(=O)NCC(C)(C)C)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1088752
Name	LOSMAPIMOD
Phase	Phase III
Structure Type	MOL
InChI Key	KKYABQBFGDZVNQ-UHFFFAOYSA-N

Known Names

FTX-1821 FTX1821 GSK-AHAB GSKAHAB Gw-856553 GW-856553X Gw856553 GW856553X Losmapimod

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

383.5

MW (Da)

3.86

ALogP

HBA

HBD

71.1

PSA (Å²)

0.82

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

USAN Stem	-imod
USAN Year	2008

Extended Properties

Molecular Formula	C22H26FN3O2
MW	383.47
Aromatic Rings	2
Heavy Atoms	28
NP-Likeness	-1.52

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
MAP kinase p38 alpha inhibitor	INHIBITOR	Mitogen-activated protein kinase 14	✓	✓
MAP kinase p38 beta inhibitor	INHIBITOR	Mitogen-activated protein kinase 11	✓	✓

Indications

Acute Coronary Syndrome Muscular Dystrophy, Facioscapulohumeral Severe Acute Respiratory Syndrome Arthritis, Rheumatoid Atherosclerosis Depressive Disorder, Major Glomerulosclerosis, Focal Segmental Lipid Metabolism Disorders Neuralgia Pulmonary Disease, Chronic Obstructive Cardiovascular Diseases

Activity Summary

Kd 7 meas. best 8.05

IC50 5 meas. best 7.6

Ki 5 meas. best 8.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mitogen-activated protein kinase 14 CHEMBL260	Ki	8.1	7.8	7.9	3
Mitogen-activated protein kinase 14 CHEMBL260	Kd	8.05	8.05	9.0	1
Serine/threonine-protein kinase 24 CHEMBL5082	Kd	7.96	7.96	11.0	1
Mitogen-activated protein kinase 14 CHEMBL260	IC50	7.6	6.62	25.1	3
Mitogen-activated protein kinase 11 CHEMBL3961	Ki	7.6	7.6	25.1	2
Blood CHEMBL613416	IC50	7.6	7.6	25.1	1
MAP kinase-activated protein kinase 2 CHEMBL2208	Kd	7.57	7.57	27.0	1
Mitogen-activated protein kinase 11 CHEMBL3961	Kd	7.54	7.54	29.0	1
Long-chain-fatty-acid--CoA ligase 5 CHEMBL4105818	Kd	5.77	5.77	1690.0	1
Mitotic checkpoint serine/threonine-protein kinase BUB1 CHEMBL1772932	Kd	5.72	5.72	1921.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	4.5	4.5	31622.8	1
cAMP-dependent protein kinase catalytic subunit gamma CHEMBL2743	Kd	4.31	4.31	49278.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	220.0	ng.hr.mL-1	Rattus norvegicus
CL	9.2	mL.min-1.kg-1	Rattus norvegicus
CL	8.1	ml/mg/kg	Rattus norvegicus
CL	3.8	uL.min-1.(10^6cells)-1	Homo sapiens
CL	6.31	uL.min-1.(10^6cells)-1	Rattus norvegicus
CL	6.92	mL.min-1.g-1	Homo sapiens
F	71.0	%	Rattus norvegicus
F	59.0	%	Mus musculus
F	55.0	%	Canis lupus familiaris
F	35.0	%	Macaca fascicularis
F	51.0	%	Rattus norvegicus
T1/2	1.1	hr	Rattus norvegicus
T1/2	1.2	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mitogen-activated protein kinase 14	Ki	=	7.943	nM	8.1	Inhibition of GST-tagged p38alpha by fluorescence polarization method	19772287
Mitogen-activated protein kinase 14	Ki	=	7.943	nM	8.1	Binding affinity to p38alpha	19950901
Mitogen-activated protein kinase 14	Kd	=	9.0	nM	8.05	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase 24	Kd	=	11.0	nM	7.96	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Mitogen-activated protein kinase 14	IC50	=	25.12	nM	7.6	Inhibition of p38alpha-dependent TNFalpha production in human whole blood preinc...	19772287
Mitogen-activated protein kinase 11	Ki	=	25.12	nM	7.6	Inhibition of GST-tagged p38beta by fluorescence polarization method	19772287
Mitogen-activated protein kinase 11	Ki	=	25.12	nM	7.6	Binding affinity to p38beta	19950901
Blood	IC50	=	25.12	nM	7.6	Inhibition of LPS-induced TNFalpha production in human whole blood by ELISA	19950901
MAP kinase-activated protein kinase 2	Kd	=	27.0	nM	7.57	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Mitogen-activated protein kinase 11	Kd	=	29.0	nM	7.54	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Mitogen-activated protein kinase 14	Ki	=	63.1	nM	7.2	Competitive inhibition of p38alpha catalytic activity using ATP	19772287
Mitogen-activated protein kinase 14	IC50	=	100.0	nM	7.0	Inhibition of p38alpha-dependent TNFalpha production in human PBMC preincubated ...	19772287
Long-chain-fatty-acid--CoA ligase 5	Kd	=	1690.0	nM	5.77	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Mitotic checkpoint serine/threonine-protein kinase BUB1	Kd	=	1921.0	nM	5.72	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Mitogen-activated protein kinase 14	IC50	=	5500.0	nM	5.26	Assay of p38 Kinase Activity: Experimental Method: 40 nM p38a was added into a r...	-
Cytochrome P450 2C9	IC50	=	31622.78	nM	4.5	Inhibition of human CYP2C9 expressed in Escherichia coli by fluorimetric assay	19772287
cAMP-dependent protein kinase catalytic subunit gamma	Kd	=	49278.0	nM	4.31	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878

Literature References

PubMed	DOI	Target Context	# Activities
19772287	10.1021/jm9004779	Rattus norvegicus	10
-	10.6019/CHEMBL3301361	ADMET	5
29191878	10.1126/science.aan4368	Unchecked	5
19772287	10.1021/jm9004779	Mitogen-activated protein kinase 14	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
19772287	10.1021/jm9004779	Mus musculus	4
19772287	10.1021/jm9004779	Unchecked	3
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
19772287	10.1021/jm9004779	Albumin	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
19772287	10.1021/jm9004779	Cytochrome P450 3A4	1
19772287	10.1021/jm9004779	Epidermal growth factor receptor	1
19772287	10.1021/jm9004779	Cyclin-dependent kinase 2	1
38157838	10.1016/j.bmc.2023.117561	Unchecked	1
19772287	10.1021/jm9004779	Canis familiaris	1
19950901	10.1021/jm9012906	Mitogen-activated protein kinase 14	1
19772287	10.1021/jm9004779	Cytochrome P450 2C19	1
19772287	10.1021/jm9004779	Cytochrome P450 1A2	1
19772287	10.1021/jm9004779	Mitogen-activated protein kinase 11	1

Data from ChEMBL 36 via Core Engine