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CHEBI:131167 - losmapimod

ChEBI IDCHEBI:131167
ChEBI Namelosmapimod
Stars
DefinitionA secondary carboxamide resulting from the formal condensation of the carboxy group of 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]pyridine-3-carboxylic acid with the amino group of neopentylamine. It is a potent p38α/β mitogen activated protein kinase inhibitor which was previously in clinical trials for the treatment of facioscapulohumeral muscular dystrophy — trial now discontinued due to not achieving its primary endpoint.
Last Modified24 July 2025
DownloadsMolfile
FormulaC22H26FN3O2
Net Charge0
Average Mass383.467
Monoisotopic Mass383.20091
SMILESCc1c(F)cc(C(=O)NC2CC2)cc1-c1ccc(C(=O)NCC(C)(C)C)cn1
InChIInChI=1S/C22H26FN3O2/c1-13-17(9-15(10-18(13)23)21(28)26-16-6-7-16)19-8-5-14(11-24-19)20(27)25-12-22(2,3)4/h5,8-11,16H,6-7,12H2,1-4H3,(H,25,27)(H,26,28)
InChIKeyKKYABQBFGDZVNQ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of mitogen-activated protein kinase (EC 2.7.11.24).
Applications:
nootropic agent  Any compound that improves mental functions such as cognition, memory, intelligence, motivation, attention, and concentration.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
losmapimod (CHEBI:131167) has role anti-inflammatory agent (CHEBI:67079)
losmapimod (CHEBI:131167) has role cardioprotective agent (CHEBI:77307)
losmapimod (CHEBI:131167) has role EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor (CHEBI:79091)
losmapimod (CHEBI:131167) has role nootropic agent (CHEBI:66980)
losmapimod (CHEBI:131167) is a benzamides (CHEBI:22702)
losmapimod (CHEBI:131167) is a cyclopropanes (CHEBI:51454)
losmapimod (CHEBI:131167) is a monofluorobenzenes (CHEBI:83575)
losmapimod (CHEBI:131167) is a phenylpyridine (CHEBI:38193)
losmapimod (CHEBI:131167) is a pyridinecarboxamide (CHEBI:25529)
losmapimod (CHEBI:131167) is a secondary carboxamide (CHEBI:140325)
losmapimod (CHEBI:131167) is a toluenes (CHEBI:27024)
IUPAC Name 
6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide
INNs  Source
losmapimodWHO MedNet
losmapimodWHO MedNet
losmapimodWHO MedNet
losmapimodumWHO MedNet
Synonyms  Source
6-[5-[(cyclopropylamino)-oxomethyl]-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)-3-pyridinecarboxamideChEBI
GW856553DrugBank
GW-856553XDrugBank
GW856553XDrugBank
6-(5-((cyclopropylamino)carbonyl)-3-fluoro-2-methylphenyl)-N-(2,2-dimethylpropyl)-3-pyridinecarboxamideChEBI
GSK-AHABChEBI
Manual XrefsDatabases
LSM-42767LINCS
DB12270DrugBank
D09639KEGG DRUG
LosmapimodWikipedia
HMDB0254167HMDB
Registry NumbersSources
CAS:585543-15-3KEGG DRUG
Citations