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CHEBI:131167 - losmapimod

Default Structure
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 Roles:
antiviral agent  A substance that destroys or inhibits replication of viruses.
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:
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
nootropic agent  Any compound that improves mental functions such as cognition, memory, intelligence, motivation, attention, and concentration.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
antiatherosclerotic agent  A cardiovascular drug that prevents atherosclerosis (a disease in which the inside of an artery narrows due to the build up of plaque). Compare with antiatherogenic agent.
ChEBI Ontology
Outgoing Relation(s)
losmapimod (CHEBI:131167) has role anti-inflammatory agent (CHEBI:67079)
losmapimod (CHEBI:131167) has role antiatherosclerotic agent (CHEBI:145947)
losmapimod (CHEBI:131167) has role antidepressant (CHEBI:35469)
losmapimod (CHEBI:131167) has role antirheumatic drug (CHEBI:35842)
losmapimod (CHEBI:131167) has role antiviral agent (CHEBI:22587)
losmapimod (CHEBI:131167) has role cardioprotective agent (CHEBI:77307)
losmapimod (CHEBI:131167) has role cardiovascular drug (CHEBI:35554)
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)carbonyl)-3-fluoro-2-methylphenyl)-N-(2,2-dimethylpropyl)-3-pyridinecarboxamideChEBI
6-[5-[(cyclopropylamino)carbonyl]-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)-3-pyridinecarboxamideChEBI
6-[5-[(cyclopropylamino)-oxomethyl]-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)-3-pyridinecarboxamideChEBI
6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)nicotinamideChEBI
FTX 1821ChEBI
FTX-1821ChEMBL
Manual XrefsDatabases
D09639KEGG DRUG
DB12270DrugBank
HMDB0254167HMDB
LosmapimodWikipedia
LSM-42767LINCS
Registry NumbersSources
CAS:585543-15-3KEGG DRUG
Citations