Losmapimod
6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide
Molecular Identity
Losmapimod
6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide
PubChem CID: 11552706
Losmapimod is a 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 p38alpha/beta 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. It has a role as a nootropic agent, an anti-inflammatory agent, a cardioprotective agent and an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor. It is a secondary carboxamide, a member of benzamides, a pyridinecarboxamide, a member of toluenes, a phenylpyridine, a member of cyclopropanes and a member of monofluorobenzenes.
2D Structure
Properties
C22H26FN3O2
Molecular Formula
383.50
Molecular Weight
g/mol
383.2009
Exact Mass
Da
3.8
XLogP
Drug-like (Lipinski: < 5)
71.1
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
4
H-Bond Acceptors
573
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
Losmapimod585543-15-3GSK-AHABGW856553XGW856553GSKAHAB6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamidelosmapimodumFTX1821F2DQF16BXEGW-856553XFTX-1821DTXSID309741096-(5-((CYCLOPROPYLAMINO)CARBONYL)-3-FLUORO-2-METHYLPHENYL)-N-(2,2-DIMETHYLPROPYL)-3-PYRIDINECARBOXAMIDE3-PYRIDINECARBOXAMIDE, 6-(5-((CYCLOPROPYLAMINO)CARBONYL)-3-FLUORO-2-METHYLPHENYL)-N-(2,2-DIMETHYLPROPYL)-
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Losmapimod
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