6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide

• ChemBase ID: 128116
• Molecular Formular: C22H26FN3O2
• Molecular Mass: 383.4591432
• Monoisotopic Mass: 383.20090531
• SMILES: C1CC1NC(=O)c1cc(F)c(C)c(c1)c1ccc(cn1)C(=O)NCC(C)(C)C
• Canonical SMILES: O=C(c1ccc(nc1)c1cc(cc(c1C)F)C(=O)NC1CC1)NCC(C)(C)C
• InChI: InChI=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)
• InChIKey: KKYABQBFGDZVNQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)pyridine-3-carboxamide
• IUPAC Traditional name: losmapimod
• Synonyms: GW856553X; GW856553; GSK-AHAB; Losmapimod

Database IDs

• CAS Number: 585543-15-3
• PubChem SID: 162222430
• PubChem CID: 11552706
• CHEMBL: 1088752
• Unique Ingredient Identifier: F2DQF16BXE
• Wikipedia Title: Losmapimod

CALCULATED PROPERTIES

• Acid pKa: 13.863909
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.680741
• LogD (pH = 7.4): 3.6812668
• Log P: 3.6812737
• Molar Refractivity: 107.2266 cm^3
• Polarizability: 41.465096 Å^3
• Polar Surface Area: 71.09 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: p38 MAPK
• Legal Status: investigational new drug

Product Information

• Salt Data: Free Base