4-(3-{[4-(2-methyl-1H-imidazol-1-yl)phenyl]sulfanyl}phenyl)oxane-4-carboxamide

• ChemBase ID: 153296
• Molecular Formular: C22H23N3O2S
• Molecular Mass: 393.50192
• Monoisotopic Mass: 393.15109799
• SMILES: Cc1nccn1c1ccc(cc1)Sc1cccc(c1)C1(CCOCC1)C(=O)N
• Canonical SMILES: Cc1nccn1c1ccc(cc1)Sc1cccc(c1)C1(CCOCC1)C(=O)N
• InChI: InChI=1S/C22H23N3O2S/c1-16-24-11-12-25(16)18-5-7-19(8-6-18)28-20-4-2-3-17(15-20)22(21(23)26)9-13-27-14-10-22/h2-8,11-12,15H,9-10,13-14H2,1H3,(H2,23,26)
• InChIKey: VPTONMHDLLMOOV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(3-{[4-(2-methyl-1H-imidazol-1-yl)phenyl]sulfanyl}phenyl)oxane-4-carboxamide
• IUPAC Traditional name: 4-(3-{[4-(2-methylimidazol-1-yl)phenyl]sulfanyl}phenyl)oxane-4-carboxamide
• Synonyms: Tetrahydro-4-[3-[[4-(2-methyl-1H-imidazol-1-yl)phenyl]thio]phenyl]-2H-pyran-4-carboxamide; CJ-13610

Database IDs

• CAS Number: 179420-17-8
• MDL Number: MFCD00948114
• PubChem SID: 162247435
• PubChem CID: 9821945

CALCULATED PROPERTIES

• Acid pKa: 16.009518
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.9891442
• LogD (pH = 7.4): 2.947212
• Log P: 3.0871
• Molar Refractivity: 122.8858 cm^3
• Polarizability: 44.025127 Å^3
• Polar Surface Area: 70.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: white to tan powder

Safety Information

• Storage Condition: desiccated
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H23N3O2S

DETAILS

Sigma Aldrich - SML0187

Biochem/physiol Actions
CJ-13,610 is a potent inhbititor of 5-lipoxygenase (5-LO) activity (IC50 = 70 nM).