4-[4-(4-fluorophenyl)-1-(3-phenylpropyl)-5-(pyridin-4-yl)-1H-imidazol-2-yl]but-3-yn-1-ol

• ChemBase ID: 177664
• Molecular Formular: C27H24FN3O
• Molecular Mass: 425.4973632
• Monoisotopic Mass: 425.19034062
• SMILES: Fc1ccc(cc1)c1nc(C#CCCO)n(CCCc2ccccc2)c1c1ccncc1
• Canonical SMILES: OCCC#Cc1nc(c(n1CCCc1ccccc1)c1ccncc1)c1ccc(cc1)F
• InChI: InChI=1S/C27H24FN3O/c28-24-13-11-22(12-14-24)26-27(23-15-17-29-18-16-23)31(25(30-26)10-4-5-20-32)19-6-9-21-7-2-1-3-8-21/h1-3,7-8,11-18,32H,5-6,9,19-20H2
• InChIKey: QSUSKMBNZQHHPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-(4-fluorophenyl)-1-(3-phenylpropyl)-5-(pyridin-4-yl)-1H-imidazol-2-yl]but-3-yn-1-ol
• IUPAC Traditional name: 4-[4-(4-fluorophenyl)-1-(3-phenylpropyl)-5-(pyridin-4-yl)imidazol-2-yl]but-3-yn-1-ol
• Synonyms: 4-[4-(4-Fluorophenyl)-1-(3-phenylpropyl)-5-(4-pyridinyl)-1H-imidazol-2-yl]-3-butyn-1-ol; 4-(4-Fluorophenyl)-2-(4-hydroxy-1-butynyl)-1-(3-phenylpropyl)-5-(4-Pyridyl)imidazole; JNJ 3026582; RWJ 67657; RWJ-67657

Database IDs

• CAS Number: 215303-72-3
• PubChem SID: 164233574
• PubChem CID: 3008319

CALCULATED PROPERTIES

• Acid pKa: 15.548349
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.3383017
• LogD (pH = 7.4): 5.4328136
• Log P: 5.434187
• Molar Refractivity: 122.3955 cm^3
• Polarizability: 49.685413 Å^3
• Polar Surface Area: 50.94 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - R925200

RWJ-67657 is a p38 mitogen-activated protein-kinase (p38MAPK) inhibitor. Studies show that RWJ-67657 might provide a useful tool to intervene in the deranged immune response in sepsis and other inflammatory diseases. RWJ 67657 has been shown to inhibit ch

REFERENCES

• Fijen, J. et al.: Clin. Exp. Immunol., 124, 16 (2001)
• Westra, J. et al.: Int. Immunopharmacol., 5, 1259 (2001)
• Westra, J. et al.: Ann. Rheum. Dis., 63, 1453 (2001)