N-[2-(diethylamino)ethyl]-2-(2-{[(4-fluorophenyl)methyl]sulfanyl}-4-oxo-1H,4H,5H,6H,7H-cyclopenta[d]pyrimidin-1-yl)-N-({4-[4-(trifluoromethyl)phenyl]phenyl}methyl)acetamide

• ChemBase ID: 313237
• Molecular Formular: C36H38F4N4O2S
• Molecular Mass: 666.7711328
• Monoisotopic Mass: 666.26516036
• SMILES: c1(=O)nc(n(c2c1CCC2)CC(=O)N(Cc1ccc(cc1)c1ccc(cc1)C(F)(F)F)CCN(CC)CC)SCc1ccc(cc1)F
• Canonical SMILES: CCN(CCN(C(=O)Cn1c(SCc2ccc(cc2)F)nc(=O)c2c1CCC2)Cc1ccc(cc1)c1ccc(cc1)C(F)(F)F)CC
• InChI: InChI=1S/C36H38F4N4O2S/c1-3-42(4-2)20-21-43(22-25-8-12-27(13-9-25)28-14-16-29(17-15-28)36(38,39)40)33(45)23-44-32-7-5-6-31(32)34(46)41-35(44)47-24-26-10-18-30(37)19-11-26/h8-19H,3-7,20-24H2,1-2H3
• InChIKey: WDPFJWLDPVQCAJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(diethylamino)ethyl]-2-(2-{[(4-fluorophenyl)methyl]sulfanyl}-4-oxo-1H,4H,5H,6H,7H-cyclopenta[d]pyrimidin-1-yl)-N-({4-[4-(trifluoromethyl)phenyl]phenyl}methyl)acetamide
• IUPAC Traditional name: darapladib
• Synonyms: Darapladib (SB-480848)

Database IDs

• CAS Number: 356057-34-6

CALCULATED PROPERTIES

• Acid pKa: 16.265724
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.571639
• LogD (pH = 7.4): 6.3422923
• Log P: 7.3058267
• Molar Refractivity: 181.0789 cm^3
• Polarizability: 68.80413 Å^3
• Polar Surface Area: 56.22 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Phospholipase (e.g. PLA)

Product Information

• Salt Data: Free Base