Research Article

Synthesis and Anticancer Activity of N-Aryl-5-substituted-1,3,4-oxadiazol-2-amine Analogues

Table 1

Pharmacokinetic parameters important for good oral bioavailability of N-aryl-5-substituted-1,3,4-oxadiazol-2-amine analogues (4a–x).

814984.fig.001

CompoundRR1%ABSVolume ( )TPSA ( )NROTBHBAHBDc MWLipinski’s violation

Rule≤10<10<5≤5<500≤1
4a4-Methyl-4-Methoxy-88.23254.62560.184513.662810
4b4-Methyl-4-Chloro-91.42242.61550.953414.332850
4c4-Methyl-4-Hydroxy-84.44237.09771.183523.382670
4d4-Methyl-3,4-Dimethoxy-85.05280.17169.415613.593110
4e4-Methyl-86.89210.64764.093512.952410
4f4-Methyl-91.42210.64750.953412.732030
4g4-Bromo-4-Methoxy-88.23255.94960.184514.043450
4h4-Bromo-4-Chloro-91.42243.93950.953414.723490
4i4-Bromo-4-Hydroxy-84.44238.42171.183523.763310
4j4-Bromo-3,4-Dimethoxy-85.05281.49569.415613.973750
4k4-Bromo-86.89211.97264.093513.343050
4l4-Bromo-91.42192.35850.953413.122670
4m4-Chloro-4-Methoxy-88.23251.660.184513.923010
4n4-Chloro-4-Fluoro-91.42230.98550.953414.092890
4o4-Chloro-4-Chloro-91.42239.5950.953414.603050
4p4-Chloro-4-Hydroxy-84.44234.07271.183523.642870
4q4-Chloro-3,4-Dimethoxy-85.05277.14569.415613.853310
4r4-Chloro-86.89207.62264.093513.222610
4s2,4-Dimethyl-4-Methoxy-88.23271.18660.184514.002950
4t2,4-Dimethyl-4-Fluoro-91.42271.18650.953414.172830
4u2,4-Dimethyl-4-Chloro-91.42259.17650.953414.682990
4v2,4-Dimethyl-4-Hydroxy-84.44253.65871.183523.732810
4w2,4-Dimethyl-3,4-Dimethoxy85.05296.73269.415613.933250
4x2,4-Dimethyl-86.89207.62264.093513.302550

%ABS: percentage of absorption; TPSA: topological polar surface area; NROTB: number of rotatable bonds; MW: molecular weight; Log P: logarithm of compound partition coefficient between n-octanol and water; HBD: number of hydrogen bond donors; HBA: number of hydrogen bond acceptors.