Quinazolin-4-one derivatives lacking toxicity-producing attributes as glucokinase activators: design, synthesis, molecular docking, and in-silico ADMET prediction

Future Journal of Pharmaceutical Sciences

Table 2 Binding free energy, hydrogen bonding, and π–π interactions of most active quinazolinone derivatives (compounds 3 and 4) with key amino acid residues of the 1V4S receptor

Compound	Binding free energy MMGB/SA (kcal/mol)	Hydrogen bonding			π–π interaction
Compound	Binding free energy MMGB/SA (kcal/mol)	Atom of ligand	Amino acids	Distance (Å)	Ring of ligand	Amino acid
3	− 53.51	O	ARG 63	1.82	Quinazolinone	Tyr214
3	− 53.51	N	THR 65	1.91	Quinazolinone	Tyr214
4	− 46.26	H	TYR 61	2.01	Nil	Nil
		N	ARG 63	2.59
		N	TYR 214	2.14
		H (Arom.)	TYR 61	2.60
		H (Arom.)	ASP 158	2.52
RO-28-1675	− 60.53	O	THR 65	1.70	Thiazole	Tyr 214
		H (Arom.)	ARG 63	2.45
		H (Arom.)	ARG 63	2.43
		H (Arom.)	CYS 220	2.64
Piragliatin	− 63.48	N	ARG 63	2.04	Nil	Nil
		H	ARG 63	2.22	Nil	Nil
		O	GLN 98	2.05