Cancer is now regarded as one of the leading causes of death for people worldwide. Here, we have reported the synthesis of a new dihydroquinazoline derivative namely, 5-acetyl-4-(4-methoxyphenyl)-6-methyl-2-(((4-oxo-3,4-dihydro-quinazolin-2-yl)methyl)thio)nicotinonitrile (4). Its structure was characterised by IR and NMR and confirmed by XRD analysis. In the molecule (4), the dihydroquinazoline moiety is planar. The acetyl and phenyl substituents on the pyridine ring are rotated out of its plane to minimise steric interactions. In the crystal, a layered structure is formed by N—H···O, C—H···O, and C—H···N hydrogen bonds and π-stacking interactions. The large gap between the highest and lowest molecular orbitals indicates high stability. Moreover, the synthesised nicotinonitrile-substituted quinazolinone was screened for medicinal characteristics and drug-likeness estimates. The synthetic ligand was docked …