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(a) Calculated binding mode of S-diazocine-functionalized axitinib (5) in E-configuration (chair) to VEGFR-2 (pdb: 4AG8) [29]. Shown is the meta-linked derivative representative for both sulfur–diazocine compounds. (b) Superposition of Z-5 and VEGFR-2 binding pocket. While retaining the hydrogen bonds of the pharmacophore, the Z-diazocine moiety clashes with the protein. Protein surface displayed in gray. Yellow dotted lines: hydrogen bonds; light blue dotted lines: π–π interactions.
