TABLE 3.

The binding energies (ΔG_bind) of the docked standard drugs and compounds 5–12 and their intermolecular interactions with the active site of the target enzymes.

	Antioxidant			Antibacterial
	(ΔGbind)	Docked complex (amino acid–ligand) interactions	Distance (Å)	(ΔGbind)	Docked complex (amino acid–ligand) interactions	Distance (Å)
Standard drug	−7.5	H-bonds		−8.3	H-bonds
		Asn267:ND2―standard drug	2.97		Arg76:NH1― standard drug	2.94
		Asn267:ND2―standard drug	2.95		His99:N― standard drug	2.97
		π-cation interaction			Ser121:OG― standard drug	2.95
		Arg272:NH1―standard drug	4.95		Ile94:O― standard drug	2.19
		Arg272:NH1―standard drug	5.96		Val97:O― standard drug	2.06
		Arg272:NH1―standard drug	5.98		π-cation interaction
		π-Sigma interaction			Arg76:NH1― standard drug	5.15
		Pro264:CB― standard. Drug	3.75		Arg76:NH2― standard drug	4.13
5a	−6.9	H-bonds		−7.7	H-bonds
		Asn267:ND2―compound5a	3.09		Thr165:OG1―compound5a	3.09
		Asn267:O―compound5a	1.98		Thr165:OG1―compound5a	2.35
		π-cation interaction			π-cation interaction
		Arg272:NH1―compound5a	5.98		Arg76:NH2―compound5a	4.28
		Arg272:NH2―compound5a	4.30
5b	−7.0	H-bonds		−7.9	H-bonds
		Asn267:ND2―compound5b	3.04		Thr165:OG1―compound5b	2.96
		Asn267:O―compound5b	1.86		Thr165:OG1―compound5b	2.47
		π-cation interaction			Asp73:OD1―compound5b	2.49
		Arg272:NH1―compound5b	5.97		π-cation interaction
		Arg272:NH2―compound5b	4.61		Arg76:NH2―compound5b	3.96
5c	−7.1	H-bonds		−8.1	H-bonds
		Asn267:ND2―compound5c	3.03		Thr165:OG1―compound5c	3.00
		Asn267:O―compound5c	2.18		Thr165:OG1―compound5c	2.15
		Lys270:O―compound5c	2.40		π-cation interaction
		π-cation interaction			Arg76:NH1―compound5c	5.27
					Arg76:NH2―compound5c	3.84
		Arg272:NH2―compound5c	4.49
5d	−7.7	H-bonds		−8.0	H-bonds
		Tyr128:OH―compound5d	3.13		Thr165:OG1―compound5d	3.02
		π–π interaction			π-cation interaction
		Tyr132―compound5d	5.00		Arg76:NH2―compound5d	3.89
		Phe236―compound5d	4.34
		Phe228―compound5d	3.99
6	−7.9	H-bonds		−8.6	H-bonds
		Asn267:ND2―compound6	3.19		Gly77:N―compound6	3.08
		Lys270:O―compound6	2.22		Asp73:OD2―compound6	1.85
		π-cation interaction			Asp73:OD1―compound6	2.32
		Arg272:NH2―compound6	5.99
7	−8.2	H-bonds		−7.8	H-bonds
		Tyr126:OH―compound7	3.15		Thr165:OG1―compound7	3.11
		Tyr128:OH―compound7	3.14		π-cation interaction
		π–π interaction			Arg76:NH2―compound7	3.91
		Phe178―compound7	5.64		Arg76:NH2―compound7	4.91
		Tyr126―compound7	4.38
		Tyr126―compound7	4.38
		Tyr126―compound7	4.76
		Tyr126―compound7	5.12
9	−9.1	H-bonds		−9.3	H-bonds
		Gly235:O―compound9	2.33		Asn46:ND2―compound9	2.76
		π–π interaction			Gly77:N―compound9	2.82
		Tyr132―compound9	5.83		Thr165:OG1―compound9	3.08
		Tyr132―compound9	4.97		Thr165:OG1―compound9	2.29
		Tyr132―compound9	3.76
		Tyr132―compound9	3.63
		Phe228―compound9	5.25
		Phe228―compound9	4.46
		Phe228―compound9	5.97
10	−8.0	H-bonds		−8.3	H-bonds
		Lys270:O―compound10	2.14		Asn46:ND2―compound10	2.84
		π-cation interaction			Gly77:N―compound10	2.87
		Arg272:NH1―compound10	6.00		Thr165:OG1―compound10	2.92
		Arg272:NH2―compound10	3.95		π-cation interaction
					Arg76:NH1―compound10	5.98
					Arg76:NH2―compound10	4.86
11	−7.7	H-bonds		−7.6	H-bonds
		Asn267:ND2―compound11	3.20		Asn46:ND2―compound11	3.18
		Lys270:O―compound11	2.27		Gly77:N―compound11	2.65
		π-cation interaction			π-cation interaction
		Arg272:NH2―compound11	3.46		Arg76:NH2―compound11	4.77
12	−8.7	π-cation interaction		−9.2	H-bonds
		Arg272:NH1―compound12	5.36		Asn46:ND2―compound12	3.07
		Arg272:NH1―compound12	5.98		Gly77:N―compound12	2.68
		Arg272:NH1―compound12	5.76		π-cation interaction
		Arg272:NH1―compound12	5.94		Arg76:NH2―compound12	4.39
					Arg76:NH2―compound12	4.05
					π-Sigma interaction
					Ile78:CG1―compound12	3.43