Table A3.

Summary of classical rigid docking calculations of the derived analogues compound set over the DYRK1A and Molecular Mechanics/Generalized Born Surface Area (MM/GBSA) calculations of the best posed analogue compounds. Lowercase letters represent the employed halogen group (a–g).

			DYRK1A
			1	2	3	4	5	6	7
Binding Energy	R0/R1	a	−6.2/−6.2	−8.6/−8.6	−5.9/−5.9	−6.8/−6.8	−6.7/−6.7	−5.7/−5.7	−6/−6
MM/GBSA				−37.8422	−15.2733	−30.7518	−31.2535	−18.9387	−20.8203
Binding Energy	R0/R1	b	−6.5/−6.5	−8.5/−8.5	−7/−7	−7.2/−7.2	−6.6/−6.6	−7/−7	−7.3/−7.3
MM/GBSA			−23.7829	−28.0642	−8.4887	−19.4730	−21.8802	−10.2503	−11.8981
Binding Energy	R0/R1	c	−6.3/−6.3	−8.6/−8.6	−5.9/−5.9	−7.2/−7.2	−6.5/−6.5	−6.9/−6.9	−7.3/−7.3
MM/GBSA			−30.2004	−34.1231	−12.1852	−26.5473	−28.3000	−18.7332	−13.2158
Binding Energy	R0/R1	d	−5.9/−5.9	−8.6/−8.6	−6.7/−6.7	−6.6/−6.6	−6.3/−6.3	−6.5/−6.5	−6.6/−6.6
MM/GBSA			−30.8597	−36.1125	−10.3667	−26.3748	−26.9602	−17.1653	−16.4510
Binding Energy	R0/R1	e	−6.4/−6.4	−8.6/−8.6	−6.5/−6.5	−6.6/−6.6	−6.4/−6.4	−6.6/−6.6	−6.4/−6.4
MM/GBSA			−32.8862		−13.5197	−28.9038	−29.6780		−20.0635
Binding Energy	R0/R1	f	−6.2/−6.2	−8.6/−8.6	−5.8/−5.8	−6.8/−6.8	−6.3/−6.3	−6.4/−6.4	−6.9/−6.9
MM/GBSA			−28.9419	−33.0823	−14.5027	−25.4579	−28.4081	−15.8583	−17.0209
Binding Energy	R0/R1	g	−6.7/−6.7	−8.7/−8.7	−5.8/−5.8	−6.8/−6.8	−6.7/−6.7	−6.1/−6.1	−6.9/−6.9
MM/GBSA			−30.3186	−35.5805	−13.4928	−27.1510	−29.6010	−18.0146	−17.3973

To avoid false positives, each docking calculation was performed twice (R0/R1). All energies values are kcal/mol.