Table 4. Docking Scores as “S” (kcal mol^–1) and Bond Interactions of the Docked Compounds Showing the Highest Affinities with the Zinc-Binding Motif of ACE and the Key Amino Acids of ACE and Renin^a.

	S (kcal mol–1)		amino acids involved in hydrogen bonds
compound	ACE	renin	ACE	renin
glucotropaeolin (compound 26)	–35.32	–15.11	Zn701
			Lys511
			Tyr520	Ser219
			Gln281
			Tyr523
1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (compound 29)	–31.15	–14.17	Zn701	Asp215
			His353
(1R,3S)-1-methyltetrahydro-β-carboline-3-carboxylic acid (compound 31)	–29.86	–16.96	Zn701	Ser76
			His353	Thr295
				Asp215
(1S,3S)-1-methyltetrahydro-β-5,6-hydride carboline-3-carboxylic acid (compound 27/30)	–34.56	–14.13	Zn701	Ser219
			His353
			Tyr523
(1R,3S)-1-butyltetrahydro-β-5,6-hydride carboline-3-carboxylic acid (compound 34)	–34.93	–13.50	Zn701	Thr295
			His353	Gln128
(1R,3S)-1-methyltetrahydro-β-5,6-hydride carboline-3-carboxylic acid (compound 27/30)	–33.15	–11.56	Zn701	Ser219
			His353
(1R,3S)-1-pentyltetrahydro-β-5,6-carboline-3-carboxylic acid (compound 43)	–33.90	–20.06	Zn701	Asp215
			His353
(1R,3S)-1-butyltetrahydro-β-5,6-carboline-3-carboxylic acid (compound 58)	–32.37	–18.45	Zn701	Asp215
			His353
(1R,3S)-1-methyl-β-carboline-3-carbaldehyde (compound 59)	–22.51	–13.30	-	Thr77
succinic acid (compound 23)	–34.56	–8.32	Zn701	Thr295
			His353	Gln128
2,4-dihydroxy-3,5-cyclopentyl dienoic (compound 28)	–31.39	–9.59	Zn701	Thr295
			His353	Gln128
			Tyr523
N-(3-methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide (compound 98)	–11.49	–28.25	-	Ser76
				Asp215
N-(3-methoxybenzyl)-(9Z,12Z)-octadecadienamide (compound 108)	-	–26.54	-	Gly217
N-(3,4-dihydroxybenzyl)-oleamide (compound 119)	-	–25.30	-	Ser76
				Asp215
N-(3,4-dimethoxybenzyl)-hexadecanamide (compound 114)	-	–24.40	-	Gln128
				Thr295
N-(3-hydroxybenzyl)-11Z,13Z,15Z,17Z-octadecatetrienamide (compound 61)	-	–22.47	-	Ser76
				Thr295
methanandamide (compound 101)	-	–22.74	-	Gly217
				Tyr14

^a-: no detected interactions.