Molecular Modeling Studies of Substituted 2,4,5-Trisubstituted Triazolinones Aryl and Nonaryl Derivatives as Angiotensin II AT₁ Receptor Antagonists

Table 1

The structures of triazolinone aryl and nonaryl derivatives with their activities.

S. No.	R1	R2	IC^a50	pIC^b50	Training/test set
1	n-Bu	H	22	1.342	Training
2	n-Bu	2-CH3	4.1	0.612	Training
3	n-Bu	2-Cl	2.4	0.38	Training
4	n-Bu	2-NO2	0.85	−0.07	Training
5	n-Bu	2-OCH3	6.6	0.819	Training
6	n-Bu	3-CH3	18	1.255	Test
7	n-Bu	3-Cl	120	2.079	Test
8	n-Bu	3-NO2	43	1.633	Training
9	n-Bu	3-OCH3	15	1.176	Training
10	n-Bu	4-CH3	16	1.204	Test
11	n-Bu	4-Cl	69	1.838	Training
12	n-Bu	4-NO2	80	1.903	Training
13	n-Bu	4-OCH3	5	0.698	Training
14	n-Bu	4-C2H5	27	1.431	Training
15	n-Bu	4-F	21	1.322	Test
16	n-Bu	4-COOCH3	33	1.518	Training
17	n-Bu	2-𝑖-C3H7	1.4	0.146	Training
18	n-Bu	2-Phenyl	3.6	0.556	Training
19	n-Bu	2-CH2Phenyl	11	1.041	Training
20	n-Bu	2-F	7.7	0.886	Training
21	n-Bu	2-Br	2	0.301	Test
22	n-Bu	2-CF3	1.2	0.079	Test
23	n-Bu	2-COOCH3	5.6	0.748	Training
24	n-Bu	2-COOH	115	2.06	Training
25	n-Bu	2-NH2	100	2.00	Training
26	n-Bu	2-N(CH3)2	3.2	0.505	Test
27	n-Bu	2,6-Cl2	5.8	0.763	Training
28	n-Bu	2-NO2, 4-OCH3	0.74	−0.1307	Training
29	n-Bu	2,3,4,5,6-F5	17	1.230	Training
30	n-Pr	2-Cl	14	1.146	Test
31	n-Pentyl	2-Cl	5.7	0.755	Training
32	n-Pr	2-NO2	9.5	0.977	Test
33	n-Pentyl	2-NO2	0.93	−0.0315	Training
34	n-Bu	2-pyridyl	79	1.897	Training
35	n-Bu	H	60	1.778	Training
36	n-Bu	CH3	70	1.845	Test
37	n-Bu	C2H5	10	1.000	Training
38	n-Bu	C3H7	8.2	0.913	Training
39	n-Bu	C4H9	2.9	0.462	Test
40	n-Bu	𝑖-propyl	7.7	0.886	Training
41	n-Bu	𝑖-butyl	3.2	0.505	Test
42	n-Bu	𝑠-butyl	1.8	0.255	Training
43	n-Bu	CH2COOCH3	17	1.23	Training
44	n-Bu	Benzyl	4.6	0.662	Test
45	n-Bu	CH2 (c-Hexane)	2.9	0.462	Training
46	n-Bu	(2-CH3) benzyl	11	1.401	Test
47	n-Bu	(3-CH3) benzyl	12	1.079	Training
48	n-Bu	(α-CH3) benzyl	4.9	0.69	Training
49	n-Bu	(2-COOCH3) benzyl	11	1.041	Test
50	n-Bu	(3-COOCH3) benzyl	110	2.041	Training
51	n-Bu	(4-COOCH3) benzyl	23	1.361	Training
52	n-Bu	(α-COOCH3) benzyl	12	1.079	Training
53	n-Bu	(2-COOH) benzyl	490	2.690	Training
54	n-Bu	(α-COOH) benzyl	68	1.832	Training
55	n-Bu	CH2C6F6	6	1.505	Training

^aIC₅₀ or inhibition of specific binding of [¹²⁵I-rabbit aorta Ang II AT₁ receptor.
^b−log IC₅₀ to generate equation.