398
P. M. Vassiliev et al.
12.3.2 Structurally Similar Compounds
Similar testing was performed to predict the levels of 28 types of pharmacological
activity in structurally similar condensed azole derivatives of the following chemical
classes: imidazoles, 1,2,4-triazoles, indoles, purines, benzimidazoles, imidazo[1,2a]benzimidazoles, pyrimido[1,2-a]benzimidazoles, pyrazolo[1,5-a]benzimidazoles,
pyrrolo[1,2-a]benzimidazoles, 1,2,4-triazolo[1,5-a]benzimidazoles, thiazolo[2,3-a]
Table 12.4 Accuracy of the best strategy for predicting the presence of an activity in structurally
diverse compounds
Activity
N
Better strategy
ST F 0 , % LOOCV
F 0 , %
SHCV
F 0 , %
Neuroleptic
645
Conservative
99
97
97
Tranquilizer
532
Conservative
100
89
89
Antidepressant
628
Conservative
100
91
90
Nootropic
420
Conservative
99
77
70
Analgesic narcotic
320
Conservative
100
97
95
Anesthetic local
324
Conservative
100
91
91
Spasmolytic
804
Conservative
99
81
82
Antianginal
410
Conservative
99
81
79
Cardiotonic
304
Conservative
100
89
89
Cardiac stimulant
233
Conservative
100
96
95
Hypoglycemic
230
Conservative
100
82
82
Anabolic
184
Normal
99
91
90
Antiseptic
494
Conservative
100
87
86
Leprostatic
52
Conservative
100
79
80
Tuberculostatic
386
Conservative
100
93
92
Antifungal
471
Conservative
100
83
80
Anti-HIV
1140
Conservative
97
80
80
Antiherpetic
412
Normal
90
69
68
Anti-paramixovirus
54
Conservative
98
96
94
Anti-picornavirus
512
Conservative
97
87
88
Anti-rheovirus
30
Normal
93
77
76
Anti-orthovirus
72
Conservative
97
92
92
Antileukemic
252
Conservative
98
81
79
Antineoplastic
821
Conservative
100
89
87
Antioxidant
82
Conservative
100
86
85
Κ-opioid agonist
74
Conservative
100
95
83
5-HT 2 antagonist
33
Conservative
100
86
93
5-HT 3 antagonist
47
Risk
87
87
81
H 1 antagonist
66
Normal
100
89
89
H 2 antagonist
50
Risk
100
92
92
H 3 antagonist
46
Risk
100
98
96
H 3 agonist
47
Conservative
100
100
100
P2Y 1 antagonist
36
Risk
100
100
97
Carcinogenic
492
Conservative
100
87
86
N is the number of compounds in a training set
P. M. Vassiliev et al.
12.3.2 Structurally Similar Compounds
Similar testing was performed to predict the levels of 28 types of pharmacological
activity in structurally similar condensed azole derivatives of the following chemical
classes: imidazoles, 1,2,4-triazoles, indoles, purines, benzimidazoles, imidazo[1,2a]benzimidazoles, pyrimido[1,2-a]benzimidazoles, pyrazolo[1,5-a]benzimidazoles,
pyrrolo[1,2-a]benzimidazoles, 1,2,4-triazolo[1,5-a]benzimidazoles, thiazolo[2,3-a]
Table 12.4 Accuracy of the best strategy for predicting the presence of an activity in structurally
diverse compounds
Activity
N
Better strategy
ST F 0 , % LOOCV
F 0 , %
SHCV
F 0 , %
Neuroleptic
645
Conservative
99
97
97
Tranquilizer
532
Conservative
100
89
89
Antidepressant
628
Conservative
100
91
90
Nootropic
420
Conservative
99
77
70
Analgesic narcotic
320
Conservative
100
97
95
Anesthetic local
324
Conservative
100
91
91
Spasmolytic
804
Conservative
99
81
82
Antianginal
410
Conservative
99
81
79
Cardiotonic
304
Conservative
100
89
89
Cardiac stimulant
233
Conservative
100
96
95
Hypoglycemic
230
Conservative
100
82
82
Anabolic
184
Normal
99
91
90
Antiseptic
494
Conservative
100
87
86
Leprostatic
52
Conservative
100
79
80
Tuberculostatic
386
Conservative
100
93
92
Antifungal
471
Conservative
100
83
80
Anti-HIV
1140
Conservative
97
80
80
Antiherpetic
412
Normal
90
69
68
Anti-paramixovirus
54
Conservative
98
96
94
Anti-picornavirus
512
Conservative
97
87
88
Anti-rheovirus
30
Normal
93
77
76
Anti-orthovirus
72
Conservative
97
92
92
Antileukemic
252
Conservative
98
81
79
Antineoplastic
821
Conservative
100
89
87
Antioxidant
82
Conservative
100
86
85
Κ-opioid agonist
74
Conservative
100
95
83
5-HT 2 antagonist
33
Conservative
100
86
93
5-HT 3 antagonist
47
Risk
87
87
81
H 1 antagonist
66
Normal
100
89
89
H 2 antagonist
50
Risk
100
92
92
H 3 antagonist
46
Risk
100
98
96
H 3 agonist
47
Conservative
100
100
100
P2Y 1 antagonist
36
Risk
100
100
97
Carcinogenic
492
Conservative
100
87
86
N is the number of compounds in a training set