Table 1 Thermodynamic parameters for halogenated benzotriazoles in solution (in silico LogP), for their binding to the catalytic subunit of human protein kinase CK2 and viability of selected human cell lines, IC₅₀ values, in response to tested compounds.

LogP^a18

2.88

4.56

3.93

5.59

DSF^a

ΔT_m [K]

7.4 ± 0.1¹⁸

9.0 ± 0.1¹⁸

8.3 ± 0.1²⁰

10.8 ± 0.1²⁰

MST

K_d1 (nM)

29 ± 13

16 ± 18

15 ± 7

3 ± 6

K_d2^b (nM)

327 ± 95

130 ± 88

374 ± 83

43 ± 22

ITC

K_d1 (nM)

34 ± 4

16^c

22 ± 4

1.3 ± 1.4

ΔH1 (kJ/mol)

− 58 ± 1

− 22 ± 4

− 55 ± 1

− 14.0 ± 0.5

ΔS1 (J/mol/K)

− 52 ± 4

75 ± 14

− 37 ± 4

123 ± 10

K_d2^b (nM)

–

93 ± 40

–

82 ± 42

ΔH2 (kJ/mol)

–

− 4.4 ± 4.4

–

− 12.8 ± 0.6

ΔS2 (J/mol/K)

–

118 ± 19

–

93 ± 5

In vitro inhibition of hCK2α

IC₅₀(μM)

1.19 ± 0.53

0.49 ± 0.33

0.78 ± 0.29

0.23 ± 0.15

Cell line

Cell viability data, IC50(μM)

A-431

12 ± 2

7.8 ± 1.2

5.3 ± 0.7

2.2 ± 0.3

HEPG2

18 ± 4

13 ± 2

3.3 ± 0.4

1.5 ± 0.3

HCT116

19 ± 6

23 ± 9

6.1 ± 1.3

1.8 ± 0.3

HCT116p53-/-

13 ± 3

48 ± 18

9.4 ± 1.4

2.5 ± 0.2