Bioinorganic Chemistry and Applications

Research Article

The Anticancer Activities of Some Nitrogen Donor Ligands Containing bis-Pyrazole, Bipyridine, and Phenanthroline Moiety Using Docking Methods

Table 2

The interacting free energy of the ligands with the receptors using the five docking methods approached.
LigandsCA-IICat BDNA-1DNA-2GyraseHDAC7HISKinaserHARNRTop IITrxRTS
Molegro-QC             
1−46.28−41.89−40.28−46.26−47.44−50.56−40.36−45.16−53.17−50.49−48.58−51.94−49.68
2−60.37−60.30−48.43−58.25−59.81−67.45−52.16−56.96−64.71−60.84−64.03−65.38−59.07
3−77.18−85.66−79.92−88.62−83.09−94.83−70.38−83.19−89.26−79.78−97.24−86.21−89.74
4−94.47−86.37−67.14−82.41−85.22−95.87−64.14−71.90−82.84−82.26−92.74−78.40−86.99
5−85.49−86.16−67.78−79.76−82.00−94.12−72.68−81.62−90.88−90.19−89.03−78.29−92.50
6−105.08−107.91−85.51−92.88−104.83−123.77−88.68−97.99−124.96−103.38−107.50−101.76−102.61
7−156.65−158.15−130.71−127.71−141.14−165.05−110.63−143.43−155.81−134.63−163.91−147.53−143.67
8−142.47−144.76−129.84−144.30−146.90−147.75−105.85−130.09−142.98−127.19−137.97−141.72−124.60
9−93.35−93.62−78.27−92.25−83.92−104.76−78.17−96.30−87.97−85.27−107.07−96.84−90.63
10−113.53−109.57−88.24−104.42−108.46−129.40−86.09−112.86−121.09−108.90−117.22−119.46−109.56
11−142.68−138.71−135.09−148.33−148.01−142.87−115.42−133.47−140.45−128.89−153.61−132.24−126.99
12−111.01−104.12−92.91−106.53−101.00−121.63−78.65−92.82−105.68−97.98−104.24−105.62−90.49
13−127.70−113.80−104.98−117.41−115.64−141.14−87.77−108.12−121.31−114.24−114.03−118.08−100.97
14−116.59−116.18−108.02−120.02−119.72−139.34−91.47−113.85−136.08−115.29−118.61−122.42−111.92
15−151.38−148.61−154.18−146.92−153.19−183.25−127.38−152.66−164.79−150.54−163.67−157.02−150.51
16−67.83−79.06−70.27−90.64−66.12−82.86−52.94−61.67−76.02−77.82−80.37−72.42−81.01
17−85.51−85.09−76.06−93.14−82.76−91.71−63.40−76.46−90.42−79.56−99.96−82.29−87.81
18−108.41−104.64−104.01−119.95−112.01−110.74−83.28−98.06−105.46−89.43−118.24−104.13−90.52
19−94.06−74.75−77.07−93.66−79.56−89.73−54.71−69.36−78.56−79.77−75.01−71.60−78.72
20−85.01−77.39−78.52−85.22−82.85−97.48−62.38−76.30−91.29−79.35−75.30−79.85−71.57
21−99.68−94.52−107.46−114.19−108.07−116.87−79.39−87.55−106.93−102.49−97.32−97.06−103.61
Molegro             
1−45.66−42.21−40.15−46.30−47.06−49.96−40.40−43.52−52.79−53.06−48.11−52.08−49.85
2−59.33−61.35−48.45−57.94−59.04−66.37−52.56−56.81−65.42−60.80−61.96−65.28−59.28
3−78.69−86.29−80.14−87.82−76.80−91.25−70.80−84.05−87.22−88.79−95.38−87.92−89.71
4−73.50−82.40−65.33−81.76−78.29−89.64−63.70−71.11−80.07−80.36−88.19−76.57−85.37
5−84.53−86.07−67.14−81.79−81.35−93.52−68.36−82.27−91.04−83.31−88.91−82.65−91.05
6−104.61−108.91−86.76−93.07−103.26−122.10−85.12−96.98−116.04−99.66−108.78−101.37−107.32
7−153.41−163.83−133.00−120.14−139.49−165.52−118.00−139.06−149.63−140.05−157.74−142.84−162.70
8−122.26−141.64−123.08−138.05−137.15−144.97−100.60−131.59−134.89−127.66−139.28−135.21−123.90
9−92.83−93.73−88.77−89.42−89.03−106.92−76.99−93.14−107.05−94.00−106.00−96.60−90.55
10−113.37−109.72−94.83−102.39−105.85−129.22−90.12−115.29−131.03−116.72−130.17−119.51−110.91
11−118.48−139.99−133.84−150.77−145.99−142.17−110.66−134.65−150.39−129.23−159.95−142.94−120.18
12−105.71−104.13−92.70−97.49−102.97−123.80−77.55−92.01−107.15−101.17−103.01−106.00−102.62
13−120.23−113.93−104.08−111.83−114.14−138.90−90.10−107.68−119.68−119.93−113.92−115.29−109.72
14−115.97−116.58−108.38−111.39−118.66−138.22−90.15−112.18−135.19−114.99−119.08−123.39−109.29
15−154.64−153.59−143.40−152.91−147.30−185.69−120.53−149.49−162.06−155.65−169.29−155.60−148.29
16−65.39−78.88−69.92−90.53−66.07−83.24−52.38−61.49−76.15−76.08−81.25−72.75−80.87
17−79.36−85.66−75.61−91.56−81.05−92.70−60.22−75.95−91.47−79.43−98.19−82.84−86.38
18−112.40−105.11−108.50−132.26−108.90−113.23−76.97−98.29−110.76−98.19−118.44−99.45−108.10
19−72.31−68.09−73.83−87.89−73.29−94.22−53.90−67.46−80.10−83.46−74.85−66.48−61.55
20−75.31−75.67−79.35−90.25−84.93−100.31−61.62−74.38−88.95−77.73−75.50−78.49−70.52
21−91.41−91.74−105.27−115.93−105.56−120.80−74.26−87.73−106.98−102.54−97.56−98.39−101.47
Vina             
1−7.30−7.00−7.80−6.40−7.60−7.50−7.20−7.00−7.90−7.60−7.40−8.00−8.50
2−7.70−7.40−7.80−6.90−7.50−7.50−7.40−7.30−8.50−7.50−8.00−8.60−9.10
3−6.00−5.50−5.70−5.60−5.60−5.90−4.90−5.70−5.90−6.40−6.90−6.50−5.00
4−7.90−7.60−8.80−6.50−8.00−7.50−6.90−8.10−8.60−7.60−7.60−8.70−8.80
5−7.60−7.40−8.40−6.40−8.10−7.80−7.10−7.60−8.00−7.60−6.60−7.80−8.80
6−7.60−7.50−8.70−7.20−8.90−8.50−7.90−8.20−8.50−8.50−6.90−8.30−9.60
7−6.60−7.20−6.90−6.30−6.70−6.10−5.80−6.00−7.10−6.90−7.80−7.30−6.70
8−7.10−7.70−7.40−6.30−7.00−7.50−6.50−6.90−8.70−7.50−7.00−8.50−9.30
9−6.90−7.60−7.90−6.20−7.30−6.70−6.70−6.50−8.10−7.50−7.10−7.50−7.70
10−7.20−6.90−7.70−6.90−7.30−7.30−6.10−7.10−8.40−7.80−7.00−7.70−8.60
11−5.00−5.20−5.70−6.70−7.10−5.70−4.40−7.20−7.90−6.50−6.90−5.80−6.20
12−7.30−7.70−7.90−6.30−7.30−6.50−6.50−6.60−7.50−7.50−8.10−7.20−7.70
13−7.50−7.60−7.90−6.40−7.80−7.90−6.30−8.00−8.10−8.40−6.80−7.60−8.70
14−7.10−7.10−7.90−7.40−7.50−7.60−6.80−7.30−8.30−7.60−6.80−7.90−8.90
15−7.20−7.80−8.60−7.50−8.00−8.50−6.80−8.10−8.20−7.60−9.50−7.90−7.70
16−5.50−6.00−5.70−5.70−6.80−6.70−5.60−6.80−6.80−6.20−6.60−6.80−6.60
17−6.30−7.20−7.10−5.80−6.80−7.10−5.20−7.10−8.00−7.00−6.30−7.30−7.60
18−5.70−5.50−5.10−5.30−6.20−6.70−5.50−5.90−6.40−6.20−6.10−6.30−6.20
19−5.80−5.60−5.10−4.90−6.10−6.90−5.50−5.90−6.30−6.20−6.10−5.80−6.20
20−7.00−7.30−7.80−6.80−6.90−7.50−6.90−7.60−7.80−7.60−9.10−7.50−8.40
21−6.90−5.90−6.30−6.00−6.80−7.30−6.50−6.70−7.40−6.90−7.20−7.40−6.60
AutoDock-QC             
1−3.67−7.64−7.56−5.58−5.13−7.08−5.40−4.64−4.65−4.68−5.00−4.18−5.99
2−3.65−7.36−7.43−5.27−5.70−7.42−5.57−4.79−4.65−4.54−4.78−4.77−6.46
3−4.12−2.96−2.81−3.02−4.31−3.62−3.55−3.94−3.54−3.65−6.04−3.78−3.63
4−4.29−7.72−7.53−5.19−5.70−7.09−5.93−4.70−4.67−5.05−5.38−5.20−5.81
5−3.93−3.91−3.74−3.46−4.23−3.70−3.66−3.84−3.61−4.05−3.17−4.78−4.41
6−4.14−4.30−4.23−4.18−5.60−4.17−3.84−4.54−3.77−4.85−2.09−5.56−5.44
7−7.13−6.24−5.95−4.93−7.01−6.02−4.76−6.20−5.86−6.43−7.22−6.13−6.11
8−3.27−5.58−5.76−4.25−4.84−5.36−5.34−3.80−3.45−4.65−5.89−4.98−5.90
9−3.34−6.34−5.09−4.24−5.01−5.15−4.99−3.91−3.55−4.78−4.84−4.13−4.88
10−3.04−7.12−6.41−4.58−4.82−5.79−4.87−4.69−4.06−4.25−5.27−5.00−4.84
11−5.04−4.10−3.15−3.85−4.56−4.16−3.79−4.35−3.30−4.06−4.62−5.14−4.86
12−2.93−6.40−6.44−5.13−5.48−6.28−5.47−4.56−4.79−3.47−4.70−3.83−5.76
13−3.07−6.79−6.42−5.14−5.74−5.50−5.50−4.41−4.58−4.14−4.34−4.33−5.98
14−3.19−7.40−6.67−5.30−5.45−6.01−5.37−4.43−3.67−4.34−5.02−4.59−6.51
15−4.36−4.21−2.29−2.91−4.15−4.28−0.94−1.59−2.86−2.58−4.26−3.93−3.11
16−3.79−2.98−2.84−3.04−3.75−3.72−2.97−3.54−2.98−3.62−3.92−3.62−3.90
17−3.04−3.38−2.92−2.44−3.44−3.29−2.72−3.18−2.64−3.67−3.97−3.97−4.20
18−3.98−4.09−3.21−3.35−3.81−3.88−3.40−4.01−3.31−4.63−4.01−4.07−4.67
19−5.27−2.87−2.54−2.70−3.51−2.95−3.41−3.30−2.50−2.72−2.62−2.96−2.96
20−2.12−1.04−1.26−1.57−2.33−1.53−2.43−2.14−2.67−1.95−2.01−3.10−2.43
21−4.24−1.64−2.01−2.32−1.91−1.86−3.17−3.13−2.71−2.32−2.51−3.22−2.76
AutoDock             
1−2.13−5.32−5.94−4.59−4.13−4.99−4.33−3.91−3.66−2.46−2.81−2.64−4.41
2−3.99−8.02−7.99−5.90−6.81−6.55−5.06−5.08−5.19−5.13−5.72−6.34−7.17
3−9.22−2.68−3.98−3.67−3.65−3.65−4.83−4.70−5.19−6.23−8.47−5.08−4.16
4−2.03−5.30−5.41−4.24−4.26−5.18−4.25−3.68−3.66−2.89−2.62−2.89−4.05
5−4.45−4.22−4.49−3.85−5.07−4.33−4.37−4.58−4.48−5.04−3.59−5.44−4.98
6−4.20−3.58−3.69−3.82−4.55−3.83−3.63−4.27−3.21−3.96−0.70−4.64−4.33
7−7.79−1.14−2.48−2.05−2.97−0.53−5.76−4.36−4.99−7.07−6.86−5.61−3.31
8−3.99−6.18−7.49−5.30−6.32−6.18−5.65−4.92−4.08−5.22−6.41−6.31−7.84
9−3.98−7.81−7.28−5.25−6.77−5.64−5.93−4.11−5.07−5.12−5.36−5.42−6.13
10−2.32−5.97−5.77−4.27−3.41−4.39−3.69−3.40−2.79−2.42−2.95−3.24−4.17
11−6.67−9.90−9.92−7.88−8.20−9.19−8.43−7.47−5.89−7.95−7.55−9.80−9.35
12−3.27−6.35−6.30−4.78−5.76−5.77−4.89−3.76−5.33−3.90−4.85−4.05−6.06
13−4.57−7.87−7.24−6.00−7.06−6.02−5.59−6.06−5.92−6.06−6.75−5.89−7.19
14−3.20−6.78−6.39−5.23−5.35−5.30−4.51−4.08−3.68−3.74−4.48−4.20−6.16
15−9.45−2.73−2.45−3.20−3.14−2.25−4.05−5.84−3.28−7.44−8.14−5.60−5.35
16−5.75−5.50−4.59−4.98−5.91−5.99−4.29−5.67−4.88−6.61−6.21−6.42−6.77
17−2.92−3.50−3.00−2.97−3.50−3.06−2.95−2.86−2.78−4.04−3.44−3.88−4.36
18−5.27−5.44−4.03−4.29−5.01−5.38−4.17−5.08−4.14−6.17−5.48−5.88−6.03
19−5.17−5.42−4.31−4.52−5.30−5.55−4.21−5.42−4.66−5.83−5.21−5.46−6.27
20−8.96−3.53−3.87−5.28−4.15−4.62−5.39−5.56−6.39−5.48−6.94−6.46−5.56
21−5.99−4.99−4.82−4.71−5.47−6.25−4.79−5.88−5.04−6.30−5.69−6.21−7.05