Table 3 The bonding energies (kcal/mol) and detailed interaction of the synthesized compounds toward EGFR receptors (1M17) using AutoDock Vina
Entry | Amino Acid | Ligand involved moiety | Type of interaction | B.E (kcal/mol) | Entry | Amino Acid | Ligand involved moiety | Type of interaction | B.E (kcal/mol) |
|---|---|---|---|---|---|---|---|---|---|
7a | Phe 699 | 4-benzyl piperidine | pi-pi | − 9.6 | 7e | Thr 766 | carbonyl | Hydrogen bond | − 9.6 |
Val 702, Lys 851 | 4-benzyl piperidine, Quinazoline ring | pi-alkyl | Lys 721, Glu 738 | 4-F benzyl | pi-cation, halogen bond | ||||
Glu 734 | 3-Cl benzyl | Pi-anion | Phe 699, Leu 820, Val 702, Ala 719, Leu 694 | 4-benzyl piperidine, Quinazoline ring | pi-pi, pi-sigma | ||||
Arg 817, Asp 831, Cys 721, Ile 735, Glu 738, Gly 833, Leu 834 | – | Vander waals | Gly 697, Gly 772, Met 769, Leu 768, Gln 767, Leu 764, Met 742, Thr 830 | – | Vander waals | ||||
7b | Leu 694, Leu 820, Ala 719, Val 702, Lys 721 | Quinazoline ring and 3-Br benzyl | pi-alkyl | − 9.7 | 7f | Met 742, Lys 721, Leu 764, Ala 719, Leu 820, | 4-Cl benzyl, Quinazoline ring | pi-alkyl | − 9.4 |
Phe 699 | 4-benzyl piperidine | pi-pi | Val 702, Leu 694 | Quinazoline ring | pi-sigma | ||||
Asp 831 | 4-benzyl piperidine | pi-anion | Arg 817 | 4-benzyl piperidine | pi-cation | ||||
Arg 817, Thr 830, Glu 738, Leu 764, Met 742, Thr 766, Met 769, Leu 768, Gly 772 | – | Vander waals | Asn 819, Phe 699, Thr 830, Glu 738, Thr 766, Asp 831, Cys 773, Gly 772, Met 769, Leu 768 | – | Vander waals | ||||
7c | Leu 820, Val 702, Lys 721, Ala 719, Arg 817 | 4-benzyl piperidine, 2,4 di-methoxy benzyl | pi-alkyl | − 8.4 | 7g | Val 702 | 4-phenoxy benzyl | pi-sigma | − 8.9 |
Phe 699 | Quinazoline ring | pi-pi | Lys 721, Ala 719 | 4-phenoxy benzyl | Alkyl interaction | ||||
Asp 831 | Quinazoline ring | pi-anion | Cys 773 | 4-benzyl piperidine | pi-alkyl | ||||
Gly 697, Cys 773, Thr 830, Leu 775 | – | Vander waals | Glu 780, His 781, Tyr 777, Phe 771, Asp 776, Leu 694, Leu 820, Thr 830, Thr 766, Phe 699, Gly 695, Gly 697, Gly 772 | Vander waals | |||||
7d | Lys 721 | Quinazoline ring | pi-anion | -9.9 | 7h | Arg 817 | Carbon hydrogen bond | − 9.4 | |
Val 702, Ala 719, Leu 820, Leu 694, Leu 764, Met 742 | 4-benzyl piperidine, 3-CF3 benzyl | pi-alkyl | Ala 719, Leu 820 | 4-benzyl piperidine | pi-alkyl | ||||
Gly 695, Thr 830, Met 769, Leu 768, Gly 772, Phe 699, Asp 831, Glu 738, Thr 766 | – | Vander waals | Met 769, Leu 768, Leu 694, Gly 772, Asp 776, Gly 695, Phe 699, Asp 831, Cys 773, Val 702, Thr 830 | – | Vander waals |