Table 2.
Intermolecular interactions of Neuronal Nitric Oxide Synthase (nNOS) inhibitors with Neuronal Nitric Oxide Synthase (nNOS).
| Distance (Å) | ||||
|---|---|---|---|---|
| Active site residues | Ligand … nNOS amino acid residue and atom identifier | Epigallocatechin gallate | Glibenclamide | Rosiglitazone |
| Met341 | Pi-sulfur interactions | |||
| Benzene ring … SD/Met341 | – | 5.21 | – | |
| Gln483 | Conventional H-bond | |||
| O … HE22/Glu483 | – | 2.75 | – | |
| Conventional H-bond | ||||
| N … HE21/Glu483 | – | – | ||
| Tyr567 | Conventional H-bond | |||
| H⋯OH/Tyr567 | 1.7 | – | – | |
| Carbon H-bond | ||||
| HC∙∙∙O/Tyr567 | – | – | 2.27 | |
| Pro570 | Pi-Alkyl interactions | |||
| Benzene ring … CG/Pro570 | 4.24 | – | – | |
| Alkyl interactions | ||||
| C … CG/Pro570 | – | 5.18 | – | |
| Conventional H-bond | ||||
| H⋯O/Pro570 | – | – | 2.19 | |
| Ala571 | Conventional H-bond | |||
| HN⋯O/Ala571 | 1.73 | – | – | |
| Carbon H-bond | ||||
| O … HA/Ala571 | – | – | 2.82 | |
| Val572 | Conventional H-bond | |||
| O⋯HN/Val572 | – | – | 2.24 | |
| Pi-Alkyl interactions | ||||
| CB … Benzene ring/Val572 | – | – | 5.06 | |
| Phe589 | Pi-Alkyl interactions | |||
| C … Benzene ring/Phe589 | – | 5.22 | – | |
| Carbon H-bond | ||||
| O … HA/Phe589 | – | – | 2.16 | |
| Pi-Sulfur interactions | ||||
| S … Benzene ring/Phe589 | – | – | 4.69 | |
| Ser590 | Carbon H-bond | |||
| O … HA/Ser590 | – | – | 2.16 | |
| O … HA/Ser590 | – | – | – | |
| Gly591 | Conventional H-bond | |||
| HN⋯O/Gly591 | 2.66 | – | – | |
| Donor-Donor Interactions | ||||
| H⋯HN/Gly591 | – | – | 1.49 | |
| Trp592 | Conventional H-bond | |||
| H⋯O/Trp592 | 2.60 | – | – | |
| H⋯O/Trp592 | 2.12 | – | – | |
| Tyr593 | Pi-Pi T Shaped interactions | |||
| Benzene ring … Benzene ring/Tyr593 | – | 5.67 | – | |
| Glu597 | Conventional H-bond | |||
| H⋯O/Glu597 | 1.75 | – | – | |
| Pi-Anion | ||||
| Benzene ring … O/Glu597 | – | 3.67 | – | |
| Conventional H-bond | ||||
| H … OE2/Glu597 | – | – | – | |
| H … OE1/Glu597 | – | – | – | |
| Carbon H-bond | ||||
| HC … OE2/Glu597 | – | – | 2.03 | |
| Pi- Anion interactions | ||||
| Benzene ring … OE1/Glu597 | – | – | 3.69 | |
| Arg601 | Pi- Alkyl interactions | |||
| CB … benzene ring/Arg601 | 4.90 | – | 5.07 | |
| Conventional H-bond | ||||
| O∙∙∙HH11/Arg601 | – | 2.79 | – | |
| Asp602 | Conventional H-bond | |||
| H … OD1/Asp602 | 2.9 | – | – | |
| Pi-Anion | ||||
| OD1 … benzene ring/Asp602 | 4.06 | – | 3.47 | |
| Carbon H-bond | ||||
| HC … OD2/Asp602 | – | – | 2.68 | |
| HC … OD1/Asp602 | – | – | 2.29 | |
| HC … OD1/Asp602 | – | – | – | |
| Arg608 | Conventional H-bond | |||
| O∙∙∙HH12/Asp608 | 3.09 | – | – | |
| Trp683 | Pi-Pi T Shaped interactions | |||
| Benzene ring … Benzene ring/Tyr683 | – | 5.62 | – | |
| HEM | Pi-Lone pair | |||
| O … five membered ring/HEM | – | – | – | |
| Pi-Anion | ||||
| Pyrimidine ring … O/HEM | – | – | 4.26 | |
| Conventional H-bond | ||||
| H … OD2/HEM | – | – | – | |
| Pi-Pi T Shaped interactions | ||||
| Benzene ring … five membered ring/HEM | 4.74 | – | 5.73 | |
| Benzene ring … five membered ring/HEM | 4.60 | – | – | |
| Pi- Alkyl interactions | ||||
| C⋯C/HEM | – | 4.73 | – | |
| C … Five membered ring/HEM | – | 4.68 | – | |
| Pi-Sigma interactions | ||||
| H … Five membered ring/HEM | – | 2.41 | – | |
| H4B | Conventional H-bond | |||
| H⋯O/H4B | – | – | – | |
| Pi-Pi T Shaped interactions | ||||
| Benzene ring … pyrimidine ring/H4B | – | 5.80 | – | |
| Carbon H-bond | ||||
| HC∙∙∙O/H4B | – | 2.74 | – | |