Interaction details of compound 1, compound 2, and aspirin with COX1 and COX2 proteins.
| Proteins | Compounds | Binding energy (kcal mol−1) | Interacting residues | Nature of interactions |
|---|---|---|---|---|
| COX1 (6Y3C) | Compound 1 | −7.1 | His446 | H-bond |
| His446 | C–H bond | |||
| Val447 | Pi–sigma bond | |||
| Val447 | Pi–sigma bond | |||
| Leu408 | Pi–alkyl bond | |||
| Leu295 | Pi–alkyl bond | |||
| Gln203 | Pi-donor H-bond | |||
| Compound 2 | −7.0 | Val447 | Alkyl bond | |
| Val447 | Alkyl bond | |||
| Ile444 | Alkyl bond | |||
| Ile444 | Alkyl bond | |||
| His388 | Pi–alkyl bond | |||
| Aspirin | −6.2 | His388 | C–H bond | |
| His386 | C–H bond | |||
| Ala202 | Amide–Pi-stacked | |||
| Met391 | Pi–sulfur | |||
| Gln203 | van der Waals | |||
| COX2 (1PXX) | Compound 1 | −8.4 | Gln369 | H-bond |
| Ser126 | C–H bond | |||
| Pro127 | C–H bond | |||
| Arg61 | C–H bond | |||
| Lys532 | Alkyl bond | |||
| Phe371 | Pi–alkyl bond | |||
| Arg61 | Pi–alkyl bond | |||
| Arg61 | Pi–alkyl bond | |||
| Compound 2 | −7.6 | Arg61 | Alkyl bond | |
| Arg61 | Alkyl bond | |||
| Aspirin | −6.1 | Ser530 | H-bond | |
| Gly526 | Amide–Pi-stacked | |||
| Val523 | Pi–alkyl | |||
| Leu353 | Pi–alkyl | |||
| Ala527 | Pi–alkyl |