Table 3.
Key H-bonding interactions of compounds AMC4, 14a, and 14c with FPR1 and FPR2 binding sites.
| Ligand | H-Bonded Residues in the Binding Site (Ligand Groups) | |
|---|---|---|
| FPR1 | FPR2 | |
| AMC4 | Tyr257 (pyridinone C=O) | Asp106 (NH), Arg201 (OEt) |
| 14a | Tyr257 (pyridinone C=O), Gly209 (OH) |
His102 (OH), Arg205 (C≡N) |
| 14c * | Tyr257 (pyridinone C=O) Arg201(meta-OH), Arg205 (para-OH) |
Arg201 (meta-OH), Gln258 (C≡N) |
* N-phenylacetamido and phenylpyridinone moieties of compound 14c are interchanged in space with respect to the corresponding moieties of the active compounds AMC4 and 14a in FPR1 and FPR2 binding sites.