Figure 5

Predicted binding modes at the µOR (PDB ID: 5C1M) and receptor-ligand interaction patterns of N-methylmorphinans 1–4 and their respective N-phenethyl analogues 1a–4a. (A) Morphine (1) and 1a, (B) oxymorphone (2) and 2a, (C) 14-OMO (3) and 3a, and (D) 14-MM (4) and 4a. Yellow spheres indicate lipophilic contacts, red arrows hydrogen bond acceptors, green arrows hydrogen bond donors and positively charged centers are shown as blue spheres.