Figure 4.
Conformational analysis of 29. (A) Equilibrium of 5/6-TAMRA isomers as spirolactone (closed) and zwitterionic (open) form. (B) Violin plot of the 3D PSA distribution of the four possible isomers (open/closed, 5/6-isomer) of 29 in water and octane obtained by MD simulation (50 ns). Drug-like PSA cutoff 140 Å2 and tPSA of spirolactone and zwitterion form are indicated as dotted lines. Mean 3D PSA of each isomer is indicated as black line in the violin plot. (C) Intramolecular hydrogen bond formation observed in MD simulation (50 ns) of the four possible isomers (open/closed, 5/6-isomer) of 29 in water and octane. Mean hydrogen bond interactions represented as bar chart ± SEM.