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Molecular modeling showing the capsaicin binding region of TRPV1, with the likely binding pose of capsaicin (left). Compound 1 is also well accommodated in this pocket (middle), but the Wittig derivative 5 (right - displayed in orange and overlayed with 1 in green) is required to bind with its apolar ester chain embedded in the polar “southern” region of the pocket (as highlighted by the solvent interpolated charge surface).
