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Naphthalene substitution at position A of 12 enables extensive hydrophobic contacts contributed by helices 3 and 7. Shown is a superimposition of the 1 (yellow sticks) and 12 (purple sticks) compounds bound to the PPARγ LBD (green ribbons). The naphthalene moiety of 12 (purple) is more hydrophobic than other ligands, enabling unique hydrophobic interactions with the PPARγ binding pocket.
