Question: 2. Answer questions AF below for the drug molecule shown in the graphic below. (8 points total) A. Which functional group is most acidic? Estimate

2. Answer questions AF below for the drug molecule shown in the graphic below. (8 points total) A. Which functional group is most acidic? Estimate its pKa. B. Which functional group is most basic? Estimate its pKa. C. Based on your pKa estimation, provide the approximate pH at which this drug would have no net molecular charge (isoelectic point)? D. Which functional groups would be predominantly ionized in the intestines at pH6.8 ? E. Which functional group would be most susceptible to hydrolysis in the Gl tract? F. The drug is absorbed from the intestines by passive transmembrane diffusion, but absorption is slow and low (20\%). Draw the structure of a prodrug form of this drug that may be better absorbed by passive mechanisms

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