10. (15 pts) (a) Saquinavir is an antiviral agent that acts against HIV-protease. Assess the structure in terms of Lipinski's rules and Veber's parameters (log P = 4.2; polar surface area = 167 Å). (b) Suggest five possible regions in saquinavir that might be susceptible to metabolism and identify the possible metabolite formed. N IZ || H ZI Ill Il Saquinavir I Z H H

10. (15 pts) (a) Saquinavir is an antiviral agent that acts against HIV-protease. Assess the structure in terms of Lipinski's rules and Veber's parameters (log P = 4.2; polar surface area = 167 Å). (b) Suggest five possible regions in saquinavir that might be susceptible to metabolism and identify the possible metabolite formed. N IZ || H ZI Ill Il Saquinavir I Z H H

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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a) Draw the curly arrow mechanism to show a proton transfer between benzoic acid and the salt sodium ethoxide (C₂H, ONA): b) Amino acids can exist in two possible forms (shown) i) Explain the position of the following equilibrium: OH R NH₂ H R NH3 H ii) Predict, giving reasons, the melting point of amino acids compared to other similar mass hydrogen bonded organics such as amines and diols.
OH 1. (a) Write the overall reaction scheme of the N-acetyltryosine methyl ester reacting water. The acidic proton is bolded in the N H structure. / N-acetyltyrosine methyl ester pK=10 (b) Based on your sketch, predict whether the N-acetyltryosine methyl ester is more soluble in 0.1 M HCl or 0.1 M NAOH. Justify your reasoning using your reaction above and chemical logic.
Ranitidine sulfur-containing side chain has substituted guanidine with pka of 2.7 for the secondary amine. Thus, this side chain is thus at physiological pH? N-CH₂ Rantine CH₂ NO₂ Currently Selected: B A lonized; protonated B Unionized, Deprotonated Clonized, deprotonated D Unionized, profonated and
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5. The enantiomers of 1-amino-2-propanol were separated and recovered as their hydrochloride salts: CH3CHCH2NH3" cr ÓH The sample of (R)-(-)-1-amino-2-propanol hydrochloride had [a]p²s -31.5° (c 0.01; methanol), and that of (S)-(+)-1-amino-2-propanol hydrochloride had [a]p²5 +35° (c 0.01; methanol). (a) Write correct stereochemical formulas for both isomers. (b) Which enantiomer was recovered with the higher purity? (c) Assuming that the optical rotation observed for the enantiomer of higher purity is the correct specific optical rotation for the compound, what is the enantiomeric excess in the sample of the other enantiomer? What is its enantiomeric composition?
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Your answer is incorrect. The volatile organic compounds (VOCs) produced by decomposing tissue and organs were studied in an effort to identify possible human-specific markers (PLOS ONE 2015 10(9): e0137341.). Of 452 VOCs isolated, six were found to be unique to humans, so this may prove to be a useful tool for forensic chemists trying to determine the source of unidentified remains. There are two doublets in the expected ¹H NMR spectrum of the following human-specific VOC. Identify the protons giving rise to each doublet. HOHHHH H3C НН H3C- "DOOS 0 LAK 123 HH 3 Identify the two groups of protons that give rise CH3 6 CH3 8 the doublets in the spectrum.
A biochemist completely digests a glycerophospholipid with a mixture of phospholipases A and D. HPLC and mass spectrometry analysis reveals the presence of an amino acid of 105,09 Da, a saturated fatty acid of 256.43 Da, and an omega-3 monounsaturated fatty acid of 282.45 Da. Which amino acid does the glycerophospholipid contain? O valine (C,H, NO,) O alanine (C, H,NO,) O scrine (C,H,NO,) O proline (C,H,NO,) Modify the phosphoglycerol backbone to draw the most likely structure of the lipid. Add the amino acid using the groups tool. Draw Rings Groups More Erase Select