Patrick: An Introduction to Medicinal Chemistry 5e Chapter 01
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1 Questions Patrick: An Introduction to Medicinal Chemistry 5e 01) Which of the following molecules is a phospholipid? a. i b. ii c. iii d. iv 02) Which of the following statements is false regarding the phospholipid bilayer in cell membranes? a. It is made up of two layers of phospholipid molecules with the tails interacting with each other. b. Water and ions are unable to cross the bilayer due to the hydrophobic tails of the phospholipid molecules. c. There are charged groups at the inner and outer surfaces of the cell membrane. d. The molecules in the bilayer are fluid and so the cell membrane is porous allowing the passage of ions and water across the cell membrane. 03) Which of the following statements is false? a. Drug targets are normally macromolecules. b. Drugs are generally smaller than drug targets. c. Drugs are generally organic molecules. d. Drugs usually act by forming covalent bonds with drug targets. 04) Which of the following statements is false with respect to a binding site? a. It is part of a macromolecule that acts as a drug target. b. It contains binding regions. c. It is normally a hollow or cleft on the surface of the drug target. d. It is usually hydrophilic in nature.
2 05) Consider the molecule in blue bound to a binding site and identify the binding interactions (i-iv) that are formed by the various parts of the molecule to the binding site. 06) Identify the binding interactions that might be possible at the specified positions of the following drug: (H bond door), (van der Waals interactions), (H bond acceptor), (ionic
3 07) Identify the binding interactions that might be possible at the specified positions of the following drug. (H bond door), (van der Waals interactions), (H bond acceptor), (ionic 08) Identify the binding interactions that might be possible at the specified positions of the following drug. (H bond door), (van der Waals interactions), (H bond acceptor), (ionic 09) Identify the binding interactions that might be possible at the specified positions of the following drug. (H bond door), (van der Waals interactions), (H bond acceptor), (ionic
4 10) Which of the following atoms in the structure below is likely to be the strongest hydrogen bond acceptor? a. The anilino nitrogen. b. The carbonyl oxygen. c. The amide nitrogen. d. The carboxylate oxygen. 11) Which of the following atoms is likely to be the strongest hydrogen bond donor? a HO b HO c OH H d H N H a. The phenol group meta to the side chain. b. The phenol group para to the side chain. c. The alcohol group. d. The alkylammonium ion. 12) Which of the following functional groups is most likely to participate in a dipole-dipole interaction? a. Ketone. b. Alkene. c. Aromatic ring. d. Alcohol.
5 13) Which of the following statements is false? a. Desolvation is an energy expensive process which involves the removal of water from polar functional groups prior to a drug binding to its binding site. b. Water molecules surrounding a hydrophobic region of a drug form an ordered layer of molecules with high entropy. c. Interaction between the non-polar regions of a drug and the non-polar regions of a target require the removal of an ordered water coat and represents a gain in binding energy due to increased entropy. d. An increase in entropy results in a greater negative value of G and a greater chance of binding. 14) Which of the following statements is true about the following structure? a. It has a polar head group and hydrophilic 'tails'. b. It has a polar head group and hydrophobic 'tails'. c. It has a non-polar head group and hydrophilic 'tails' d. It has a non-polar head group and hydrophobic 'tails' 15) What is the role of the following structure in cell membranes? a. The structure plays an important role in communication between cells. b. The structure acts as an antigen or chemical 'fingerprint' for cells. c. The structure is present as a structural component of cell membranes. d. The structure is an energy source. 16) What general term is used to describe large biologically important molecules? a. Polymers. b. Macromolecules. c. Proteins. d. Oligomers. 17) Match the following terms to the descriptions. a. A hollow or cleft present on the surface of a macromolecule to which a drug can bind = Binding site b. Functional groups on a drug which are used to bind it to the drug target = Binding groups c. A region of the drug target which can bind to a specific functional group present on a drug = Binding region
6 18) What are the relative strengths of different types of bonds? a. Covalent > H-bond > Ionic > Van der Waals. b. Van der Waals > Ionic > H-bond > Covalent. c. Covalent > Ionic > H-bond > Van der Waals. d. Ionic > Covalent > Van der Waals > H-bond. 19) Which of the following interactions has a directional property? a. Van der Waals interactions. b. Hydrophobic interactions. c. Hydrogen bond. d. Ionic bond.
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