Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter18: Carboxylic Acids
Section: Chapter Questions
Problem 18.54P
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
Transcribed Image Text:On the following page are three compounds, 1, 2, and 3, that have been investigated as
anti-malarial candidates. Compound 1 is the "parent" molecule, and 2 and 3 are
derivatives. Shown next to each molecule is (i) the enthalpy change when it binds to its
target, and (ii) the dissociation constant for the molecule/target complex.
Consider the structures and answer the following:
AH = - 1.2 kcal/mol;
Kp = 16 nM
OH
1
HO
AH = - 6.0 kcal/mol;
Kp = 76 nM
OH
AH = - 5.5 kcal/mol;
Kp = 0.5 nM
OH
3
(i) What is the difference among 1, 2, and 3?
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