. Author manuscript; available in PMC: 2018 Mar 14.

Published in final edited form as: J Chem Educ. 2017 Feb 13;94(3):345–349. doi: 10.1021/acs.jchemed.6b00555

Table 1.

Comparison of Actual and Predicted Binding Affinities and Bond Distances

compound	actual affinity (IC₅₀)^a	predicted affinity (K_i)^a	actual bond distances (Å)^b	predicted bond distances (Å)
1	185	69.0	NH-carbonyl (2.9)	NH-carbonyl (2.8)
			N-amide (3.0)	N-amide (2.9)
2	3	0.992	^c	NH-carbonyl (2.9)
				N-amide (3.1)
				amide—carbonyl (2.7)
3	0.66	0.122	NH-carbonyl (2.8)	NH-carbonyl (2.7)
			N-amide (3.2)	N-amide (3.2)
			amide—carbonyl (2.9)	amide—carbonyl (2.7)
			SO-amide (3.0)	SO-amide (4.1)
4	97	16.5	NH-carbonyl (2.5)	NH-carbonyl (2.6)
			N-amide (3.0)	N-amide (3.1)
			amide—carbonyl (2.7)	amide—carbonyl (2.8)

Affinities are expressed in units of μM.

Bond distances were determined from published crystal structures; see ref 16.

Compound 2 was not crystallized with the target; thus, actual bond distances are unknown.