Table 1.

Experimental standard binding affinities (ΔG°) of OAH, OAMe and CBClip (1 M standard concentration) used as references for SAMPL5 host-guest affinity predictions. All binding affinities discussed in the present work denote standard binding affinities

Compd ID	Technique	Buffer Conc (mM)	Ka (M−1)a	ΔG° (kcal/mol)b	Uncertainty (kcal/mol)
OAHc
OA-G1	NMR	10	(5.00 ± 0.07) × 103	−5.04	0.01
OA-G2	NMR	10	(1.31 ± 0.04) × 103	−4.25	0.01
OA-G3	NMR	10	(5.16 ± 0.09) × 103	−5.06	0.01
OA-G4	ITC	50	(7.43 ± 0.04) × 106	−9.37	0.00
OA-G5	NMR	10	(1.996 ± 0.005) × 103	−4.50	0.00
OA-G6	ITC	50	(8.15 ± 0.07) × 103	−5.33	0.00
OAMec
OA-G1	NMR	10	(6.94 ± 0.76) × 103	−5.24	0.05
OA-G2	NMR	10	(4.96 ± 0.37) × 103	−5.04	0.03
OA-G3	NMR	10	(2.31 ± 0.66) × 104	−5.94	0.12
OA-G4d	NMR	10	(5.58 ± 0.28) × 101	−2.38	0.02
OA-G5	NMR	10	(7.29 ± 0.33) × 102	−3.90	0.02
OA-G6	ITC	50	(2.05 ± 0.10) × 103	−4.52	0.02
CBClip
CBC-G1	NMR	20	(1.9 ± 0.1) × 104	−5.83	0.03
CBC-G2	NMR	20	70 ± 8	−2.51	0.07
CBC-G3	NMR	20	(8.8 ± 0.5) × 102	−4.02	0.03
CBC-G4	UV/VIS	20	(2.0 ± 0.1) × 105	−7.24	0.03
CBC-G5	UV/VIS	20	(1.8 ± 0.2) × 106	−8.53	0.07
CBC-G6e	UV/VIS	20	(2.2 ± 0.2) × 106	−8.64	0.05
CBC-G7	UV/VIS	20	(6.2 ± 0.2) × 103	−5.17	0.02
CBC-G8	UV/VIS	20	(3.3 ± 0.2) × 104	−6.17	0.04
CBC-G9	UV/VIS	20	(2.6 ± 0.1) × 105	−7.39	0.02
CBC-G10f	Fluorescence	20	(3.9 ± 0.2) × 107	−10.35	0.03

^aAll K_a values are reported as mean ± standard deviation (SD), where the SD was computed from the experimental replicates

^bThe uncertainties of experimental ΔG° values are reported as standard error of the mean (SEM), obtained from the experimental replicates of K_a (see Table S1)

^cFor the complete set of NMR and ITC data for OAH/OAMe systems, please see ref [37]

^dK_a values were measured at 298 K except OAMe-G4 was measured at 278 K

^eThe binding constant of CBClip-G6 measured by fluorescence titration is (2.3 ± 0.2) × 10⁶ M⁻¹

^fThe binding constant of CBClip-G10 is (2.4 ± 0.4) × 10⁷ M⁻¹ measured by UV/Vis titration and (6.6 ± 0.7) × 10⁷ M⁻¹ measured by UV/Vis competition assay