Table 2.

Experimentally determined half-maximal inhibitory concentrations (IC₅₀) of MIF tautomerase activity (TIC₅₀) and NO production of compounds with TIC₅₀ < 14.41 μM in LPS-activated BV-2 microglia cells (NIC₅₀).

No.	TIC50 (μM)a	NIC50 (μM)b	MWc	logPd	logSe	PCacof	logBBg	Similarityh
ISO-1	14.41 ± 1.59	100.03 ± 2.00	235.24	1.08	−2.88	228.56	−1.05
1	1.22 ± 0.09	65.59 ± 1.82	312.38	1.55	−3.74	326.82	−1.27	0.25
2	2.45 ± 0.39		349.40	3.76	−5.56	888.85	−0.34	0.63
3	5.16 ± 0.71	68.22 ± 1.84	402.78	3.44	−5.42	459.27	−0.41	0.22
4	7.30 ± 0.86	55.75 ± 1.75	438.56	4.73	−6.49	493.57	−1.19	0.22
5	7.55 ± 0.88	35.40 ± 1.55	459.89	4.01	−5.02	484.48	−1.09	0.30
6	7.57 ± 0.88	113.32 ± 2.05	314.29	2.42	−3.86	886.96	−0.26	0.29
7	8.34 ± 0.92	59.20 ± 1.77	263.25	2.38	−3.16	902.02	−0.14	0.49
8	8.91 ± 0.95	55.18 ± 1.74	363.39	3.85	−5.69	486.32	−1.07	0.47
9	9.49 ± 0.98	28.32 ± 1.45	338.38	3.59	−4.92	394.41	−1.34	0.28
10	10.80 ± 1.03		290.68	3.32	−4.70	914.35	−0.06	0.31
11	11.95 ± 0.98	23.84 ± 1.38	291.37	3.06	−4.40	896.71	−0.57	0.23
12	14.00 ± 1.15	27.80 ± 1.58	285.73	3.18	−4.34	915.71	−0.36	0.23

^aDopachrome tautomerase assay.

^bNitric oxide (NO) measurement.

^cMolecular weight (130.0–725.0).

^dPredicted octanol/water partition coefficient (−2.0 to 6.5).

^ePredicted aqueous solubility, S in mol/L (−6.5 to 0.5).

^fPredicted Caco-2 cell permeability in nm/s (500 great).

^gPredicted brain/blood partition coefficient (−3.0 to 1.2).

^hTanimoto similarity indices based on the FCFP_4 fingerprints for each inhibitor with the known MIF inhibitors.