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. Author manuscript; available in PMC: 2018 Apr 15.
Published in final edited form as: Bioorg Med Chem Lett. 2017 Mar 10;27(8):1744–1749. doi: 10.1016/j.bmcl.2017.02.070

Table 4.

a. Heteroaryl Carboxamide Analogs

graphic file with name nihms859149u5.jpg
Cmpd HET X Y R SRE.L IC50 (μM) MLM T1/2 (min) Sol (μg/mL) ACTA2 (%ctrl) ClogP TPSA
1 2-furanyl CH CH H 0.64 1.6 13.4 37 4.25 62.55
8b 1-Me-5-imidazoyl CH CH F 0.37 16 14.9 110 3.24 67.2
8c 2-imidazolyl CH CH F 5.5 3.39 78.1
8d 2-pyridyl CH CH F 1.0 9.5 3.9 37 4.38 62.3
8e 3-pyridyl CH CH F 0.90 < 3 4.00 62.3
8f 4-pyridyl CH CH F 0.55 7.8 23.1 31 4.00 62.3
8g 2-pyrimidinyl CH CH F 3.0 11.9 75.4 65 4.05 75.2
8h 5-pyrimidinyl CH CH F 3.2 3.29 75.2
8i 1-pyrazolyl CH CH F 0.68 4.8 23 140 3.65 67.2
8j 4-pyrazolyl CH CH F 4.5 13 3.52 78.1
8k 4-pyridyl CF CH F 0.53 6.9 9.8 14 4.14 62.3
8l 4-pyridyl N CH F 1.2 7.7 62 190 2.78 75.2
8m 2-furanyl CH N F 7.1 2.5 3.44 75.4
8n 2-furanyl N CH F 3.5 3.0 3.06 75.4
9c 1-imidazolyl CH CH H 5.2 2.46 67.2
9i 1-pyrazolyl CH CH H 2.9 1.7 3.62 67.2
9j 4-pyrazolyl CH CH H 3.0 5.6 73 73 3.49 78.1
9o 3-pyrazolyl CH CH H 0.92 3.4 3.88 78.1
a

Assay descriptions provided in Table 1.