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. Author manuscript; available in PMC: 2013 Sep 13.
Published in final edited form as: J Med Chem. 2012 Sep 5;55(17):7759–7771. doi: 10.1021/jm3007917

Table 4.

SAR of oxime and methyloxime analogs

graphic file with name nihms-405746-t0024.jpg

ID X R IC50 (nM)
(−) BSA (+) BSA
7a N-OH 3-CF3,4-Cl-Ph 1.0 ± 0.1 4 ± 2
7b N-OH 3-NO2,4-Cl-Ph 0.66 ± 0.08 2.0 ± 0.4
7c N-OH 3-CONH2,
4-Cl-Ph
5 ± 1 6 ± 2
7d N-OH 2-Naphthyl 1.0 ± 0.2 2.3 ± 0.6
7e N-OH 7-Quinolyl 0.9 ± 0.2 1.2 ± 0.3
8a N-OMe 3-CF3, 4-Cl-Ph 5 ± 1 18 ± 3
8b N-OMe 3-CONH2,
4-Cl-Ph
5 ± 2 5 ± 1
8c N-OMe 2-Naphthyl 1.6 ± 0.1 13 ± 4
9 N-O(CH2)2NH2 3-NO2,4-Cl-Ph 20 ± 3.4 24 ± 17