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. Author manuscript; available in PMC: 2015 Aug 1.
Published in final edited form as: Bioorg Med Chem. 2014 Jun 16;22(15):3971–3981. doi: 10.1016/j.bmc.2014.06.004

Table 1.

Activity of BQ and NQ derivatives as covalent inactivators of BoNT/A LC

graphic file with name nihms-621100-t0013.jpg
Compound
#		 Name kinact/KI
(M−1 s−1)
1 2,5-diCl-BQ 84
2 2-Cl-BQ 51
3 BQ 17
4 2-(4-I-Ph)-BQ 10
5 2-Ph-BQ 9.7
6 2-OMe-3-Tol-BQ 9.5
7 5-OH-NQ 5.3
8 5-OCyclopentoyl-
NQ		 4.7
9 2-OMe-BQ 4.1
10 5-OAc-NQ 4.0
11 2-Estrone-BQ 3.9
12 2-Me-BQ 3.5
13 5,8-diOH-NQ 2.2
14 5-OBn-NQ 2.0
15 NQ 2.0
16 2-(2-COOH-Et)-
BQ		 1.2
17 2-Me-NQ 1.1
18 5-OMe-NQ 0.99
19 6-OH-NQ 0.94
20 2-Tol-NQ 0.91
21 2,5-diOMe-3-Tol-
BQ		 0.82
22 2-(COOH-Me)-BQ 0.56
23 2-iPr-5-Me-BQ 0.38
24 2,6-diOMe-BQ NA
25 2,6-diMe-BQ NA
26 2-OMe-5-Tol-BQ NA

Compounds were tested at 50 μM in the SNAPtide assay over a 1.5 h period. NA = not active