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. 2016 Jan 21;9:520. doi: 10.3389/fnins.2015.00520

Table 1.

EIIP/AQVN values of patented muscarinic modulators: Muscarinic modulators (US Patent 7786308), Muscarinic agonists (US Patent 7378447), and Modulators of muscarinic receptors (US Patent Application 20100311746A1).

EIIP [RY] AQVN Chemical formula Compound
Patent title: Muscarinic modulators (US Patent 7786308
0.0845 2.590 C23H31FN2O4 ethyl 3-(4-(4-fluorophenyl)(methoxycarbonyl) amino)piperidin-1-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate
0.0886 2.562 C23H33FN4O3 3-{4-[1-(4-Fluoro-phenyl)-3,3-dimethyl-ureido]-piperidin-1-yl}-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid ethyl ester
0.0946 2.500 C27H38FN3O3 3-{4-[Cyclohexanecarbonyl-(4-fluoro-phenyl)-amino]-piperidin-1-yl}-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid ethyl ester
0.0985 2.444 C23H35N3O2 3-[4-(ethyl-phenyl-amino)-piperidin-1-yl]-8-azabicyclo[3.2.1]octane-8-carboxylic acid ethyl ester
0.0899 2.552 C21H30FN3O3 4-[Acetyl-(4-fluoro-phenyl)-amino]-[1,4′]bipiperidinyl-1′-carboxylic acid ethyl ester
Patent title: Muscarinic agonists (US Patent 7378447)
0.0985 2.618 C19H29N3O4 Carbamic acid tert-butyl ester (R)-(6-(1-(morpholin-4-yl)ethylideneamino)-2(R)-hydroxyindan-1-yl)amide
0.0963 2.431 C22H36BrN3O3 Biphenyl-4-carboxylic acid
(R)-(6-(1-(2-methoxyethyl)methylamino)ethylideneamino)-2(R)-hydroxyindan-1-yl)amide
0.0863 2.579 C31H39N3O3 Biphenyl-1-carboxylic acid
(R)-(6-(1-(2-pentoxyethyl)methylamino)ethylideneamino)-2(R)-hydroxyindan-1-yl)amide
0.0958 2.622 C31H37N3O3 Biphenyl-4-carboxylic acid
(R)-(6-(1-(2-tert-butoxyethyl)methylamino)ethylideneamino)-2(R)-hydroxyindan-1-yl)amide
Patent title: Modulators of muscarinic receptors (US Patent Application 20100311746A1)
0.0758–0.0985 2.390–2.638 1041 compounds