Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Camps, P.; Formosa, X.; Galdeano, C.; Gomez, T.; Munoz-Torrero, D.; Ramirez, L.; Viayna, E.; Gomez, E.; Isambert, N.; Lavilla, R.; Badia, A.; Clos, M.V.; Bartolini, M.; Mancini, F.; Andrisano, V.; Bidon-Chanal, A.; Huertas, O.; Dafni, T.; Luque, F.J.
    Tacrine-based dual binding site acetylcholinesterase inhibitors as potential disease-modifying anti-Alzheimer drug candidates (2010), Chem. Biol. Interact., 187, 411-415.
    View publication on PubMed

Application

EC Number Application Comment Organism
3.1.1.7 drug development the enzyme is a target for development of drugs for use in therapy of Alzheimer's diesease Homo sapiens

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.1.1.7 2-[(1-[2-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]ethyl]piperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
-
 Homo sapiens
3.1.1.7 2-[(1-[3-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]propyl]piperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
-
 Homo sapiens
3.1.1.7 3-[5-(4-chlorophenyl)-3,4-dihydro-2H-pyrano[3,2-c]quinolin-9-yl]-N-[4-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]butyl]propanamide
-
 Homo sapiens
3.1.1.7 3-[5-(4-chlorophenyl)-3,4-dihydro-2H-pyrano[3,2-c]quinolin-9-yl]-N-[5-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]pentyl]propanamide
-
 Homo sapiens
3.1.1.7 3-[5-(4-chlorophenyl)-3,4-dihydro-2H-pyrano[3,2-c]quinolin-9-yl]-N-[6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl]propanamide
-
 Homo sapiens
3.1.1.7 3-[5-(4-chlorophenyl)-3,4-dihydro-2H-pyrano[3,2-c]quinolin-9-yl]-N-[7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl]propanamide
-
 Homo sapiens
3.1.1.7 3-[5-(4-chlorophenyl)-3,4-dihydro-2H-pyrano[3,2-c]quinolin-9-yl]-N-[8-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl]propanamide
-
 Homo sapiens
3.1.1.7 5,6-dimethoxy-2-([1-[2-(1,2,3,4-tetrahydroacridin-9-ylamino)ethyl]piperidin-4-yl]methyl)-2,3-dihydro-1H-inden-1-one
-
 Homo sapiens
3.1.1.7 5,6-dimethoxy-2-([1-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]piperidin-4-yl]methyl)-2,3-dihydro-1H-inden-1-one
-
 Homo sapiens
3.1.1.7 5-(4-chlorophenyl)-N-[10-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]decyl]-3,4-dihydro-2H-pyrano[3,2-c]quinoline-9-carboxamide
-
 Homo sapiens
3.1.1.7 5-(4-chlorophenyl)-N-[6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl]-3,4-dihydro-2H-pyrano[3,2-c]quinoline-9-carboxamide
-
 Homo sapiens
3.1.1.7 5-(4-chlorophenyl)-N-[7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl]-3,4-dihydro-2H-pyrano[3,2-c]quinoline-9-carboxamide
-
 Homo sapiens
3.1.1.7 5-(4-chlorophenyl)-N-[8-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl]-3,4-dihydro-2H-pyrano[3,2-c]quinoline-9-carboxamide
-
 Homo sapiens
3.1.1.7 5-(4-chlorophenyl)-N-[9-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]nonyl]-3,4-dihydro-2H-pyrano[3,2-c]quinoline-9-carboxamide
-
 Homo sapiens
3.1.1.7 6-chloro-N-(2-[4-[(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl)methyl]piperidin-1-yl]ethyl)-1,2,3,4-tetrahydroacridin-9-amine
-
 Homo sapiens
3.1.1.7 6-chloro-N-(3-[4-[(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl)methyl]piperidin-1-yl]propyl)-1,2,3,4-tetrahydroacridin-9-amine
-
 Homo sapiens
3.1.1.7 6-chlorotacrine
-
 Homo sapiens
3.1.1.7 donepizil
-
 Homo sapiens
3.1.1.7 additional information development and synthesis of two families of dual binding site acetylcholinesterase inhibitors consisting of a tacrine or 6-chlorotacrine unit as the active site interacting moiety, either the 5,6-dimethoxy-2-[(4-piperidinyl)methyl]-1-indanone fragment of donepezil (or the indane derivative thereof) or a 5-phenylpyrano[3,2-c]quinoline system, reminiscent to the tryciclic core of propidium, as the peripheral site interacting unit, and a linker of suitable length as to allow the simultaneous binding at both sites. These hybrid compounds are all potent and selective inhibitors of human AChE, and are able to interfere in vitro both formation and aggregation of the beta-amyloid peptide, the latter effects endowing these compounds with the potential to modify Alzheimer’s disease progression. No inhibition by propidium iodide. In hibitor molecular dynamics simulations, overview Homo sapiens
3.1.1.7 N-(2-[4-[(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl)methyl]piperidin-1-yl]ethyl)-1,2,3,4-tetrahydroacridin-9-amine
-
 Homo sapiens
3.1.1.7 N-(3-[4-[(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl)methyl]piperidin-1-yl]propyl)-1,2,3,4-tetrahydroacridin-9-amine
-
 Homo sapiens
3.1.1.7 tacrine
-
 Homo sapiens

Organism

EC Number Organism UniProt Comment Textmining
3.1.1.7 Homo sapiens
-
-
-

Synonyms

EC Number Synonyms Comment Organism
3.1.1.7 AChE
-
 Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.1.1.7 0.00000027
-
-
 Homo sapiens 2-[(1-[3-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]propyl]piperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
3.1.1.7 0.00000067
-
-
 Homo sapiens 2-[(1-[2-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]ethyl]piperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
3.1.1.7 0.00000088
-
-
 Homo sapiens 5,6-dimethoxy-2-([1-[3-(1,2,3,4-tetrahydroacridin-9-ylamino)propyl]piperidin-4-yl]methyl)-2,3-dihydro-1H-inden-1-one
3.1.1.7 0.00000106
-
-
 Homo sapiens 6-chloro-N-(3-[4-[(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl)methyl]piperidin-1-yl]propyl)-1,2,3,4-tetrahydroacridin-9-amine
3.1.1.7 0.00000192
-
-
 Homo sapiens 5-(4-chlorophenyl)-N-[6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl]-3,4-dihydro-2H-pyrano[3,2-c]quinoline-9-carboxamide
3.1.1.7 0.00000216
-
-
 Homo sapiens N-(3-[4-[(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl)methyl]piperidin-1-yl]propyl)-1,2,3,4-tetrahydroacridin-9-amine
3.1.1.7 0.0000026
-
-
 Homo sapiens 6-chloro-N-(2-[4-[(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl)methyl]piperidin-1-yl]ethyl)-1,2,3,4-tetrahydroacridin-9-amine
3.1.1.7 0.000004
-
-
 Homo sapiens 5,6-dimethoxy-2-([1-[2-(1,2,3,4-tetrahydroacridin-9-ylamino)ethyl]piperidin-4-yl]methyl)-2,3-dihydro-1H-inden-1-one
3.1.1.7 0.00000513
-
-
 Homo sapiens N-(2-[4-[(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl)methyl]piperidin-1-yl]ethyl)-1,2,3,4-tetrahydroacridin-9-amine
3.1.1.7 0.0000073
-
-
 Homo sapiens 5-(4-chlorophenyl)-N-[8-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl]-3,4-dihydro-2H-pyrano[3,2-c]quinoline-9-carboxamide
3.1.1.7 0.0000083
-
-
 Homo sapiens 6-chlorotacrine
3.1.1.7 0.0000096
-
-
 Homo sapiens 3-[5-(4-chlorophenyl)-3,4-dihydro-2H-pyrano[3,2-c]quinolin-9-yl]-N-[5-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]pentyl]propanamide
3.1.1.7 0.0000111
-
-
 Homo sapiens 3-[5-(4-chlorophenyl)-3,4-dihydro-2H-pyrano[3,2-c]quinolin-9-yl]-N-[6-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]hexyl]propanamide
3.1.1.7 0.0000116
-
-
 Homo sapiens donepizil
3.1.1.7 0.000014
-
-
 Homo sapiens 3-[5-(4-chlorophenyl)-3,4-dihydro-2H-pyrano[3,2-c]quinolin-9-yl]-N-[8-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]octyl]propanamide
3.1.1.7 0.0000144
-
-
 Homo sapiens 3-[5-(4-chlorophenyl)-3,4-dihydro-2H-pyrano[3,2-c]quinolin-9-yl]-N-[7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl]propanamide
3.1.1.7 0.0000166
-
-
 Homo sapiens 3-[5-(4-chlorophenyl)-3,4-dihydro-2H-pyrano[3,2-c]quinolin-9-yl]-N-[4-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]butyl]propanamide
3.1.1.7 0.0000183
-
-
 Homo sapiens 5-(4-chlorophenyl)-N-[7-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]heptyl]-3,4-dihydro-2H-pyrano[3,2-c]quinoline-9-carboxamide
3.1.1.7 0.0000249
-
-
 Homo sapiens 5-(4-chlorophenyl)-N-[9-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]nonyl]-3,4-dihydro-2H-pyrano[3,2-c]quinoline-9-carboxamide
3.1.1.7 0.00005
-
-
 Homo sapiens 5-(4-chlorophenyl)-N-[10-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]decyl]-3,4-dihydro-2H-pyrano[3,2-c]quinoline-9-carboxamide
3.1.1.7 0.000205
-
-
 Homo sapiens tacrine