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Literature summary for 2.3.2.5 extracted from

  • Buchholz, M.; Hamann, A.; Aust, S.; Brandt, W.; Boehme, L.; Hoffmann, T.; Schilling, S.; Demuth, H.U.; Heiser, U.
    Inhibitors for human glutaminyl cyclase by structure based design and bioisosteric replacement (2009), J. Med. Chem., 52, 7069-7080.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expressed in HEK-293 cell, expressed in Pichia pastoris Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(3,4-dichlorophenyl)-2-cyano-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)guanidine
-
Homo sapiens
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(2,3-dihydrobenzo[b][1,4]dioxin-7-yl)guanidine
-
Homo sapiens
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(3,4-dimethoxyphenyl)guanidine
-
Homo sapiens
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(4-(trifluoromethyl)phenyl)guanidine
-
Homo sapiens
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(4-isopropylphenyl)guanidine
-
Homo sapiens
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(4-methoxyphenyl)guanidine
-
Homo sapiens
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(cyclopropylmethyl)guanidine
-
Homo sapiens
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-methylguanidine
-
Homo sapiens
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-phenylguanidine
-
Homo sapiens
(3-(1H-imidazol-1-yl)propyl)-3-(4-bromophenyl)-2-cyanoguanidine
-
Homo sapiens
(3-(4-methyl-1H-imidazol-1-yl)propyl)-2-cyano-3-(2,3-dihydrobenzo[b][1,4]dioxin-7-yl)guanidine
-
Homo sapiens
(3-(5-methyl-1H-imidazol-1-yl)propyl)-2-cyano-3-(2,3-dihydrobenzo[b][1,4]dioxin-7-yl)guanidine
-
Homo sapiens
1-(3,4-dimethoxyphenyl)-3-(3-(4-methyl-1H-imidazol-1-yl)propyl)thiourea
-
Homo sapiens
1-(3,4-dimethoxyphenyl)-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)thiourea
-
Homo sapiens
1-(3,4-dimethoxyphenyl)-N-(3-(4-methyl-1H-imidazol-1-yl)propyl)cyclopropanecarbothioamide
-
Homo sapiens
1-(3,4-dimethoxyphenyl)-N-(3-(5-methyl-1H-imidazol-1-yl)propyl)cyclopropanecarbothioamide
-
Homo sapiens
2,3-dihydro-3-(3-(4-methyl-1H-imidazol-1-yl)propyl)-2-thioxoquinazolin-4(1H)-one
-
Homo sapiens
2,3-dihydro-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)-2-thioxoquinazolin-4(1H)-one
-
Homo sapiens
2,3-dihydro-6-methyl-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)-5-phenyl-2-thioxothieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
2-cyano(3,4,5-trimethoxyphenyl)-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)guanidine
-
Homo sapiens
2-cyano(3-(5-methyl-1H-imidazol-1-yl)propyl)-3-(3,4-dimethylphenyl)guanidine
-
Homo sapiens
2-cyano-1-[3-(5-methyl-1H-imidazol-1-yl)propyl]-4-phenylbenzene-1-guanidine
-
Homo sapiens
3-(3-(1H-imidazol-1-yl)propyl)-2,3-dihydro-2-thioxoquinazolin-4(1H)-one
-
Homo sapiens
3-(3-(1H-imidazol-1-yl)propyl)-2,3-dihydro-7-methyl-2-thioxothieno[3,2-d]pyrimidin-4(1H)-one
-
Homo sapiens
3-[3-(1H-imidazol-1-yl)propyl]-2-thioxo-1,2,3,5,6,7-hexahydro-4H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-one
-
Homo sapiens
3-[3-(1H-imidazol-1-yl)propyl]-2-thioxo-2,3,5,6,7,8,9,10-octahydrocycloocta[4,5]thieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
3-[3-(1H-imidazol-1-yl)propyl]-2-thioxo-2,3,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
3-[3-(5-methyl-1H-imidazol-1-yl)propyl]-2-thioxo-2,3,5,6,7,8,9,10-octahydrocycloocta[4,5]-thieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
3-[3-(5-methyl-1H-imidazol-1-yl)propyl]-2-thioxo-2,3,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
6-benzyl-2,3-dihydro-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)-2-thioxothieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-2,3-dihydrobenzo[b][1,4]-dioxin-6-amine
-
Homo sapiens
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-3,4-dimethoxy-benzenamine
-
Homo sapiens
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-4-(trifluoromethyl)-benzenamine
-
Homo sapiens
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-4-chlorobenzenamine
-
Homo sapiens
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-4-methoxybenzenamine
-
Homo sapiens
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)benzenamine
-
Homo sapiens
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)naphthalen-1-amine
-
Homo sapiens
N-(1-(3-(4-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-2,3-dihydrobenzo[b][1,4]-dioxin-6-amine
-
Homo sapiens
N-(1-(3-(5-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-2,3-dihydrobenzo[b][1,4]-dioxin-6-amine
-
Homo sapiens
N-(1-(3-(5-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-4-(trifluoromethyl)benzenamine
-
Homo sapiens
N-(1-(3-(5-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-4-chloro-benzenamine
-
Homo sapiens
N-(1-(3-(5-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)cyclohexanamine
-
Homo sapiens
N-(1-(3-(5-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)naphthalen-1-amine
-
Homo sapiens
N-(3-(1H-imidazol-1-yl)propyl)-N-cyclohexyl-2-nitroethene-1,1-diamine
-
Homo sapiens
N-(3-(1H-imidazol-1-yl)propyl)-N-methyl-2-nitroethene-1,1-diamine
-
Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens Q16769
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Homo sapiens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
amyloid peptide Abeta(3-40,42)
-
Homo sapiens Abeta(3[pE]-40,42) + H2O
-
?
L-glutaminyl-7-amido-4-methylcoumarin
-
Homo sapiens pGlu-7-amido-4-methylcoumarin + NH3
-
?

Synonyms

Synonyms Comment Organism
glutaminyl cyclase
-
Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0026
-
1-(3,4-dimethoxyphenyl)-N-(3-(5-methyl-1H-imidazol-1-yl)propyl)cyclopropanecarbothioamide
-
Homo sapiens
0.0063
-
1-(3,4-dimethoxyphenyl)-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)thiourea
-
Homo sapiens
0.017
-
3-[3-(5-methyl-1H-imidazol-1-yl)propyl]-2-thioxo-2,3,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
0.018
-
2,3-dihydro-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)-2-thioxoquinazolin-4(1H)-one
-
Homo sapiens
0.02
-
6-benzyl-2,3-dihydro-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)-2-thioxothieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
0.034
-
N-(1-(3-(5-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-4-(trifluoromethyl)benzenamine
-
Homo sapiens
0.039
-
3-[3-(5-methyl-1H-imidazol-1-yl)propyl]-2-thioxo-2,3,5,6,7,8,9,10-octahydrocycloocta[4,5]-thieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
0.041
-
1-(3,4-dimethoxyphenyl)-N-(3-(4-methyl-1H-imidazol-1-yl)propyl)cyclopropanecarbothioamide
-
Homo sapiens
0.042
-
N-(1-(3-(5-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)naphthalen-1-amine
-
Homo sapiens
0.044
-
N-(1-(3-(5-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)cyclohexanamine
-
Homo sapiens
0.051
-
N-(-1-(3-(5-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-4-chloro-benzenamine
-
Homo sapiens
0.06
-
1-(3,4-dimethoxyphenyl)-3-(3-(4-methyl-1H-imidazol-1-yl)propyl)thiourea
-
Homo sapiens
0.061
-
2-cyano(3,4,5-trimethoxyphenyl)-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)guanidine
-
Homo sapiens
0.065
-
2-cyano-1-[3-(5-methyl-1H-imidazol-1-yl)propyl]-4-phenylbenzene-1-guanidine
-
Homo sapiens
0.067
-
N-(1-(3-(5-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-2,3-dihydrobenzo[b][1,4]-dioxin-6-amine
-
Homo sapiens
0.082
-
2-cyano(3-(5-methyl-1H-imidazol-1-yl)propyl)-3-(3,4-dimethylphenyl)guanidine
-
Homo sapiens
0.083
-
2,3-dihydro-6-methyl-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)-5-phenyl-2-thioxothieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
0.13
-
(3-(5-methyl-1H-imidazol-1-yl)propyl)-2-cyano-3-(2,3-dihydrobenzo[b][1,4]dioxin-7-yl)guanidine
-
Homo sapiens
0.23
-
2,3-dihydro-3-(3-(4-methyl-1H-imidazol-1-yl)propyl)-2-thioxoquinazolin-4(1H)-one
-
Homo sapiens
0.253
-
(3,4-dichlorophenyl)-2-cyano-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)guanidine
-
Homo sapiens
0.3
-
3-(3-(1H-imidazol-1-yl)propyl)-2,3-dihydro-2-thioxoquinazolin-4(1H)-one
-
Homo sapiens
0.34
-
3-[3-(1H-imidazol-1-yl)propyl]-2-thioxo-2,3,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
0.36
-
3-(3-(1H-imidazol-1-yl)propyl)-2,3-dihydro-7-methyl-2-thioxothieno[3,2-d]pyrimidin-4(1H)-one
-
Homo sapiens
0.5
-
N-(3-(1H-imidazol-1-yl)propyl)-N-cyclohexyl-2-nitroethene-1,1-diamine
-
Homo sapiens
0.52
-
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)naphthalen-1-amine
-
Homo sapiens
0.54
-
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-4-(trifluoromethyl)-benzenamine
-
Homo sapiens
0.54
-
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-2,3-dihydrobenzo[b][1,4]-dioxin-6-amine
-
Homo sapiens
0.57
-
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-4-chlorobenzenamine
-
Homo sapiens
0.61
-
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-3,4-dimethoxy-benzenamine
-
Homo sapiens
0.62
-
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(2,3-dihydrobenzo[b][1,4]dioxin-7-yl)guanidine
-
Homo sapiens
0.62
-
3-[3-(1H-imidazol-1-yl)propyl]-2-thioxo-1,2,3,5,6,7-hexahydro-4H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-one
-
Homo sapiens
0.7
-
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(4-methoxyphenyl)guanidine
-
Homo sapiens
0.83
-
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(4-isopropylphenyl)guanidine
-
Homo sapiens
0.9
-
3-[3-(1H-imidazol-1-yl)propyl]-2-thioxo-2,3,5,6,7,8,9,10-octahydrocycloocta[4,5]thieno[2,3-d]pyrimidin-4(1H)-one
-
Homo sapiens
1.02
-
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-phenylguanidine
-
Homo sapiens
1.03
-
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-4-methoxybenzenamine
-
Homo sapiens
1.09
-
(3-(1H-imidazol-1-yl)propyl)-3-(4-bromophenyl)-2-cyanoguanidine
-
Homo sapiens
1.17
-
N-(1-(3-(1H-imidazol-1-yl)propylamino)-2-nitrovinyl)benzenamine
-
Homo sapiens
1.29
-
N-(1-(3-(4-methyl-1H-imidazol-1-yl)propylamino)-2-nitrovinyl)-2,3-dihydrobenzo[b][1,4]-dioxin-6-amine
-
Homo sapiens
1.36
-
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(3,4-dimethoxyphenyl)guanidine
-
Homo sapiens
1.37
-
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(cyclopropylmethyl)guanidine
-
Homo sapiens
1.53
-
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-methylguanidine
-
Homo sapiens
1.65
-
(3-(4-methyl-1H-imidazol-1-yl)propyl)-2-cyano-3-(2,3-dihydrobenzo[b][1,4]dioxin-7-yl)guanidine
-
Homo sapiens
6.72
-
(3-(1H-imidazol-1-yl)propyl)-2-cyano-3-(4-(trifluoromethyl)phenyl)guanidine
-
Homo sapiens
20.55
-
N-(3-(1H-imidazol-1-yl)propyl)-N-methyl-2-nitroethene-1,1-diamine
-
Homo sapiens