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Literature summary for 3.4.14.5 extracted from

  • Fukushima, H.; Hiratate, A.; Takahashi, M.; Mikami, A.; Saito-Hori, M.; Munetomo, E.; Kitano, K.; Chonan, S.; Saito, H.; Suzuki, A.; Takaoka, Y.; Yamamoto, K.
    Synthesis and structure-activity relationships of potent 4-fluoro-2-cyanopyrrolidine dipeptidyl peptidase IV inhibitors (2008), Bioorg. Med. Chem., 16, 4093-4106.
    View publication on PubMed
Search for more literature for 3.4.14.5

Inhibitors

Inhibitors Comment Organism Structure
(2S,4S)-1-(N-1-adamantylglycyl)-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-1-(N-2-adamantylglycyl)-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-1-(N-cyclobutylglycyl)-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-1-(N-cyclooctylglycyl)-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-1-(N-cyclopentylglycyl)-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-1-(N-cyclopropylglycyl)-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-1-(N-[2-[(5-chloropyridin-2-yl)amino]ethyl]-glycyl)-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-1-[N-(tert-butyl)glycyl]-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-1-[N-[(2E)-1,1-dimethyl-3-phenylprop-2-en-1-yl]glycyl]-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-1-[N-[1-(1-benzofuran-2-yl)-1-methylethyl]glycyl]-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-1-[N-[2-(3,4-dimethoxyphenyl)ethyl]glycyl]-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-1-[N-[2-(diethylamino)-1,1-dimethylethyl]glycyl]-4-fluoropyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-(N-isopropylglycyl)pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-(N-[2-[(4-cyanobenzyl)amino]-1,1-dimethylethyl]glycyl)pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-(N-[2-[(5-cyanopyridin-2-yl)-amino]ethyl]glycyl)pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-[N-(1-methyl-1-pyridin-2-ylethyl)glycyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-[N-(2-hydroxy-1,1-dimethylethyl)glycyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-[N-(2-methoxy-1,1-dimethylethyl)glycyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-[N-(3-hydroxy-1-adamantyl)-glycyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-[N-(3-isopropoxypropyl)glycyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-[N-(3-methoxy-1-adamantyl)-glycyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-[N-(5-hydroxy-2-adamantyl)-glycyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-[N-[1-(2-furyl)-1-methylethyl]-glycyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-[N-[1-(hydroxymethyl)cyclopentyl]glycyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-[N-[1-methyl-1-(2-thienyl)-ethyl]glycyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S,4S)-4-fluoro-1-[N-[2-(pyridin-2-ylamino)ethyl]-glycyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
2,2-bis(4-chlorophenyl)-N-[2-([2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino)-2-methylpropyl]acetamide
-
 Homo sapiens
6-[[2-([2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino)ethyl]amino]nicotinamide
-
 Homo sapiens
N-[2-([2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino)-2-methylpropyl]-1-methylcyclohexanecarboxamide
-
 Homo sapiens
N-[2-([2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino)-2-methylpropyl]-2,2-dimethylpropanamide
-
 Homo sapiens
N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-1H-1,2,3-benzotriazole-5-carboxamide
-
 Homo sapiens
N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-1H-benzimidazole-5-carboxamide
-
 Homo sapiens
N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-2,3-dihydro-1-benzofuran-5-carboxamide
-
 Homo sapiens
N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-N-(4-cyanobenzyl)benzamide
-
 Homo sapiens
N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-N-isobutylbenzamide
-
 Homo sapiens
N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-N-methylbenzenesulfonamide
-
 Homo sapiens
N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]benzamide
-
 Homo sapiens
N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]benzenesulfonamide
-
 Homo sapiens
N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]pyridine-2-carboxamide
-
 Homo sapiens
N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]thiophene-2-carboxamide
-
 Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
blood plasma
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
Gly-Pro-4-methylcoumaryl-7-amide + H2O
-
 Homo sapiens Gly-Pro + 7-amino-4-methylcoumarin
-
 ?

Synonyms

Synonyms Comment Organism
dipeptidyl peptidase IV
-
 Homo sapiens
DPP-IV
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000011
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-(N-[2-[(5-cyanopyridin-2-yl)-amino]ethyl]glycyl)pyrrolidine-2-carbonitrile
0.0000015
-
-
 Homo sapiens N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-1H-1,2,3-benzotriazole-5-carboxamide
0.0000024
-
-
 Homo sapiens 6-[[2-([2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino)ethyl]amino]nicotinamide
0.0000026
-
-
 Homo sapiens (2S,4S)-1-(N-cyclopentylglycyl)-4-fluoropyrrolidine-2-carbonitrile
0.0000027
-
-
 Homo sapiens (2S,4S)-1-(N-[2-[(5-chloropyridin-2-yl)amino]ethyl]-glycyl)-4-fluoropyrrolidine-2-carbonitrile
0.0000028
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-[N-[2-(pyridin-2-ylamino)ethyl]-glycyl]pyrrolidine-2-carbonitrile
0.0000029
-
-
 Homo sapiens (2S,4S)-1-[N-(tert-butyl)glycyl]-4-fluoropyrrolidine-2-carbonitrile
0.0000029
-
-
 Homo sapiens N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-2,3-dihydro-1-benzofuran-5-carboxamide
0.0000031
-
-
 Homo sapiens (2S,4S)-1-(N-2-adamantylglycyl)-4-fluoropyrrolidine-2-carbonitrile
0.0000031
-
-
 Homo sapiens (2S,4S)-1-(N-cyclobutylglycyl)-4-fluoropyrrolidine-2-carbonitrile
0.0000031
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-[N-(3-hydroxy-1-adamantyl)-glycyl]pyrrolidine-2-carbonitrile
0.0000033
-
-
 Homo sapiens (2S,4S)-1-(N-cyclooctylglycyl)-4-fluoropyrrolidine-2-carbonitrile
0.0000033
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-[N-[1-(hydroxymethyl)cyclopentyl]glycyl]pyrrolidine-2-carbonitrile
0.0000041
-
-
 Homo sapiens (2S,4S)-1-(N-1-adamantylglycyl)-4-fluoropyrrolidine-2-carbonitrile
0.0000045
-
-
 Homo sapiens N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]benzamide
0.0000046
-
 potent and long-acting DPP-IV inhibitor and effective with single daily dosing Homo sapiens (2S,4S)-4-fluoro-1-[N-(2-hydroxy-1,1-dimethylethyl)glycyl]pyrrolidine-2-carbonitrile
0.0000053
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-[N-(5-hydroxy-2-adamantyl)-glycyl]pyrrolidine-2-carbonitrile
0.0000054
-
-
 Homo sapiens N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]thiophene-2-carboxamide
0.0000057
-
-
 Homo sapiens N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-1H-benzimidazole-5-carboxamide
0.0000058
-
-
 Homo sapiens N-[2-([2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino)-2-methylpropyl]-2,2-dimethylpropanamide
0.0000062
-
-
 Homo sapiens N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-N-(4-cyanobenzyl)benzamide
0.0000073
-
-
 Homo sapiens N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-N-isobutylbenzamide
0.0000078
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-(N-isopropylglycyl)pyrrolidine-2-carbonitrile
0.0000082
-
-
 Homo sapiens N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]pyridine-2-carboxamide
0.0000083
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-[N-(3-methoxy-1-adamantyl)-glycyl]pyrrolidine-2-carbonitrile
0.0000086
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-[N-[1-(2-furyl)-1-methylethyl]-glycyl]pyrrolidine-2-carbonitrile
0.0000087
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-[N-(3-isopropoxypropyl)glycyl]pyrrolidine-2-carbonitrile
0.000012
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-[N-[1-methyl-1-(2-thienyl)-ethyl]glycyl]pyrrolidine-2-carbonitrile
0.000013
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-[N-(2-methoxy-1,1-dimethylethyl)glycyl]pyrrolidine-2-carbonitrile
0.000013
-
-
 Homo sapiens N-[2-([2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino)-2-methylpropyl]-1-methylcyclohexanecarboxamide
0.000016
-
-
 Homo sapiens (2S,4S)-1-[N-[(2E)-1,1-dimethyl-3-phenylprop-2-en-1-yl]glycyl]-4-fluoropyrrolidine-2-carbonitrile
0.000022
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-[N-(1-methyl-1-pyridin-2-ylethyl)glycyl]pyrrolidine-2-carbonitrile
0.000027
-
-
 Homo sapiens (2S,4S)-1-[N-[2-(3,4-dimethoxyphenyl)ethyl]glycyl]-4-fluoropyrrolidine-2-carbonitrile
0.000031
-
-
 Homo sapiens N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]-N-methylbenzenesulfonamide
0.000033
-
-
 Homo sapiens (2S,4S)-1-(N-cyclopropylglycyl)-4-fluoropyrrolidine-2-carbonitrile
0.000039
-
-
 Homo sapiens (2S,4S)-4-fluoro-1-(N-[2-[(4-cyanobenzyl)amino]-1,1-dimethylethyl]glycyl)pyrrolidine-2-carbonitrile
0.000075
-
-
 Homo sapiens N-[2-[[2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino]-2-methylpropyl]benzenesulfonamide
0.000088
-
-
 Homo sapiens (2S,4S)-1-[N-[1-(1-benzofuran-2-yl)-1-methylethyl]glycyl]-4-fluoropyrrolidine-2-carbonitrile
0.000109
-
-
 Homo sapiens 2,2-bis(4-chlorophenyl)-N-[2-([2-[(2S,4S)-2-cyano-4-fluoropyrrolidin-1-yl]-2-oxoethyl]amino)-2-methylpropyl]acetamide
0.000252
-
-
 Homo sapiens (2S,4S)-1-[N-[2-(diethylamino)-1,1-dimethylethyl]glycyl]-4-fluoropyrrolidine-2-carbonitrile