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Literature summary for 3.4.14.5 extracted from

  • Kondo, T.; Nekado, T.; Sugimoto, I.; Ochi, K.; Takai, S.; Kinoshita, A.; Hatayama, A.; Yamamoto, S.; Kawabata, K.; Nakai, H.; Toda, M.
    Discovery of long-acting N-(cyanomethyl)-N-alkyl-L-prolinamide inhibitors of dipeptidyl peptidase IV (2008), Bioorg. Med. Chem., 16, 190-208.
    View publication on PubMed
Search for more literature for 3.4.14.5

Application

Application Comment Organism
medicine DPP-4 inhibitors are effective agents for achieving blood glucose control Mus musculus

Inhibitors

Inhibitors Comment Organism Structure
(2R,3R,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
-
 Homo sapiens
(2R,3R,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
-
 Rattus norvegicus
(2R,3S,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
-
 Homo sapiens
(2R,3S,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
-
 Rattus norvegicus
(2S,3R,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
-
 Homo sapiens
(2S,3R,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
-
 Rattus norvegicus
(2S,3S,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-2-ethyl-N,N-dimethylpyrrolidine-3-carboxamide
-
 Homo sapiens
(2S,3S,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-2-ethyl-N,N-dimethylpyrrolidine-3-carboxamide
-
 Rattus norvegicus
(2S,3S,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
-
 Homo sapiens
(2S,3S,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N-(cyanomethyl)-4-(1,3-dihydro-2H-isoindol-2-ylcarbonyl)-N-ethyl-5-methylpyrrolidine-2-carboxamide
-
 Homo sapiens
(2S,4S,5S)-N-(cyanomethyl)-4-(1,3-dihydro-2H-isoindol-2-ylcarbonyl)-N-ethyl-5-methylpyrrolidine-2-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-5-methyl-N-prop-2-yn-1-ylpyrrolidine-2-carboxamide
-
 Homo sapiens
(2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-5-methyl-N-prop-2-yn-1-ylpyrrolidine-2-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-5-methyl-N-propylpyrrolidine-2-carboxamide
-
 Homo sapiens
(2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-5-methyl-N-propylpyrrolidine-2-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-5-methylpyrrolidine-2-carboxamide
-
 Homo sapiens
(2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-5-methylpyrrolidine-2-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-N,5-dimethylpyrrolidine-2-carboxamide
-
 Homo sapiens
(2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-N,5-dimethylpyrrolidine-2-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N-(cyanomethyl)-N-cyclopropyl-4-isobutyryl-5-methylpyrrolidine-2-carboxamide
-
 Homo sapiens
(2S,4S,5S)-N-(cyanomethyl)-N-cyclopropyl-4-isobutyryl-5-methylpyrrolidine-2-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N-(cyanomethyl)-N-ethyl-4-isobutyryl-5-methylpyrrolidine-2-carboxamide
-
 Homo sapiens
(2S,4S,5S)-N-(cyanomethyl)-N-ethyl-4-isobutyryl-5-methylpyrrolidine-2-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N-(cyanomethyl)-N-ethyl-5-methyl-4-(morpholin-4-ylcarbonyl)pyrrolidine-2-carboxamide
-
 Homo sapiens
(2S,4S,5S)-N-(cyanomethyl)-N-ethyl-5-methyl-4-(morpholin-4-ylcarbonyl)pyrrolidine-2-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N-(cyanomethyl)-N-ethyl-5-methyl-4-(piperidin-1-ylcarbonyl)pyrrolidine-2-carboxamide
-
 Homo sapiens
(2S,4S,5S)-N-(cyanomethyl)-N-ethyl-5-methyl-4-(piperidin-1-ylcarbonyl)pyrrolidine-2-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N-(cyanomethyl)-N-ethyl-5-methyl-4-(pyrrolidin-1-ylcarbonyl)pyrrolidine-2-carboxamide
-
 Homo sapiens
(2S,4S,5S)-N-(cyanomethyl)-N-ethyl-5-methyl-4-(pyrrolidin-1-ylcarbonyl)pyrrolidine-2-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N-allyl-N-(cyanomethyl)-4-isobutyryl-5-methylpyrrolidine-2-carboxamide
-
 Homo sapiens
(2S,4S,5S)-N-allyl-N-(cyanomethyl)-4-isobutyryl-5-methylpyrrolidine-2-carboxamide
-
 Rattus norvegicus
(2S,4S,5S)-N4-benzyl-N2-(cyanomethyl)-N2-ethyl-5-methylpyrrolidine-2,4-dicarboxamide
-
 Homo sapiens
(2S,4S,5S)-N4-benzyl-N2-(cyanomethyl)-N2-ethyl-5-methylpyrrolidine-2,4-dicarboxamide
-
 Rattus norvegicus
2-[(2S,3R,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-2-methylpyrrolidin-3-yl]-N,N-dimethylacetamide
-
 Homo sapiens
2-[(2S,3R,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-2-methylpyrrolidin-3-yl]-N,N-dimethylacetamide
-
 Rattus norvegicus

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Mus musculus
-
 high fat-fed mice
-
Rattus norvegicus
-
-
-

Substrates and Products (Substrate)

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

Synonyms

Synonyms Comment Organism
DPP-4
-
 Mus musculus
DPP-IV
-
 Homo sapiens
DPP-IV
-
 Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000056
-
 37°C, pH 7.4 Homo sapiens 2-[(2S,3R,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-2-methylpyrrolidin-3-yl]-N,N-dimethylacetamide
0.00001
-
 37°C, pH 7.4 Homo sapiens (2S,3S,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
0.000011
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N-(cyanomethyl)-4-(1,3-dihydro-2H-isoindol-2-ylcarbonyl)-N-ethyl-5-methylpyrrolidine-2-carboxamide
0.000016
-
 37°C, pH 7.4 Homo sapiens (2S,3S,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-2-ethyl-N,N-dimethylpyrrolidine-3-carboxamide
0.000016
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N-(cyanomethyl)-N-ethyl-5-methyl-4-(pyrrolidin-1-ylcarbonyl)pyrrolidine-2-carboxamide
0.000017
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N-(cyanomethyl)-N-ethyl-5-methyl-4-(piperidin-1-ylcarbonyl)pyrrolidine-2-carboxamide
0.000024
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N-(cyanomethyl)-N-ethyl-4-isobutyryl-5-methylpyrrolidine-2-carboxamide
0.000024
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N-(cyanomethyl)-N-ethyl-5-methyl-4-(morpholin-4-ylcarbonyl)pyrrolidine-2-carboxamide
0.000025
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-N,5-dimethylpyrrolidine-2-carboxamide
0.000041
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N-allyl-N-(cyanomethyl)-4-isobutyryl-5-methylpyrrolidine-2-carboxamide
0.000051
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N4-benzyl-N2-(cyanomethyl)-N2-ethyl-5-methylpyrrolidine-2,4-dicarboxamide
0.000056
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N-(cyanomethyl)-N-cyclopropyl-4-isobutyryl-5-methylpyrrolidine-2-carboxamide
0.00006
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-5-methyl-N-prop-2-yn-1-ylpyrrolidine-2-carboxamide
0.00007
-
 37°C, pH 7.4 Homo sapiens (2R,3S,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
0.00011
-
 37°C, pH 7.4 Homo sapiens (2R,3R,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
0.0006
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-5-methyl-N-propylpyrrolidine-2-carboxamide
0.0011
-
 37°C, pH 7.4 Homo sapiens (2S,3R,5S)-5-[[(2S)-2-cyanopyrrolidin-1-yl]carbonyl]-N,N,2-trimethylpyrrolidine-3-carboxamide
0.013
-
 37°C, pH 7.4 Homo sapiens (2S,4S,5S)-N-(cyanomethyl)-4-isobutyryl-5-methylpyrrolidine-2-carboxamide