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Literature summary for 3.4.14.5 extracted from

  • Kondo, T.; Sugimoto, I.; Nekado, T.; Ochi, K.; Ohtani, T.; Tajima, Y.; Yamamoto, S.; Kawabata, K.; Nakai, H.; Toda, M.
    Design and synthesis of long-acting inhibitors of dipeptidyl peptidase IV (2007), Bioorg. Med. Chem., 15, 2715-2735.
    View publication on PubMed
Search for more literature for 3.4.14.5

Inhibitors

Inhibitors Comment Organism Structure
(2S)-1-([(2S,4S)-4-[(2E)-but-2-en-1-yl]pyrrolidin-2-yl]carbonyl)pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-([(2S,4S)-4-[(2E)-but-2-en-1-yl]pyrrolidin-2-yl]carbonyl)pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[(2S)-pyrrolidin-2-ylcarbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[(2S)-pyrrolidin-2-ylcarbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[(4R)-4-tricyclo[3.3.1.13,7]dec-2-yl-L-prolyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[(4R)-4-tricyclo[3.3.1.13,7]dec-2-yl-L-prolyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-(2,6-dimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-(2,6-dimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-(2-ethyl-4-hydroxy-6-methylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-(2-ethyl-4-hydroxy-6-methylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-(2-hydroxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-(2-hydroxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-(3-hydroxy-2,4,6-trimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-(3-hydroxy-2,4,6-trimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-(3-hydroxy-2,6-dimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-(3-hydroxy-2,6-dimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-(3-hydroxy-2-methoxy-6-methylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-(3-hydroxy-2-methoxy-6-methylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-(3-hydroxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-(3-hydroxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-(4-hydroxy-2,6-dimethoxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-(4-hydroxy-2,6-dimethoxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-(4-hydroxy-2-methoxy-6-methylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-(4-hydroxy-2-methoxy-6-methylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-(4-hydroxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-(4-hydroxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-cyclohexylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-cyclohexylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4R)-4-phenylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4R)-4-phenylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4S)-4-allylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4S)-4-allylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4S)-4-isobutylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4S)-4-isobutylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4S)-4-phenylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4S)-4-phenylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
(2S)-1-[[(2S,4S)-4-propylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Homo sapiens
(2S)-1-[[(2S,4S)-4-propylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
-
 Rattus norvegicus
additional information 4beta-[4-(hydroxyphenyl)prolyl]prolinenitriles show a potent inhibitory activity with a long duration of action. Metabolic formation of the corresponding phenol glucuronates is found to contribute to their long duration of action Homo sapiens
additional information 4beta-[4-(hydroxyphenyl)prolyl]prolinenitriles show a potent inhibitory activity with a long duration of action. Metabolic formation of the corresponding phenol glucuronates is found to contribute to their long duration of action Rattus norvegicus

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
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
-
 ?

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000033
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(4-hydroxy-2,6-dimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.0000039
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(3-hydroxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.0000049
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(3-hydroxy-2-methoxy-6-methylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.0000053
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(3-hydroxy-2,4,6-trimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.0000071
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(3-hydroxy-2-methoxy-6-methylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.0000083
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(4-hydroxy-2-methoxy-6-methylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.0000089
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(2-ethyl-4-hydroxy-6-methylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.0000091
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(2-hydroxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.000017
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4S)-4-phenylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.00002
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[(2S)-pyrrolidin-2-ylcarbonyl]pyrrolidine-2-carbonitrile
0.000022
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(3-hydroxy-2,6-dimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.000023
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(4-hydroxy-2,6-dimethoxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.000025
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(4-hydroxyphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.000027
-
 37°C, pH 7.4 Homo sapiens (2S)-1-([(2S,4S)-4-[(2E)-but-2-en-1-yl]pyrrolidin-2-yl]carbonyl)pyrrolidine-2-carbonitrile
0.000038
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4S)-4-allylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.000038
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-cyclohexylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.00004
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4S)-4-isobutylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.000047
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[(4R)-4-tricyclo[3.3.1.13,7]dec-2-yl-L-prolyl]pyrrolidine-2-carbonitrile
0.00005
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4S)-4-propylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.00006
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-phenylpyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile
0.000091
-
 37°C, pH 7.4 Homo sapiens (2S)-1-[[(2S,4R)-4-(2,6-dimethylphenyl)pyrrolidin-2-yl]carbonyl]pyrrolidine-2-carbonitrile