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Literature summary for 3.4.14.5 extracted from

  • Corbett, J.W.; Dirico, K.; Song, W.; Boscoe, B.P.; Doran, S.D.; Boyer, D.; Qiu, X.; Ammirati, M.; Vanvolkenburg, M.A.; McPherson, R.K.; Parker, J.C.; Cox, E.D.
    Design and synthesis of potent amido- and benzyl-substituted cis-3-amino-4-(2-cyanopyrrolidide)pyrrolidinyl DPP-IV inhibitors (2007), Bioorg. Med. Chem. Lett., 17, 6707-6713.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(1R)-2-([(3R,4R)-4-amino-1-[1-(4-ethynylphenyl)ethyl]pyrrolidin-3-yl]carbonyl)cyclopentanecarbonitrile
-
Homo sapiens
(1R)-2-([(3R,4R)-4-amino-1-[2-methyl-4-(1H-1,2,4-triazol-1-yl)benzyl]pyrrolidin-3-yl]carbonyl)cyclopentanecarbonitrile
-
Homo sapiens
(1R)-2-([(3R,4R)-4-amino-1-[3-methyl-4-(1H-1,2,4-triazol-1-yl)benzyl]pyrrolidin-3-yl]carbonyl)cyclopentanecarbonitrile
-
Homo sapiens
(1R)-2-[[(3R,4R)-4-amino-1-(3,4-dihydro-2H-chromen-4-yl)pyrrolidin-3-yl]carbonyl]cyclopentanecarbonitrile
-
Homo sapiens
(1R)-2-[[(3R,4R)-4-amino-1-[1-[4-(1H-1,2,4-triazol-1-yl)phenyl]ethyl]pyrrolidin-3-yl]carbonyl]cyclopentanecarbonitrile
-
Homo sapiens
(1R)-2-[[(3R,4R)-4-amino-1-[1-[4-(1H-1,2,4-triazol-1-yl)phenyl]ethyl]pyrrolidin-3-yl]carbonyl]cyclopentanecarbonitrile
-
Rattus norvegicus
(1R,3S)-2-([(3R,4R)-4-amino-1-[4-(5-methyl-1,3,4-oxadiazol-2-yl)benzyl]pyrrolidin-3-yl]carbonyl)-3-fluorocyclopentanecarbonitrile
-
Homo sapiens
(2S)-1-([(3R,4R)-4-amino-1-[4-(1,2,3-thiadiazol-4-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
-
Homo sapiens
(2S)-1-([(3R,4R)-4-amino-1-[4-(1-methyl-1H-pyrazol-4-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
-
Homo sapiens
(2S)-1-([(3R,4R)-4-amino-1-[4-(1H-1,2,4-triazol-1-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
-
Homo sapiens
(2S)-1-([(3R,4R)-4-amino-1-[4-(1H-pyrazol-5-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
-
Homo sapiens
(2S)-1-([(3R,4R)-4-amino-1-[4-(2H-1,2,3-triazol-2-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
-
Homo sapiens
(2S)-1-([(3R,4R)-4-amino-1-[4-(3-methyl-1H-1,2,4-triazol-1-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
-
Homo sapiens
(2S)-1-([(3R,4R)-4-amino-1-[4-(5-methyl-1,3,4-oxadiazol-2-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
-
Homo sapiens
(2S)-1-[[(3R,4R)-4-amino-1-(3-cyano-4-fluorobenzyl)pyrrolidin-3-yl]carbonyl]pyrrolidine-2-carbonitrile
-
Homo sapiens
(2S)-1-[[(3R,4R)-4-amino-1-(4-cyanobenzyl)pyrrolidin-3-yl]carbonyl]pyrrolidine-2-carbonitrile
-
Homo sapiens
(2S)-1-[[(3R,4R)-4-amino-1-(quinolin-3-ylmethyl)pyrrolidin-3-yl]carbonyl]pyrrolidine-2-carbonitrile
-
Homo sapiens
(3R,4R)-1-(1,3-benzothiazol-2-ylcarbonyl)-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-1-(1,3-benzothiazol-6-ylcarbonyl)-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-1-(2-naphthoyl)-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-1-(3,4-difluorobenzyl)-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-1-(isoquinolin-3-ylcarbonyl)-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-1-[(5-chloro-1-benzofuran-2-yl)carbonyl]-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-1-[1-methyl-1-(4-nitrophenyl)ethyl]-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-(quinolin-3-ylcarbonyl)pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-(quinolin-3-ylmethyl)pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-(quinolin-6-ylcarbonyl)pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-[4-(1,2,3-thiadiazol-4-yl)benzyl]pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-[4-(1H-1,2,4-triazol-1-yl)benzoyl]pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-[4-(1H-1,2,4-triazol-1-yl)benzyl]pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-[4-(1H-tetrazol-1-yl)benzoyl]pyrrolidin-3-amine
-
Homo sapiens
(3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-[4-(1H-tetrazol-1-yl)benzyl]pyrrolidin-3-amine
-
Homo sapiens
1-[(3R,4R)-3-amino-4-[[(2R)-2-cyanocyclopentyl]carbonyl]pyrrolidin-1-yl]indane-5-carbonitrile
-
Homo sapiens
4-[[(3R,4R)-3-amino-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-1-yl]methyl]benzonitrile
-
Homo sapiens
4-[[(3R,4R)-3-amino-4-[[(2R)-2-cyanocyclopentyl]carbonyl]pyrrolidin-1-yl]methyl]-2,6-diethylbenzonitrile
-
Homo sapiens
4-[[(3R,4R)-3-amino-4-[[(2R)-2-cyanocyclopentyl]carbonyl]pyrrolidin-1-yl]methyl]-2,6-dimethylbenzonitrile
-
Homo sapiens
4-[[(3R,4R)-3-amino-4-[[(2R)-2-cyanocyclopentyl]carbonyl]pyrrolidin-1-yl]methyl]-2-methylbenzonitrile
-
Homo sapiens
4-[[(3R,4R)-3-amino-4-[[(2R)-2-cyanocyclopentyl]carbonyl]pyrrolidin-1-yl]methyl]-2-methylbenzonitrile instability in human and dog plasma, but not in rat plasma. Unstable in fresh rat, dog, and human blood Rattus norvegicus
5-[[(3R,4R)-3-amino-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-1-yl]methyl]-2-fluorobenzonitrile
-
Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens P27487
-
-
Rattus norvegicus
-
-
-

Synonyms

Synonyms Comment Organism
DPP-IV
-
Rattus norvegicus
DPP-IV
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000011
-
-
Homo sapiens 4-[[(3R,4R)-3-amino-4-[[(2R)-2-cyanocyclopentyl]carbonyl]pyrrolidin-1-yl]methyl]-2,6-dimethylbenzonitrile
0.0000013
-
-
Homo sapiens 4-[[(3R,4R)-3-amino-4-[[(2R)-2-cyanocyclopentyl]carbonyl]pyrrolidin-1-yl]methyl]-2-methylbenzonitrile
0.0000024
-
-
Homo sapiens (2S)-1-[[(3R,4R)-4-amino-1-(4-cyanobenzyl)pyrrolidin-3-yl]carbonyl]pyrrolidine-2-carbonitrile
0.000003
-
-
Homo sapiens (1R)-2-[[(3R,4R)-4-amino-1-[1-[4-(1H-1,2,4-triazol-1-yl)phenyl]ethyl]pyrrolidin-3-yl]carbonyl]cyclopentanecarbonitrile
0.0000032
-
-
Homo sapiens (2S)-1-([(3R,4R)-4-amino-1-[4-(1H-1,2,4-triazol-1-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
0.0000033
-
-
Homo sapiens (2S)-1-[[(3R,4R)-4-amino-1-(3-cyano-4-fluorobenzyl)pyrrolidin-3-yl]carbonyl]pyrrolidine-2-carbonitrile
0.0000034
-
-
Homo sapiens 1-[(3R,4R)-3-amino-4-[[(2R)-2-cyanocyclopentyl]carbonyl]pyrrolidin-1-yl]indane-5-carbonitrile
0.0000035
-
-
Homo sapiens (1R)-2-[[(3R,4R)-4-amino-1-(3,4-dihydro-2H-chromen-4-yl)pyrrolidin-3-yl]carbonyl]cyclopentanecarbonitrile
0.0000036
-
-
Homo sapiens (2S)-1-[[(3R,4R)-4-amino-1-(3-cyano-4-fluorobenzyl)pyrrolidin-3-yl]carbonyl]pyrrolidine-2-carbonitrile
0.0000038
-
-
Homo sapiens (1R)-2-([(3R,4R)-4-amino-1-[2-methyl-4-(1H-1,2,4-triazol-1-yl)benzyl]pyrrolidin-3-yl]carbonyl)cyclopentanecarbonitrile
0.0000047
-
-
Homo sapiens 4-[[(3R,4R)-3-amino-4-[[(2R)-2-cyanocyclopentyl]carbonyl]pyrrolidin-1-yl]methyl]-2,6-diethylbenzonitrile
0.0000053
-
-
Homo sapiens (1R,3S)-2-([(3R,4R)-4-amino-1-[4-(5-methyl-1,3,4-oxadiazol-2-yl)benzyl]pyrrolidin-3-yl]carbonyl)-3-fluorocyclopentanecarbonitrile
0.0000053
-
-
Homo sapiens (2S)-1-([(3R,4R)-4-amino-1-[4-(3-methyl-1H-1,2,4-triazol-1-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
0.0000054
-
-
Homo sapiens (2S)-1-([(3R,4R)-4-amino-1-[4-(2H-1,2,3-triazol-2-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
0.0000055
-
-
Homo sapiens (1R)-2-([(3R,4R)-4-amino-1-[1-(4-ethynylphenyl)ethyl]pyrrolidin-3-yl]carbonyl)cyclopentanecarbonitrile
0.0000062
-
-
Homo sapiens (2S)-1-[[(3R,4R)-4-amino-1-(quinolin-3-ylmethyl)pyrrolidin-3-yl]carbonyl]pyrrolidine-2-carbonitrile
0.0000067
-
-
Homo sapiens (2S)-1-([(3R,4R)-4-amino-1-[4-(1H-pyrazol-5-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
0.0000085
-
-
Homo sapiens (2S)-1-([(3R,4R)-4-amino-1-[4-(5-methyl-1,3,4-oxadiazol-2-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
0.00001
-
-
Homo sapiens (2S)-1-([(3R,4R)-4-amino-1-[4-(1,2,3-thiadiazol-4-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
0.00001
-
-
Homo sapiens (2S)-1-([(3R,4R)-4-amino-1-[4-(1-methyl-1H-pyrazol-4-yl)benzyl]pyrrolidin-3-yl]carbonyl)pyrrolidine-2-carbonitrile
0.000027
-
-
Homo sapiens (3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-(quinolin-3-ylmethyl)pyrrolidin-3-amine
0.00003
-
-
Homo sapiens (3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-[4-(1H-tetrazol-1-yl)benzoyl]pyrrolidin-3-amine
0.000038
-
-
Homo sapiens (3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-(quinolin-6-ylcarbonyl)pyrrolidin-3-amine
0.00004
-
-
Homo sapiens (3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-[4-(1H-1,2,4-triazol-1-yl)benzoyl]pyrrolidin-3-amine
0.000042
-
-
Homo sapiens (3R,4R)-1-(1,3-benzothiazol-6-ylcarbonyl)-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
0.000046
-
-
Homo sapiens (1R)-2-([(3R,4R)-4-amino-1-[3-methyl-4-(1H-1,2,4-triazol-1-yl)benzyl]pyrrolidin-3-yl]carbonyl)cyclopentanecarbonitrile
0.000047
-
-
Homo sapiens (3R,4R)-1-(isoquinolin-3-ylcarbonyl)-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
0.00005
-
-
Homo sapiens (3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-[4-(1H-tetrazol-1-yl)benzyl]pyrrolidin-3-amine
0.000062
-
-
Homo sapiens (3R,4R)-1-(1,3-benzothiazol-2-ylcarbonyl)-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
0.000069
-
-
Homo sapiens (3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-[4-(1H-1,2,4-triazol-1-yl)benzyl]pyrrolidin-3-amine
0.000078
-
-
Homo sapiens 5-[[(3R,4R)-3-amino-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-1-yl]methyl]-2-fluorobenzonitrile
0.000079
-
-
Homo sapiens (3R,4R)-1-(2-naphthoyl)-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
0.00008
-
-
Homo sapiens (3R,4R)-1-(3,4-difluorobenzyl)-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
0.000081
-
-
Homo sapiens 4-[[(3R,4R)-3-amino-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-1-yl]methyl]benzonitrile
0.000083
-
-
Homo sapiens (3R,4R)-1-[1-methyl-1-(4-nitrophenyl)ethyl]-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
0.000086
-
-
Homo sapiens (3R,4R)-1-[(5-chloro-1-benzofuran-2-yl)carbonyl]-4-(pyrrolidin-1-ylcarbonyl)pyrrolidin-3-amine
0.000091
-
-
Homo sapiens (3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-[4-(1,2,3-thiadiazol-4-yl)benzyl]pyrrolidin-3-amine
0.00049
-
-
Homo sapiens (3R,4R)-4-(pyrrolidin-1-ylcarbonyl)-1-(quinolin-3-ylcarbonyl)pyrrolidin-3-amine