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Literature summary for 3.4.14.5 extracted from

  • Gupta, R.C.; Chhipa, L.; Mandhare, A.B.; Zambad, S.P.; Chauthaiwale, V.; Nadkarni, S.S.; Dutt, C.
    Novel N-substituted 4-hydrazino piperidine derivative as a dipeptidyl peptidase IV inhibitor (2009), Bioorg. Med. Chem. Lett., 19, 5021-5025.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(4R)-3-([1-[1-(2-phenoxyethyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-([1-[1-(4-cyanobenzyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-([1-[1-(4-fluorobenzyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-([1-[1-(4-nitrobenzyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-([1-[1-(methylsulfonyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-([1-[1-(pyridin-3-ylmethyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-([2-ethyl-1-[1-(methylsulfonyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-[(1-[1-[(2'-cyanobiphenyl-4-yl)methyl]piperidin-4-yl]hydrazinyl)acetyl]-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-[(1-[1-[(4-chlorophenyl)sulfonyl]piperidin-4-yl]hydrazinyl)acetyl]-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-[(1-[1-[(4-methoxyphenyl)sulfonyl]piperidin-4-yl]hydrazinyl)acetyl]-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-[(1-[1-[(4-methylphenyl)sulfonyl]piperidin-4-yl]hydrazinyl)acetyl]-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-[[1-(1-benzylpiperidin-4-yl)hydrazinyl]acetyl]-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-[[1-(1-[3-[2-(aminooxy)cyclopropyl]propyl]piperidin-4-yl)hydrazinyl]acetyl]-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
(4R)-3-[[1-(piperidin-4-yl)hydrazinyl]acetyl]-1,3-thiazolidine-4-carbonitrile
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(2-fluorobenzyl)acetamide
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(2-methoxyethyl)acetamide
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(4,5-dimethyl-1,3-thiazol-2-yl)acetamide
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(4-sulfamoylphenyl)acetamide
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(pyrimidin-2-yl)acetamide
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(tricyclo[3.3.1.13,7]dec-1-yl)acetamide
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-cyclohexylacetamide
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-cyclopropylacetamide
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-[2-(thiophen-2-yl)ethyl]acetamide
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-[3-(propan-2-yloxy)propyl]acetamide
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-[4-(trifluoromethyl)phenyl]acetamide
-
Rattus norvegicus
2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
-
Rattus norvegicus
N-(1,3-benzothiazol-2-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
-
Rattus norvegicus
N-(2-chloropyridin-3-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
-
Rattus norvegicus
N-(3-chloro-4-fluorophenyl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
-
Rattus norvegicus
N-(4-chlorophenyl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
-
Rattus norvegicus
N-(4-cyanophenyl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
-
Rattus norvegicus
N-(5-bromo-1,3-thiazol-2-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
-
Rattus norvegicus
N-(5-chloropyridin-3-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-ethylhydrazinyl)piperidin-1-yl]acetamide
-
Rattus norvegicus
N-(5-chloropyridin-3-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-hydroperoxyhydrazinyl)piperidin-1-yl]acetamide
-
Rattus norvegicus
N-(5-chloropyridin-3-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide potent inhibitor of DPP IV Rattus norvegicus
N-(5-cyanopyridin-2-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
-
Rattus norvegicus
tert-butyl 2-(1-acetylpiperidin-4-yl)-2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinecarboxylate
-
Rattus norvegicus
tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(2,2-dimethylpropanoyl)piperidin-4-yl]hydrazinecarboxylate
-
Rattus norvegicus
tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(2,3-dichlorobenzoyl)piperidin-4-yl]hydrazinecarboxylate
-
Rattus norvegicus
tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(dimethylcarbamoyl)piperidin-4-yl]hydrazinecarboxylate
-
Rattus norvegicus
tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(morpholin-4-ylacetyl)piperidin-4-yl]hydrazinecarboxylate
-
Rattus norvegicus
tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(morpholin-4-ylcarbonyl)piperidin-4-yl]hydrazinecarboxylate
-
Rattus norvegicus
tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(pyridin-3-ylacetyl)piperidin-4-yl]hydrazinecarboxylate
-
Rattus norvegicus
tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-[(4-methylcyclohexyl)carbonyl]piperidin-4-yl]hydrazinecarboxylate
-
Rattus norvegicus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
glucagon-like peptide 1 + H2O Rattus norvegicus
-
?
-
?

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
glucagon-like peptide 1 + H2O
-
Rattus norvegicus ?
-
?

Synonyms

Synonyms Comment Organism
dipeptidyl peptidase IV
-
Rattus norvegicus
DPP IV
-
Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000088
-
-
Rattus norvegicus N-(5-chloropyridin-3-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.00009
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(4-sulfamoylphenyl)acetamide
0.000098
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(4-sulfamoylphenyl)acetamide
0.00011
-
-
Rattus norvegicus N-(5-cyanopyridin-2-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.000119
-
-
Rattus norvegicus N-(2-chloropyridin-3-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.00012
-
-
Rattus norvegicus N-(5-chloropyridin-3-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.000124
-
-
Rattus norvegicus N-(2-chloropyridin-3-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.00013
-
-
Rattus norvegicus N-(5-cyanopyridin-2-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.000134
-
-
Rattus norvegicus N-(1,3-benzothiazol-2-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.000143
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(pyrimidin-2-yl)acetamide
0.000185
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(4,5-dimethyl-1,3-thiazol-2-yl)acetamide
0.0002
-
-
Rattus norvegicus N-(4-cyanophenyl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.000217
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-cyclopropylacetamide
0.000226
-
-
Rattus norvegicus N-(5-bromo-1,3-thiazol-2-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.000236
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-cyclopropylacetamide
0.000258
-
-
Rattus norvegicus N-(4-chlorophenyl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.000308
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-[4-(trifluoromethyl)phenyl]acetamide
0.000359
-
-
Rattus norvegicus N-(3-chloro-4-fluorophenyl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.000415
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-[2-(thiophen-2-yl)ethyl]acetamide
0.000468
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-[3-(propan-2-yloxy)propyl]acetamide
0.00049
-
-
Rattus norvegicus N-(5-chloropyridin-3-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-ethylhydrazinyl)piperidin-1-yl]acetamide
0.000506
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-cyclohexylacetamide
0.00051
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(2-fluorobenzyl)acetamide
0.000523
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(tricyclo[3.3.1.13,7]dec-1-yl)acetamide
0.000638
-
-
Rattus norvegicus (4R)-3-([1-[1-(2-phenoxyethyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
0.000667
-
-
Rattus norvegicus tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(pyridin-3-ylacetyl)piperidin-4-yl]hydrazinecarboxylate
0.000698
-
-
Rattus norvegicus (4R)-3-([1-[1-(4-nitrobenzyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
0.00071
-
-
Rattus norvegicus (4R)-3-([1-[1-(4-cyanobenzyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
0.00079
-
-
Rattus norvegicus tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(morpholin-4-ylcarbonyl)piperidin-4-yl]hydrazinecarboxylate
0.000817
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]acetamide
0.00083
-
-
Rattus norvegicus tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(morpholin-4-ylacetyl)piperidin-4-yl]hydrazinecarboxylate
0.000866
-
-
Rattus norvegicus tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-[(4-methylcyclohexyl)carbonyl]piperidin-4-yl]hydrazinecarboxylate
0.001022
-
-
Rattus norvegicus (4R)-3-[(1-[1-[(2'-cyanobiphenyl-4-yl)methyl]piperidin-4-yl]hydrazinyl)acetyl]-1,3-thiazolidine-4-carbonitrile
0.001027
-
-
Rattus norvegicus 2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinyl)piperidin-1-yl]-N-(2-methoxyethyl)acetamide
0.001228
-
-
Rattus norvegicus tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(dimethylcarbamoyl)piperidin-4-yl]hydrazinecarboxylate
0.001449
-
-
Rattus norvegicus (4R)-3-[(1-[1-[(4-chlorophenyl)sulfonyl]piperidin-4-yl]hydrazinyl)acetyl]-1,3-thiazolidine-4-carbonitrile
0.001459
-
-
Rattus norvegicus (4R)-3-([1-[1-(methylsulfonyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
0.001534
-
-
Rattus norvegicus tert-butyl 2-(1-acetylpiperidin-4-yl)-2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]hydrazinecarboxylate
0.001631
-
-
Rattus norvegicus (4R)-3-[[1-(1-benzylpiperidin-4-yl)hydrazinyl]acetyl]-1,3-thiazolidine-4-carbonitrile
0.00176
-
-
Rattus norvegicus (4R)-3-[[1-(1-[3-[2-(aminooxy)cyclopropyl]propyl]piperidin-4-yl)hydrazinyl]acetyl]-1,3-thiazolidine-4-carbonitrile
0.001793
-
-
Rattus norvegicus tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(2,3-dichlorobenzoyl)piperidin-4-yl]hydrazinecarboxylate
0.002228
-
-
Rattus norvegicus (4R)-3-([1-[1-(4-fluorobenzyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
0.002701
-
-
Rattus norvegicus (4R)-3-[(1-[1-[(4-methylphenyl)sulfonyl]piperidin-4-yl]hydrazinyl)acetyl]-1,3-thiazolidine-4-carbonitrile
0.003755
-
-
Rattus norvegicus (4R)-3-([2-ethyl-1-[1-(methylsulfonyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
0.004149
-
-
Rattus norvegicus tert-butyl 2-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-[1-(2,2-dimethylpropanoyl)piperidin-4-yl]hydrazinecarboxylate
0.004767
-
-
Rattus norvegicus (4R)-3-([1-[1-(pyridin-3-ylmethyl)piperidin-4-yl]hydrazinyl]acetyl)-1,3-thiazolidine-4-carbonitrile
0.006677
-
-
Rattus norvegicus (4R)-3-[(1-[1-[(4-methoxyphenyl)sulfonyl]piperidin-4-yl]hydrazinyl)acetyl]-1,3-thiazolidine-4-carbonitrile
0.012
-
-
Rattus norvegicus (4R)-3-[[1-(piperidin-4-yl)hydrazinyl]acetyl]-1,3-thiazolidine-4-carbonitrile
0.03845
-
-
Rattus norvegicus N-(5-chloropyridin-3-yl)-2-[4-(1-[2-[(4R)-4-cyano-1,3-thiazolidin-3-yl]-2-oxoethyl]-2-hydroperoxyhydrazinyl)piperidin-1-yl]acetamide