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Literature summary for 3.5.1.98 extracted from

  • Yang, Z.; Shen, M.; Tang, M.; Zhang, W.; Cui, X.; Zhang, Z.; Pei, H.; Li, Y.; Hu, M.; Bai, P.; Chen, L.
    Discovery of 1,2,4-oxadiazole-containing hydroxamic acid derivatives as histone deacetylase inhibitors potential application in cancer therapy (2019), Eur. J. Med. Chem., 178, 116-130 .
    View publication on PubMed
Search for more literature for 3.5.1.98

Application

Application Comment Organism
medicine 1,2,4-oxadiazole-containing hydroxamic acid derivatives are discovered as histone deacetylase inhibitors for potential application in cancer therapy Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(E)-3-(2-(((3-(1-benzylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)pyrimidin-5-yl)-N-hydroxyacrylamide 55% inhibition at 100 nM; 65% inhibition at 100 nM Homo sapiens
(E)-N-hydroxy-3-(2-(methyl((3-(1-(4-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)amino)pyrimidin-5-yl)acrylamide 60% inhibition at 100 nM; 61% inhibition at 100 nM Homo sapiens
2-(((3-(1-(2,4-difluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide 66% inhibition at 100 nM; 88% inhibition at 100 nM Homo sapiens
2-(((3-(1-(2-chloro-4-fluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide 49% inhibition at 100 nM; 73% inhibition at 100 nM Homo sapiens
2-(((3-(1-(2-chlorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide 55% inhibition at 100 nM; 93% inhibition at 100 nM Homo sapiens
2-(((3-(1-(2-fluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide 44% inhibition at 100 nM; 84% inhibition at 100 nM Homo sapiens
2-(((3-(1-(4-cyanobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide 38% inhibition at 100 nM; 68% inhibition at 100 nM Homo sapiens
2-(((3-(1-(4-fluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide 65% inhibition at 100 nM; 92% inhibition at 100 nM Homo sapiens
2-(((3-(1-benzylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide 63% inhibition at 100 nM; 96% inhibition at 100 nM Homo sapiens
2-(4-((3-(1-benzylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxyacetamide 18% inhibition at 100 nM; 35% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-(2,4-difluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxyacrylamide 35% inhibition at 100 nM; 74% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-(2-chlorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxyacrylamide 59% inhibition at 100 nM; 8% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-(2-cyanobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxyacrylamide 36% inhibition at 100 nM; 65% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-(2-fluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxyacrylamide 31% inhibition at 100 nM; 68% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-(3,4-difluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxyacrylamide 17% inhibition at 100 nM; 60% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-(3-fluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxyacrylamide 35% inhibition at 100 nM; 73% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-(4-bromobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxyacrylamide 58% inhibition at 100 nM; 6% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-(4-fluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxyacrylamide 38% inhibition at 100 nM; 75% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-allylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxyacrylamide 34% inhibition at 100 nM; 66% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-allylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxypropanamide 15% inhibition at 100 nM; 4% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-benzylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N- hydroxypropanamide 11% inhibition at 100 nM; 22% inhibition at 100 nM Homo sapiens
3-(4-((3-(1-benzylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-N-hydroxyacrylamide 35% inhibition at 100 nM; 71% inhibition at 100 nM Homo sapiens
4-((3-(1-benzylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)-N-hydroxybenzamide 29% inhibition at 100 nM; 66% inhibition at 100 nM Homo sapiens
belinostat i.e. PXD-101; i.e. PXD-101 Homo sapiens
chidamide
-
 Homo sapiens
additional information series of HDAC inhibitors, using 1,2,4-oxadiazole-containing as the cap group, are synthesized and evaluated in vitro, inhibitory effects and inhibition of diverse cancer cells, overview. Pharmacokinetic studies. Most HDAC inhibitors always have three parts: a cap group used as a selective vector, a ZBG group to bind with the Zn2+ ion, and a linker region that traditionally allows the ZBG group stretch into the catalytic binding; series of HDAC inhibitors, using 1,2,4-oxadiazole-containing as the cap group, are synthesized and evaluated in vitro, inhibitory effects and inhibition of diverse cancer cells, overview. Pharmacokinetic studies. Most HDAC inhibitors always have three parts: a cap group used as a selective vector, a ZBG group to bind with the Zn2+ ion, and a linker region that traditionally allows the ZBG group stretch into the catalytic binding Homo sapiens
N-hydroxy-2-(methyl((3-(1-(3-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)amino)pyrimidine-5-carboxamide 54% inhibition at 100 nM; 93% inhibition at 100 nM Homo sapiens
N-hydroxy-2-(methyl((3-(1-(4-(trifluoromethyl)benzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)amino)pyrimidine-5-carboxamide 30% inhibition at 100 nM; 62% inhibition at 100 nM Homo sapiens
N-hydroxy-2-(methyl((3-(1-(4-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)amino)pyrimidine-5-carboxamide 71% inhibition at 100 nM; 96% inhibition at 100 nM Homo sapiens
N-hydroxy-3-(4-((3-(1-(2-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)acrylamide 14% inhibition at 100 nM; 68% inhibition at 100 nM Homo sapiens
N-hydroxy-3-(4-((3-(1-(2-nitrobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)acrylamide 19% inhibition at 100 nM; 63% inhibition at 100 nM Homo sapiens
N-hydroxy-3-(4-((3-(1-(3-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)acrylamide 25% inhibition at 100 nM; 73% inhibition at 100 nM Homo sapiens
N-hydroxy-3-(4-((3-(1-(4-methoxybenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)acrylamide 36% inhibition at 100 nM; 75% inhibition at 100 nM Homo sapiens
N-hydroxy-3-(4-((3-(1-(4-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)acrylamide 32% inhibition at 100 nM; 76% inhibition at 100 nM Homo sapiens
N-hydroxy-3-(4-((3-(1-(4-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)propanamide 12% inhibition at 100 nM; 28% inhibition at 100 nM Homo sapiens
N-hydroxy-3-(4-((3-(1-propylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)acrylamide 40% inhibition at 100 nM; 69% inhibition at 100 nM Homo sapiens
N-hydroxy-3-(4-((3-(1-propylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)propanamide 13% inhibition at 100 nM; 5% inhibition at 100 nM Homo sapiens
panobinostat i.e. LBH-589; i.e. LBH-589 Homo sapiens
romidepsin i.e. FK-228; i.e. FK-228 Homo sapiens
SAHA i.e. vorinostat; i.e. vorinostat Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens Q13547
-
-
Homo sapiens Q9UBN7
-
-

Source Tissue

Source Tissue Comment Organism Textmining
Jeko-1 cell
-
 Homo sapiens
-
RAJI cell
-
 Homo sapiens
-

Synonyms

Synonyms Comment Organism
HDAC1
-
 Homo sapiens
HDAC6
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
12.1
-
 pH and temperature not specified in the publication Homo sapiens N-hydroxy-2-(methyl((3-(1-(4-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)amino)pyrimidine-5-carboxamide
22
-
 pH and temperature not specified in the publication Homo sapiens 2-(((3-(1-(4-fluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide
27.6
-
 pH and temperature not specified in the publication Homo sapiens 2-(((3-(1-benzylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide
34.3
-
 pH and temperature not specified in the publication Homo sapiens 2-(((3-(1-(2,4-difluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide
47.3
-
 pH and temperature not specified in the publication Homo sapiens N-hydroxy-2-(methyl((3-(1-(3-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)amino)pyrimidine-5-carboxamide
48.3
-
 pH and temperature not specified in the publication Homo sapiens 2-(((3-(1-(2-chlorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide
98.6
-
 pH and temperature not specified in the publication Homo sapiens 2-(((3-(1-(2-fluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide
115.7
-
 pH and temperature not specified in the publication Homo sapiens 2-(((3-(1-(2-chloro-4-fluorobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide
116.6
-
 pH and temperature not specified in the publication Homo sapiens 2-(((3-(1-(4-cyanobenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)-N-hydroxypyrimidine-5-carboxamide
207
-
 pH and temperature not specified in the publication Homo sapiens N-hydroxy-2-(methyl((3-(1-(4-(trifluoromethyl)benzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)amino)pyrimidine-5-carboxamide
292.5
-
 pH and temperature not specified in the publication Homo sapiens (E)-N-hydroxy-3-(2-(methyl((3-(1-(4-methylbenzyl)piperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)amino)pyrimidin-5-yl)acrylamide
547.3
-
 pH and temperature not specified in the publication Homo sapiens (E)-3-(2-(((3-(1-benzylpiperidin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)(methyl)amino)pyrimidin-5-yl)-N-hydroxyacrylamide

General Information

General Information Comment Organism
additional information enzyme structure homology modelling Homo sapiens