BRENDA - Enzyme Database show

Discovery of potent and efficacious cyanoguanidine-containing nicotinamide phosphoribosyltransferase (Nampt) inhibitors

Zheng, X.; Baumeister, T.; Buckmelter, A.J.; Caligiuri, M.; Clodfelter, K.H.; Han, B.; Ho, Y.C.; Kley, N.; Lin, J.; Reynolds, D.J.; Sharma, G.; Smith, C.C.; Wang, Z.; Dragovich, P.S.; Oh, A.; Wang, W.; Zak, M.; Wang, Y.; Yuen, P.W.; Bair, K.W.; Bioorg. Med. Chem. Lett. 24, 337-343 (2014)

Data extracted from this reference:

Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
2.4.2.12
1-[4-(8-oxa-3-azabicyclo[3.2.1]oct-3-ylsulfonyl)phenyl]-3-(pyridin-3-ylmethyl)urea
-
Homo sapiens
2.4.2.12
2-cyano-1-[4-(phenylsulfonyl)benzyl]-3-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
APO-866
-
Homo sapiens
2.4.2.12
GMX-1777
-
Homo sapiens
2.4.2.12
GMX-1778
-
Homo sapiens
2.4.2.12
N''-cyano-N-([4-[6-(morpholin-4-yl)pyridine-3-sulfonyl]phenyl]methyl)-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-pyridin-4-yl-N'-([4-[3-(trifluoromethoxy)benzene-1-sulfonyl]phenyl]methyl)guanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-pyridin-4-yl-N'-([4-[3-(trifluoromethyl)benzene-1-sulfonyl]phenyl]methyl)guanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-pyridin-4-yl-N'-[[4-(quinoline-8-sulfonyl)phenyl]methyl]guanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(3,5-difluorobenzene-1-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(3-methoxybenzene-1-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(8-oxa-3-azabicyclo[3.2.1]octane-3-sulfonyl)phenyl]methyl]-N'-pyridin-3-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(8-oxa-3-azabicyclo[3.2.1]octane-3-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(cyclohexanesulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(phenylmethanesulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(pyridine-3-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N-[4-(phenylsulfonyl)benzyl]-1H-pyrrolo[3,2-c]pyridine-2-carboxamide
-
Homo sapiens
2.4.2.12
N-[[4-(benzenesulfonyl)phenyl]methyl]-N''-cyano-N'-pyridin-3-ylguanidine
-
Homo sapiens
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
2.4.2.12
nicotinamide + 5-phospho-alpha-D-ribose 1-diphosphate
Homo sapiens
-
nicotinamide D-ribonucleotide + diphosphate
-
-
?
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
2.4.2.12
Homo sapiens
P43490
-
-
Source Tissue
EC Number
Source Tissue
Commentary
Organism
Textmining
2.4.2.12
A-2780 cell
-
Homo sapiens
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2.4.2.12
nicotinamide + 5-phospho-alpha-D-ribose 1-diphosphate
-
735760
Homo sapiens
nicotinamide D-ribonucleotide + diphosphate
-
-
-
?
IC50 Value
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
2.4.2.12
0.0000006
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(3,5-difluorobenzene-1-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.0000017
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-([4-[6-(morpholin-4-yl)pyridine-3-sulfonyl]phenyl]methyl)-N'-pyridin-4-ylguanidine
2.4.2.12
0.0000019
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(3-methoxybenzene-1-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.000002
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(pyridine-3-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.0000022
-
pH and temperature not specified in the publication
Homo sapiens
N-[[4-(benzenesulfonyl)phenyl]methyl]-N''-cyano-N'-pyridin-3-ylguanidine
2.4.2.12
0.0000024
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(8-oxa-3-azabicyclo[3.2.1]octane-3-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.0000024
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-pyridin-4-yl-N'-([4-[3-(trifluoromethyl)benzene-1-sulfonyl]phenyl]methyl)guanidine
2.4.2.12
0.0000025
-
pH and temperature not specified in the publication
Homo sapiens
2-cyano-1-[4-(phenylsulfonyl)benzyl]-3-pyridin-4-ylguanidine
2.4.2.12
0.0000036
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-pyridin-4-yl-N'-[[4-(quinoline-8-sulfonyl)phenyl]methyl]guanidine
2.4.2.12
0.0000044
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(8-oxa-3-azabicyclo[3.2.1]octane-3-sulfonyl)phenyl]methyl]-N'-pyridin-3-ylguanidine
2.4.2.12
0.0000044
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-pyridin-4-yl-N'-([4-[3-(trifluoromethoxy)benzene-1-sulfonyl]phenyl]methyl)guanidine
2.4.2.12
0.0000054
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(cyclohexanesulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.0000075
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(phenylmethanesulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.000029
-
pH and temperature not specified in the publication
Homo sapiens
N-[4-(phenylsulfonyl)benzyl]-1H-pyrrolo[3,2-c]pyridine-2-carboxamide
IC50 Value (protein specific)
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
2.4.2.12
0.0000006
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(3,5-difluorobenzene-1-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.0000017
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-([4-[6-(morpholin-4-yl)pyridine-3-sulfonyl]phenyl]methyl)-N'-pyridin-4-ylguanidine
2.4.2.12
0.0000019
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(3-methoxybenzene-1-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.000002
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(pyridine-3-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.0000022
-
pH and temperature not specified in the publication
Homo sapiens
N-[[4-(benzenesulfonyl)phenyl]methyl]-N''-cyano-N'-pyridin-3-ylguanidine
2.4.2.12
0.0000024
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(8-oxa-3-azabicyclo[3.2.1]octane-3-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.0000024
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-pyridin-4-yl-N'-([4-[3-(trifluoromethyl)benzene-1-sulfonyl]phenyl]methyl)guanidine
2.4.2.12
0.0000025
-
pH and temperature not specified in the publication
Homo sapiens
2-cyano-1-[4-(phenylsulfonyl)benzyl]-3-pyridin-4-ylguanidine
2.4.2.12
0.0000036
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-pyridin-4-yl-N'-[[4-(quinoline-8-sulfonyl)phenyl]methyl]guanidine
2.4.2.12
0.0000044
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(8-oxa-3-azabicyclo[3.2.1]octane-3-sulfonyl)phenyl]methyl]-N'-pyridin-3-ylguanidine
2.4.2.12
0.0000044
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-pyridin-4-yl-N'-([4-[3-(trifluoromethoxy)benzene-1-sulfonyl]phenyl]methyl)guanidine
2.4.2.12
0.0000054
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(cyclohexanesulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.0000075
-
pH and temperature not specified in the publication
Homo sapiens
N''-cyano-N-[[4-(phenylmethanesulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
2.4.2.12
0.000029
-
pH and temperature not specified in the publication
Homo sapiens
N-[4-(phenylsulfonyl)benzyl]-1H-pyrrolo[3,2-c]pyridine-2-carboxamide
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
2.4.2.12
1-[4-(8-oxa-3-azabicyclo[3.2.1]oct-3-ylsulfonyl)phenyl]-3-(pyridin-3-ylmethyl)urea
-
Homo sapiens
2.4.2.12
2-cyano-1-[4-(phenylsulfonyl)benzyl]-3-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
APO-866
-
Homo sapiens
2.4.2.12
GMX-1777
-
Homo sapiens
2.4.2.12
GMX-1778
-
Homo sapiens
2.4.2.12
N''-cyano-N-([4-[6-(morpholin-4-yl)pyridine-3-sulfonyl]phenyl]methyl)-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-pyridin-4-yl-N'-([4-[3-(trifluoromethoxy)benzene-1-sulfonyl]phenyl]methyl)guanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-pyridin-4-yl-N'-([4-[3-(trifluoromethyl)benzene-1-sulfonyl]phenyl]methyl)guanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-pyridin-4-yl-N'-[[4-(quinoline-8-sulfonyl)phenyl]methyl]guanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(3,5-difluorobenzene-1-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(3-methoxybenzene-1-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(8-oxa-3-azabicyclo[3.2.1]octane-3-sulfonyl)phenyl]methyl]-N'-pyridin-3-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(8-oxa-3-azabicyclo[3.2.1]octane-3-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(cyclohexanesulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(phenylmethanesulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N''-cyano-N-[[4-(pyridine-3-sulfonyl)phenyl]methyl]-N'-pyridin-4-ylguanidine
-
Homo sapiens
2.4.2.12
N-[4-(phenylsulfonyl)benzyl]-1H-pyrrolo[3,2-c]pyridine-2-carboxamide
-
Homo sapiens
2.4.2.12
N-[[4-(benzenesulfonyl)phenyl]methyl]-N''-cyano-N'-pyridin-3-ylguanidine
-
Homo sapiens
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
2.4.2.12
nicotinamide + 5-phospho-alpha-D-ribose 1-diphosphate
Homo sapiens
-
nicotinamide D-ribonucleotide + diphosphate
-
-
?
Source Tissue (protein specific)
EC Number
Source Tissue
Commentary
Organism
Textmining
2.4.2.12
A-2780 cell
-
Homo sapiens
-
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2.4.2.12
nicotinamide + 5-phospho-alpha-D-ribose 1-diphosphate
-
735760
Homo sapiens
nicotinamide D-ribonucleotide + diphosphate
-
-
-
?