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2.1.1.1: nicotinamide N-methyltransferase

This is an abbreviated version!
For detailed information about nicotinamide N-methyltransferase, go to the full flat file.

Reaction

S-adenosyl-L-methionine
+
nicotinamide
+
H+
=
S-adenosyl-L-homocysteine
+
1-methylnicotinamide

Synonyms

ANMT-1, B0303.2, methyltransferase, nicotinamide, nicotinamide N-methyl transferase, nicotinamide N-methyltransferase, NNMT

ECTree

     2 Transferases
         2.1 Transferring one-carbon groups
             2.1.1 Methyltransferases
                2.1.1.1 nicotinamide N-methyltransferase

Inhibitors

Inhibitors on EC 2.1.1.1 - nicotinamide N-methyltransferase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,3-dimethylquinolin-1-ium
-
1,4-dimethylquinolin-1-ium
-
1,5-dimethylquinolin-1-ium
-
1,8-dimethylquinolin-1-ium
-
1-ethyl-4-methylquinolin-1-ium
-
1-ethyl-6-fluoro-4-methylquinolin-1-ium
-
1-ethyl-8-methylquinolin-1-ium
-
1-methyl nicotinamide
1-methyl-3-(methylamino)quinolin-1-ium
-
1-methylnicotinamide
2-amino-1-methylquinolin-1-ium
-
3-(6-amino-6-oxohexyl)benzamide
inhibitor mimics the transition state of the methylation reaction
3-amino-1-methylquinolin-1-ium
-
3-amino-2-methylisoquinolin-2-ium
-
-
3-amino-6-fluoro-1-methylquinolin-1-ium
-
4-methyl-N'-methylnicotinamide
-
5'-([(3S)-3-amino-3-carboxypropyl][[3-(methoxycarbonyl)phenyl]methyl]amino)-5'-deoxyadenosine
-
5'-deoxy-5'-[[(3S)-3,4-diamino-4-oxobutyl][(naphthalen-2-yl)methyl]amino]adenosine
inhibitor demonstrates a dose-dependent inhibitory effect on the cell proliferation of the HSC-2 human oral cancer cell line
5'-deoxy-5'-[[(naphthalen-2-yl)methyl](propan-2-yl)amino]adenosine
-
5'-[(3-amino-3-carboxypropyl)[3-(3-carbamoyl-4-methylphenyl)prop-2-yn-1-yl]amino]-5'-deoxyadenosine
-
5'-[(3-amino-3-carboxypropyl)[3-(3-carbamoylphenyl)prop-2-yn-1-yl]amino]-5'-deoxyadenosine
compound exhibits around 1000fold selectivity for NNMT over other methyltransferases and almost 100fold selectivity for S-5'-adenosyl-L-homocysteine hydrolase
5'-[(3-amino-3-carboxypropyl)[3-(5-carbamoyl-2-methoxyphenyl)prop-2-yn-1-yl]amino]-5'-deoxyadenosine
-
5'-[(4-amino-4-oxobutyl)[(naphthalen-2-yl)methyl]amino]-5'-deoxyadenosine
-
5'-[(5-amino-5-oxopentyl)[(naphthalen-2-yl)methyl]amino]-5'-deoxyadenosine
-
5'-[[(3S)-3-amino-3-carboxypropyl][(3-carbamoylphenyl)methyl]amino]-5'-deoxyadenosine
5'-[[(3S)-3-amino-3-carboxypropyl][(3-carboxyphenyl)methyl]amino]-5'-deoxyadenosine
-
5'-[[(3S)-3-amino-3-carboxypropyl][4-(3-carbamoylphenyl)butyl]amino]-5'-deoxyadenosine
-
5-amino-1-methylquinolin-1-ium
-
5-[[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl]-7-(3-carbamoylphenyl)hept-6-ynoic acid
log Ki value 4.65
6-(methylamino)pyridine-3-carboxamide
compound inhibits NNMT enzymatic activity and reduces the formation of 1-methyl-nicotinamide by about 80% at 2 h when dosed in mice orally at 50 mg/kg
6-fluoro-1-methylquinolin-1-ium
-
6-methoxy-4-methylpyridine-3-carboxamide
-
7-(3-carbamoylphenyl)hept-6-ynoic acid
inhibitor mimics the transition state of the methylation reaction
7-amino-1-methylquinolin-1-ium
-
9-(9-amino-5,6,7,8,9-pentadeoxy-6-ethynyl-beta-D-ribo-decofuranuronosyl)-9H-purin-6-amine
log Ki value 4.32
9-[9-amino-6-[(2-carbamoylphenyl)ethynyl]-5,6,7,8,9-pentadeoxy-beta-D-ribo-decofuranuronosyl]-9H-purin-6-amine
log Ki value 4.71
9-[9-amino-6-[(3-carbamoylphenyl)ethynyl]-5,6,7,8,9-pentadeoxy-beta-D-ribo-decofuranuronosyl]-9H-purin-6-amine
high-affinity, subnanomolar NNMT inhibitor
Cd2+
-
-
Clofibrate
Cu2+
-
-
Dimethylsulfoxide
competitive, about 82% inhibition at 1% v/v
N'-methyl-nicotinamide
-
N1-methylnicotinamide
Nickel
exposure of BEAS-2B cells to induces NNMT repression at both the protein and mRNA levels
nicotinamide
norharmane
-
S-adenosyl-L-homocysteine
sinefungin
additional information
-
not inhibitory: Ca2+, SKF 525A, 3,4-dimethoxy-5-hydroxybenzoic acid
-