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Literature summary for 2.7.1.23 extracted from

  • Paoletti, J.; Assairi, L.; Gelin, M.; Huteau, V.; Nahori, M.A.; Dussurget, O.; Labesse, G.; Pochet, S.
    8-Thioalkyl-adenosine derivatives inhibit Listeria monocytogenes NAD kinase through a novel binding mode (2016), Eur. J. Med. Chem., 124, 1041-1056 .
    View publication on PubMed
Search for more literature for 2.7.1.23

Inhibitors

Inhibitors Comment Organism Structure
2-(adenosine-8-thio)-N-(3,4-dichlorophenethyl)acetamide
-
 Homo sapiens
2-(adenosine-8-thio)-N-(3,4-dichlorophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-(adenosine-8-thio)-N-(3-bromophenethyl)acetamide
-
 Homo sapiens
2-(adenosine-8-thio)-N-(3-bromophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-(adenosine-8-thio)-N-(3-chlorophenethyl)acetamide
-
 Homo sapiens
2-(adenosine-8-thio)-N-(3-chlorophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-(adenosine-8-thio)-N-(4-bromophenethyl)acetamide
-
 Homo sapiens
2-(adenosine-8-thio)-N-(4-bromophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-(adenosine-8-thio)-N-(4-chlorophenethyl)acetamide 20% inhibition at 0.5 mM Homo sapiens
2-(adenosine-8-thio)-N-(4-chlorophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-(adenosine-8-thio)-N-phenethylacetamide 10% inhibition at 0.4 mM Homo sapiens
2-(adenosine-8-thio)-N-phenethylacetamide
-
 Listeria monocytogenes serotype 1/2a
2-(adenosine-8-thio)-N-[(3-indoyl)ethyl]acetamide 20% inhibition at 0.5 mM Homo sapiens
2-(adenosine-8-thio)-N-[(3-indoyl)ethyl]acetamide
-
 Listeria monocytogenes serotype 1/2a
2-(adenosine-8-thio)-N-[(4-trifluoromethyl)phenethyl]acetamide
-
 Listeria monocytogenes serotype 1/2a
2-(adenosine-8-thio)-N-[(5-chloro-3-indoyl)ethyl]acetamide
-
 Homo sapiens
2-(adenosine-8-thio)-N-[(5-chloro-3-indoyl)ethyl]acetamide
-
 Listeria monocytogenes serotype 1/2a
2-(adenosine-8-thio)-N-[(5-methoxy-3-indoyl)ethyl]acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(3,4-dichlorophenethyl)acetamide
-
 Homo sapiens
2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(3,4-dichlorophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(3-bromophenethyl)propanamide
-
 Homo sapiens
2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(3-bromophenethyl)propanamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(4-bromophenethyl)acetamide
-
 Homo sapiens
2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(4-bromophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(2-benzimidazolylethyl)acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(2-benzimidazolylethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(2-chloro-5-pyridyl)acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(2-chloro-5-pyridyl)acetamide 10% inhibition at 0.3 mM Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(2-naphthylethyl)acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(2-naphthylethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3,4-dichlorophenethyl)acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3,4-dichlorophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-bromobenzyl)acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-bromobenzyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-bromophenethyl)acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-bromophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-chlorophenethyl)acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-chlorophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-ethynylphenethyl)acetamide 40% inhibition at 0.25 mM Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-ethynylphenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-trifluoromethylphenethyl)acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-trifluoromethylphenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(4-bromophenethyl)acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(4-bromophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(4-chlorophenethyl)acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(4-chlorophenethyl)acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-phenethylacetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-phenethylacetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-phenethylpropanamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-phenethylpropanamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-propargylacetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-propargylacetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(3-indoyl)ethyl]acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(3-indoyl)ethyl]acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(4-trifluoromethyl)phenethyl]acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(4-trifluoromethyl)phenethyl]acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(5-chloro-3-indoyl)ethyl]acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(5-chloro-3-indoyl)ethyl]acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(5-methoxy-3-indoyl)ethyl]acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(5-methoxy-3-indoyl)ethyl]acetamide
-
 Listeria monocytogenes serotype 1/2a
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[3-(1-methylindolyl)ethyl]acetamide
-
 Homo sapiens
2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[3-(1-methylindolyl)ethyl]acetamide
-
 Listeria monocytogenes serotype 1/2a

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ATP + NAD+ Homo sapiens
-
 ADP + NADP+
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Listeria monocytogenes serotype 1/2a Q8Y8D7
-
-
Listeria monocytogenes serotype 1/2a ATCC BAA-679 Q8Y8D7
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + NAD+
-
 Homo sapiens ADP + NADP+
-
 ?

Synonyms

Synonyms Comment Organism
HsNADK
-
 Homo sapiens
NADK1
-
 Listeria monocytogenes serotype 1/2a

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0001
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3,4-dichlorophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.00025
-
 2-(adenosine-8-thio)-N-[(5-chloro-3-indoyl)ethyl]acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.0003
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(5-chloro-3-indoyl)ethyl]acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.0004
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[3-(1-methylindolyl)ethyl]acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.0005
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(4-bromophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.0005
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(4-chlorophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.0005
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(3-indoyl)ethyl]acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.00075
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-chlorophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.001
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-bromophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.002
-
 2-(adenosine-8-thio)-N-(3-bromophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.002
-
 2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(3,4-dichlorophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.002
-
 2-(adenosine-8-thio)-N-[(3-indoyl)ethyl]acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.005
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-phenethylacetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.005
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(2-naphthylethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.005
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(5-methoxy-3-indoyl)ethyl]acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.006
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-ethynylphenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.0065
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-trifluoromethylphenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.0075
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(4-trifluoromethyl)phenethyl]acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.01
-
 2-(adenosine-8-thio)-N-[(4-trifluoromethyl)phenethyl]acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.02
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-chlorophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.022
-
 2-(adenosine-8-thio)-N-(3,4-dichlorophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.023
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(2-benzimidazolylethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.025
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-bromobenzyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.03
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-propargylacetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.03
-
 2-(adenosine-8-thio)-N-(4-bromophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.03
-
 2-(adenosine-8-thio)-N-(3-chlorophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.0335
-
 2-(adenosine-8-thio)-N-(3-bromophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.04
-
 2-(adenosine-8-thio)-N-(4-chlorophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.04
-
 2-(adenosine-8-thio)-N-[(5-methoxy-3-indoyl)ethyl]acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.05
-
 2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(3-bromophenethyl)propanamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.055
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-phenethylpropanamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.055
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-bromobenzyl)acetamide pH 7.4, 30°C Homo sapiens
0.055
-
 2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(4-bromophenethyl)acetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.065
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(5-chloro-3-indoyl)ethyl]acetamide pH 7.4, 30°C Homo sapiens
0.08
-
 2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(3-bromophenethyl)propanamide pH 7.4, 30°C Homo sapiens
0.08
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(4-bromophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.13
-
 2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(4-bromophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.13
-
 2-[(5'-amino-5'-deoxyadenosine)-8-thio]-N-(3,4-dichlorophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.14
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-propargylacetamide pH 7.4, 30°C Homo sapiens
0.14
-
 2-(adenosine-8-thio)-N-phenethylacetamide pH 7.4, 30°C Listeria monocytogenes serotype 1/2a
0.14
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3,4-dichlorophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.14
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(2-naphthylethyl)acetamide pH 7.4, 30°C Homo sapiens
0.14
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(3-indoyl)ethyl]acetamide pH 7.4, 30°C Homo sapiens
0.15
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-phenethylpropanamide pH 7.4, 30°C Homo sapiens
0.16
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(5-methoxy-3-indoyl)ethyl]acetamide pH 7.4, 30°C Homo sapiens
0.2
-
 2-(adenosine-8-thio)-N-(3-chlorophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.21
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(4-chlorophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.22
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(2-chloro-5-pyridyl)acetamide pH 7.4, 30°C Homo sapiens
0.23
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[(4-trifluoromethyl)phenethyl]acetamide pH 7.4, 30°C Homo sapiens
0.25
-
 2-(adenosine-8-thio)-N-(4-bromophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.3
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-trifluoromethylphenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.33
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(3-bromophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.335
-
 2-(adenosine-8-thio)-N-(3-bromophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.35
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-phenethylacetamide pH 7.4, 30°C Homo sapiens
0.35
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-[3-(1-methylindolyl)ethyl]acetamide pH 7.4, 30°C Homo sapiens
0.425
-
 2-(adenosine-8-thio)-N-(3,4-dichlorophenethyl)acetamide pH 7.4, 30°C Homo sapiens
0.525
-
 2-[(5'-azido-5'-deoxyadenosine)-8-thio]-N-(2-benzimidazolylethyl)acetamide pH 7.4, 30°C Homo sapiens
0.775
-
 2-(adenosine-8-thio)-N-[(5-chloro-3-indoyl)ethyl]acetamide pH 7.4, 30°C Homo sapiens

General Information

General Information Comment Organism
drug target nicotinamide adenine dinucleotide kinases are attractive for inhibitor development, since they catalyze the phosphorylation of NAD to NADP, which is an essential step of NADP metabolism Homo sapiens
drug target nicotinamide adenine dinucleotide kinases are attractive for inhibitor development, since they catalyze the phosphorylation of NAD to NADP, which is an essential step of NADP metabolism Listeria monocytogenes serotype 1/2a