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Literature summary for 2.7.1.20 extracted from

  • Long, M.C.; Parker, W.B.
    Structure-activity relationship for nucleoside analogs as inhibitors or substrates of adenosine kinase from Mycobacterium tuberculosis. I. Modifications to the adenine moiety (2006), Biochem. Pharmacol., 71, 1671-1682.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
1-(4-fluorobenzyloxy)-adenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
1-deaza-2-amino-6-chloropurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2'-deoxycoformycin 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2,N6-dimethyladenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2,O6-dimethylinosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
2-(1-ethyn-1-yl)-adenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2-amino-6-oxypurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2-Aminoadenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2-azaadenosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
2-azido-O6-methylinosine 0.1 mM, 10-90% inhibition Homo sapiens
2-azido-O6-methylinosine 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
2-azidoadenosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
2-bromoadenosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
2-chloro-6-methoxypurine riboside 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
2-chloroadenosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
2-chloropurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2-ethyladenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2-fluoro-3-deazaadenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2-fluoro-8-azaadenosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
2-fluoroadenosine 0.1 mM, 10-90% inhibition Homo sapiens
2-fluoroadenosine 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
2-hydroxyadenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2-methyl-6-oxypurine riboside 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
2-methyl-N6-benzoyladenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2-methyl-N6-octyladenosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
2-methyl-S6-phenyl-6-mercaptopurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
2-methyladenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
3-deazaadenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
6-benzylmercaptopurine riboside 0.1 mM, 10-90% inhibition Homo sapiens
6-benzylmercaptopurine riboside 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
6-bromopurine riboside 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
6-Chloropurine riboside 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
6-cyclopentyloxypurine riboside 0.1 mM, 10-90% inhibition Homo sapiens
6-cyclopentyloxypurine riboside 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
6-fluoro-8-aminopurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
6-fluoromethylpurine riboside 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
6-iodopurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
6-mercaptopurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
6-methoxypurine riboside 0.1 mM, 10-90% inhibition Homo sapiens
6-methoxypurine riboside 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
6-Methylmercaptopurine riboside 0.1 mM, 10-90% inhibition Homo sapiens
6-Methylmercaptopurine riboside 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
6-methylpurine riboside 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
6-nitrobenzylmercaptopurine riboside 0.1 mM, 10-90% inhibition Homo sapiens
6-nitrobenzylmercaptopurine riboside 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
7-cyano-7-deazaadenosine 0.001 mM, 10-90% inhibition Homo sapiens
7-cyano-7-deazaadenosine 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
7-deaza-7-carboxamidoadenosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
7-deazaadenosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
7-iodo-7-deazaadenosine 0.0001 mM, 10-90% inhibition Homo sapiens
7-iodo-7-deazaadenosine 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
8-aminopurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
8-aza-9-deazaadenosine 0.1 mM, 10-90% inhibition Homo sapiens
8-aza-9-deazaadenosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
8-azaadenosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
8-azidoadenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
8-azidopurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
8-Bromoadenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
8-bromopurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
8-chloroadenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
8-chloropurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
8-dimethylaminopurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
8-hydroxypurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
8-mercaptopurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
8-methoxypurine riboside 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
9-deazaadenosine 0.01 mM, 10-90% inhibition Mycobacterium tuberculosis
9-[beta-D-ribofuranosyl]purine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
adenosine-N1-oxide 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
cytidine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
N1-benzyladenosine 0.1 mM, 10-90% inhibition Homo sapiens
N1-benzyladenosine 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
N1-ethyladenosine 0.1 mM, 10-90% inhibition Homo sapiens
N1-ethyladenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
N1-methyladenosine 0.1 mM, 10-90% inhibition Homo sapiens
N1-methyladenosine 0.001 mM, 10-90% inhibition Mycobacterium tuberculosis
N1-oxy-N6-methyladenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
N6-aminoadenosine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis
uridine 0.1 mM, 10-90% inhibition Mycobacterium tuberculosis

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Mycobacterium tuberculosis
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + 2-azaadenosine
-
Homo sapiens ADP + 2-azaadenosine 5'-phosphate
-
?
ATP + 2-azaadenosine
-
Mycobacterium tuberculosis ADP + 2-azaadenosine 5'-phosphate
-
?
ATP + 2-chloroadenosine
-
Homo sapiens ADP + 2-chloroadenosine 5'-phosphate
-
?
ATP + 2-chloroadenosine
-
Mycobacterium tuberculosis ADP + 2-chloroadenosine 5'-phosphate
-
?
ATP + 2-fluoroadenosine
-
Homo sapiens ADP + 2-fluoroadenosine 5'-phosphate
-
?
ATP + 2-fluoroadenosine
-
Mycobacterium tuberculosis ADP + 2-fluoroadenosine 5'-phosphate
-
?
ATP + 6-bromopurine riboside
-
Homo sapiens ADP + 6-bromopurine riboside 5'-phosphate
-
?
ATP + 6-chloropurine riboside
-
Homo sapiens ADP + 6-chloropurine riboside 5'-phosphate
-
?
ATP + 6-fluoromethylpurine riboside
-
Homo sapiens ADP + 6-fluoromethylpurine riboside 5'-phosphate
-
?
ATP + 8-aza-9-deazaadenosine
-
Homo sapiens ADP + 8-aza-9-deazaadenosine 5'-phosphate
-
?
ATP + 8-aza-9-deazaadenosine
-
Mycobacterium tuberculosis ADP + 8-aza-9-deazaadenosine 5'-phosphate
-
?
ATP + 8-azaadenosine
-
Homo sapiens ADP + 8-azaadenosine 5'-phosphate
-
?
ATP + 9-[beta-D-ribofuranosyl]-purine
-
Homo sapiens ADP + 9-[beta-D-ribofuranosyl]-purine 5'-phosphate
-
?
ATP + adenosine
-
Homo sapiens ADP + AMP
-
?
ATP + adenosine
-
Mycobacterium tuberculosis ADP + AMP
-
?
ATP + adenosine-N1-oxide
-
Homo sapiens ADP + adenosine-N1-oxide 5'-phosphate
-
?
ATP + N1-oxy-N6-methyladenosine
-
Homo sapiens ADP + N1-oxy-N6-methyladenosine 5'-phosphate
-
?

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00015
-
6-cyclopentyloxypurine riboside
-
Homo sapiens
0.00015
-
6-cyclopentyloxypurine riboside
-
Mycobacterium tuberculosis
0.00019
-
N1-benzyladenosine
-
Homo sapiens
0.00019
-
N1-benzyladenosine
-
Mycobacterium tuberculosis
0.00021
-
7-iodo-7-deazaadenosine
-
Homo sapiens
0.00021
-
7-iodo-7-deazaadenosine
-
Mycobacterium tuberculosis
0.0005
-
2-fluoroadenosine
-
Homo sapiens
0.0005
-
2-fluoroadenosine
-
Mycobacterium tuberculosis
0.0058
-
8-aza-9-deazaadenosine
-
Homo sapiens
0.0058
-
8-aza-9-deazaadenosine
-
Mycobacterium tuberculosis