Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(Z)-N-(2-isopropoxyphenyl)-2-oxo-2-((3-(trifluoromethyl)cyclohexyl)amino)acetimidic acid | 83% inhibition at 0.01 mg/ml; 83% inhibition at 0.01 mg/ml | Mycobacterium tuberculosis | |
1-[4-[2-(2,5-dimethylbenzene-1-sulfonyl)ethyl]piperazin-1-yl]-4-methylpentan-1-one | - |
Mycobacterium tuberculosis | |
2-(2-acetyl-5-methoxyphenoxy)-N-(1-phenylethyl)propanamide | - |
Mycobacterium tuberculosis | |
2-([2-[(5-ethyl-4-propyl-1,3-thiazol-2-yl)amino]-2-oxoethyl]sulfanyl)-N-(5-methyl-1,2-oxazol-3-yl)propanamide | - |
Mycobacterium tuberculosis | |
2-oxo-6-phenyl-N-[2-[(prop-2-en-1-yl)carbamoyl]phenyl]-1,2-dihydropyridine-3-carboxamide | - |
Mycobacterium tuberculosis | |
3-[3-(2,3-dimethylcyclohexyl)-2-oxopropanamido]-N,2-dimethylbenzamide | - |
Mycobacterium tuberculosis | |
4-(bicyclo[2.2.1]heptan-2-yl)-N-(2-methoxy-5-nitrophenyl)-2-oxopentanamide | - |
Mycobacterium tuberculosis | |
4-fluoro-N-(2H-indazol-6-yl)-3-(pyrrolidine-1-sulfonyl)benzamide | - |
Mycobacterium tuberculosis | |
amiclenomycin | - |
Mycobacterium tuberculosis | |
isopropyl 3-(2-(cyclopentanecarboxamido)propanamido)-3-(4-tolyl)propanoate | about 25% inhibition at 0.01 mg/ml | Mycobacterium tuberculosis | |
isopropyl 3-(2-(cyclopentanecarboxamido)propanamido)-3-(p-tolyl)propanoate | - |
Mycobacterium tuberculosis | |
additional information | generation of a structure-based pharmacophore model using the three-dimensional crystal structure of DAPA synthase (BioA) (PDB ID: 3TFU), structure optimaztion and computational screening, virtual screening of compound libraries, docking study and enzyme-inhibitor-interaction analysis, overview; not inhibited by rifampicin | Mycobacterium tuberculosis | |
N-(1-isobutyl-1H-pyrazol-5-yl)-5-((2-methoxyphenoxy)methyl)furan-2-carboxamide | about 10% inhibition at 0.01 mg/ml | Mycobacterium tuberculosis | |
N-(2-[[2-(2,6-dichlorophenyl)ethyl]amino]-2-oxoethyl)-2-methylbenzamide | - |
Mycobacterium tuberculosis | |
N-(tert-butylcarbamoyl)-N2-[2-(3,5-dimethylpiperidine-1-carbonyl)phenyl]glycinamide | - |
Mycobacterium tuberculosis | |
N-ethyl-N-[(3-methylphenyl)methyl]-N'-[2-(morpholin-4-yl)-2-(oxolan-3-yl)ethyl]urea | - |
Mycobacterium tuberculosis | |
N-[(1-methyl-1H-imidazol-2-yl)(phenyl)methyl]-2-(propane-1-sulfonyl)acetamide | - |
Mycobacterium tuberculosis | |
N-[1-(butan-2-yl)-1H-pyrazol-5-yl]-5-(diethylsulfamoyl)-2-fluorobenzamide | - |
Mycobacterium tuberculosis | |
N-[4-[(2,6-dimethylmorpholin-4-yl)methyl]-1,3-thiazol-2-yl]-2-(2,4-dimethyl-6-oxo-1,6-dihydropyrimidin-5-yl)acetamide | - |
Mycobacterium tuberculosis | |
N1-(2,3-dimethylcyclohexyl)-N2-(2-methyl-5-(methylcarbamoyl)phenyl)oxalamide | about 75% inhibition at 0.01 mg/ml | Mycobacterium tuberculosis |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
pimeloyl-[acyl-carrier protein] + L-alanine | Mycobacterium tuberculosis | - |
8-amino-7-oxononanoate + CO2 + holo-[acyl-carrier protein] | - |
? | |
pimeloyl-[acyl-carrier protein] + L-alanine | Mycobacterium tuberculosis ATCC 25177 | - |
8-amino-7-oxononanoate + CO2 + holo-[acyl-carrier protein] | - |
? | |
S-adenosyl-L-methionine + 8-amino-7-oxononanoate | Mycobacterium tuberculosis | - |
S-adenosyl-4-(methylsulfanyl)-2-oxobutanoate + 7,8-diaminononanoate | - |
? | |
S-adenosyl-L-methionine + 8-amino-7-oxononanoate | Mycobacterium tuberculosis H37Rv | - |
S-adenosyl-4-(methylsulfanyl)-2-oxobutanoate + 7,8-diaminononanoate | - |
? | |
S-adenosyl-L-methionine + 8-amino-7-oxononanoate | Mycobacterium tuberculosis ATCC 25618 | - |
S-adenosyl-4-(methylsulfanyl)-2-oxobutanoate + 7,8-diaminononanoate | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Mycobacterium tuberculosis | A5U255 | - |
- |
Mycobacterium tuberculosis | P9WQ81 | - |
- |
Mycobacterium tuberculosis ATCC 25177 | A5U255 | - |
- |
Mycobacterium tuberculosis ATCC 25618 | P9WQ81 | - |
- |
Mycobacterium tuberculosis H37Rv | P9WQ81 | - |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
pimeloyl-[acyl-carrier protein] + L-alanine | - |
Mycobacterium tuberculosis | 8-amino-7-oxononanoate + CO2 + holo-[acyl-carrier protein] | - |
? | |
pimeloyl-[acyl-carrier protein] + L-alanine | - |
Mycobacterium tuberculosis ATCC 25177 | 8-amino-7-oxononanoate + CO2 + holo-[acyl-carrier protein] | - |
? | |
S-adenosyl-L-methionine + 8-amino-7-oxononanoate | - |
Mycobacterium tuberculosis | S-adenosyl-4-(methylsulfanyl)-2-oxobutanoate + 7,8-diaminononanoate | - |
? | |
S-adenosyl-L-methionine + 8-amino-7-oxononanoate | - |
Mycobacterium tuberculosis H37Rv | S-adenosyl-4-(methylsulfanyl)-2-oxobutanoate + 7,8-diaminononanoate | - |
? | |
S-adenosyl-L-methionine + 8-amino-7-oxononanoate | - |
Mycobacterium tuberculosis ATCC 25618 | S-adenosyl-4-(methylsulfanyl)-2-oxobutanoate + 7,8-diaminononanoate | - |
? |
Synonyms | Comment | Organism |
---|---|---|
7,8-diaminopelargonic acid aminotransferase | - |
Mycobacterium tuberculosis |
7,8-diaminopelargonic acid synthase | - |
Mycobacterium tuberculosis |
bioA | - |
Mycobacterium tuberculosis |
DAPA synthase | - |
Mycobacterium tuberculosis |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
pyridoxal 5'-phosphate | - |
Mycobacterium tuberculosis | |
pyridoxal 5'-phosphate | PLP, invariant residue Lys283 is covalently linked to the PLP cofactor | Mycobacterium tuberculosis |
General Information | Comment | Organism |
---|---|---|
metabolism | enzyme 7,8-diaminopelargonic acid aminotransferase (BioA) in Mycobacterium tuberculosis is primarily involved in the lipid biosynthesis pathway | Mycobacterium tuberculosis |