Any feedback?
Literature summary for 4.1.3.36 extracted from
- Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis (2010), Bioorg. Med. Chem. Lett., 20, 6306-6309.
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
- |
Mycobacterium tuberculosis |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| (3Z)-3-(3,3-dimethyl-2-oxobutylidene)-3,4-dihydro-2H-1,4-benzoxazin-2-one | 68.4% inhibition at 0.125 mg/ml, 0.00015 mM o-succinylbenzoate , pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis |  |
| (3Z)-3-(3,3-dimethyl-2-oxobutylidene)-6-(ethylsulfonyl)-3,4-dihydro-2H-1,4-benzoxazin-2-one | 60.3% inhibition at 0.125 mg/ml, 0.00015 mM o-succinylbenzoate, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | |
| (3Z)-6-chloro-3-(4-methyl-2-oxopentylidene)-3,4-dihydro-2H-1,4-benzoxazin-2-one | 98% inhibition at 0.125 mg/ml, 0.00015 mM o-succinylbenzoate, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | |
| (3Z)-6-methyl-3-(4-methyl-2-oxopentylidene)-3,4-dihydro-2H-1,4-benzoxazin-2-one | 77.3% inhibition at 0.125 mg/ml, 0.00015 mM o-succinylbenzoate, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | |
| methyl (2Z)-(2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | - |
Mycobacterium tuberculosis | |
| methyl (2Z)-(5-methyl-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | - |
Mycobacterium tuberculosis | |
| methyl (2Z)-(6-chloro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | - |
Mycobacterium tuberculosis | |
| methyl (2Z)-(6-fluoro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | - |
Mycobacterium tuberculosis | |
| methyl (2Z)-(6-methyl-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | - |
Mycobacterium tuberculosis | |
| methyl (2Z)-(6-nitro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | - |
Mycobacterium tuberculosis | |
| methyl (2Z)-(7-chloro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | - |
Mycobacterium tuberculosis | |
| methyl (2Z)-(7-fluoro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | - |
Mycobacterium tuberculosis | |
| methyl (2Z)-(7-methyl-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | - |
Mycobacterium tuberculosis | |
| methyl (2Z)-(7-nitro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | - |
Mycobacterium tuberculosis | |
| methyl (2Z)-[6-(ethylsulfonyl)-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene]ethanoate | - |
Mycobacterium tuberculosis | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Mycobacterium tuberculosis | - |
- |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
- |
Mycobacterium tuberculosis |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| o-succinylbenzoyl-CoA | - |
Mycobacterium tuberculosis | 1,4-dihydroxy-2-naphthoyl-CoA + H2O | - |
? | |
Subunits
| Subunits | Comment | Organism |
|---|---|---|
| hexamer | - |
Mycobacterium tuberculosis |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| 1,4-dihydroxy-2-naphthoyl-CoA synthase | - |
Mycobacterium tuberculosis |
Ki Value [mM]
| Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.0091 | - |
methyl (2Z)-(2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | non-competitive inhibitor, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | |
| 0.0115 | - |
methyl (2Z)-(6-fluoro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | non-competitive inhibitor , pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | |
| 0.0225 | - |
methyl (2Z)-(6-chloro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | non-competitive inhibitor, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.01 | - |
non-competitive inhibitor Ki' = 0.067 mM, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | methyl (2Z)-(2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | |
| 0.0179 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | methyl (2Z)-[6-(ethylsulfonyl)-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene]ethanoate | |
| 0.0182 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | methyl (2Z)-(7-methyl-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | |
| 0.0203 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | methyl (2Z)-(7-nitro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | |
| 0.0231 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | methyl (2Z)-(6-methyl-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | |
| 0.0241 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | methyl (2Z)-(5-methyl-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | |
| 0.027 | - |
non-competitive inhibitor Ki' = 0.0101 mM, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | methyl (2Z)-(6-fluoro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | |
| 0.0282 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | methyl (2Z)-(6-nitro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | |
| 0.03 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | methyl (2Z)-(7-fluoro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | |
| 0.0357 | - |
pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | methyl (2Z)-(7-chloro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | |
| 0.0463 | - |
non-competitive inhibitor Ki' = 0.0185 mM, pH not specified in the publication, temperature not specified in the publication | Mycobacterium tuberculosis | methyl (2Z)-(6-chloro-2-oxo-2H-1,4-benzoxazin-3(4H)-ylidene)ethanoate | |
Use of this online version of BRENDA is free under the CC BY 4.0 license. See terms of use for full details.
Release 2023.1 (January 2023)
Legal
Curated at
Member of
