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Literature summary for 2.5.1.58 extracted from
- Synthesis and biological evaluation of a new series of N-ylides as protein farnesyltransferase inhibitors (2013), Bioorg. Med. Chem. Lett., 23, 5887-5892.
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 1-(1-[3,4-bis[(hydroxyacetyl)amino]phenyl]-4,4-dicyano-1-oxobut-3-en-2-yl)-3-(dimethylamino)pyridinium | - |
Homo sapiens |  |
| 1-(4,4-dicyano-1-oxo-1-phenylbut-3-en-2-yl)-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-(4,4-dicyano-1-oxo-1-phenylbut-3-en-2-yl)-3-methylpyridinium | - |
Homo sapiens | |
| 1-[(3Z)-1-(4-bromophenyl)-4-cyano-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[(3Z)-1-(4-chlorophenyl)-4-cyano-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[(3Z)-1-[3,4-bis[(hydroxyacetyl)amino]phenyl]-4-cyano-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-1-(3,4-dimethoxyphenyl)-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-methoxypyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-1-(4-cyanophenyl)-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-1-(4-fluorophenyl)-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-5,5-dihydroxy-1-(4-methoxyphenyl)-1-oxohept-3-en-2-yl]-2,4-dimethylpyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-5,5-dihydroxy-1-(4-methoxyphenyl)-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-5,5-dihydroxy-1-(4-methoxyphenyl)-1-oxohept-3-en-2-yl]-3-methoxypyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-5,5-dihydroxy-1-(4-methylphenyl)-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-5,5-dihydroxy-1-(4-nitrophenyl)-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-5,5-dihydroxy-1-oxo-1-(3,4,5-trimethoxyphenyl)hept-3-en-2-yl]-2,4-dimethylpyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-5,5-dihydroxy-1-oxo-1-(3,4,5-trimethoxyphenyl)hept-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-5,5-dihydroxy-1-oxo-1-phenylhept-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[(3Z)-4-cyano-5,5-dihydroxy-1-oxo-1-phenylhept-3-en-2-yl]-3-methylpyridinium | - |
Homo sapiens | |
| 1-[1-(4-bromophenyl)-4,4-dicyano-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[1-(4-chlorophenyl)-4,4-dicyano-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[4,4-dicyano-1-(3,4-dimethoxyphenyl)-1-oxobut-3-en-2-yl]-3-methoxypyridinium | - |
Homo sapiens | |
| 1-[4,4-dicyano-1-(4-cyanophenyl)-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[4,4-dicyano-1-(4-fluorophenyl)-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[4,4-dicyano-1-(4-methoxyphenyl)-1-oxobut-3-en-2-yl]-2,4-dimethylpyridinium | - |
Homo sapiens | |
| 1-[4,4-dicyano-1-(4-methoxyphenyl)-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[4,4-dicyano-1-(4-methoxyphenyl)-1-oxobut-3-en-2-yl]-3-methoxypyridinium | - |
Homo sapiens | |
| 1-[4,4-dicyano-1-(4-methylphenyl)-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[4,4-dicyano-1-(4-nitrophenyl)-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| 1-[4,4-dicyano-1-oxo-1-(3,4,5-trimethoxyphenyl)but-3-en-2-yl]-2,4-dimethylpyridinium | - |
Homo sapiens | |
| 1-[4,4-dicyano-1-oxo-1-(3,4,5-trimethoxyphenyl)but-3-en-2-yl]-3-(dimethylamino)pyridinium | - |
Homo sapiens | |
| BMS-214662 | - |
Homo sapiens | |
| L-778123 | - |
Homo sapiens | |
| lonafarnib | SCH-66336 | Homo sapiens | |
| additional information | synthesis of a family of 30 benzoylated N-ylides and evaluation for the inhibitory activity on human protein farnesyltransferase. Most of these novel compounds posses in vitro inhibition potencies in the micromolar range. The nature of the substituents on the pyridine and phenyl units proves to be important in determining inhibitory activity and generally, the replacement of the cyanoacrylonitrile function by a cyanoethylacrylate group decreases the biological potential on farnesyltransferase, structure-activity relationship, overview | Homo sapiens | |
| SCH-226374 | - |
Homo sapiens | |
| tipifarnib | R-115777 | Homo sapiens | |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| Zn2+ | zinc metalloenzyme | Homo sapiens | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Homo sapiens | - |
- |
- |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.0125 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[1-(4-chlorophenyl)-4,4-dicyano-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0145 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[4,4-dicyano-1-(4-methylphenyl)-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0156 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[4,4-dicyano-1-oxo-1-(3,4,5-trimethoxyphenyl)but-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0197 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[1-(4-bromophenyl)-4,4-dicyano-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0201 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[4,4-dicyano-1-oxo-1-(3,4,5-trimethoxyphenyl)but-3-en-2-yl]-2,4-dimethylpyridinium | |
| 0.0208 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[(3Z)-4-cyano-1-(3,4-dimethoxyphenyl)-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-methoxypyridinium | |
| 0.0222 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[4,4-dicyano-1-(4-methoxyphenyl)-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0236 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[4,4-dicyano-1-(4-fluorophenyl)-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0239 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[(3Z)-4-cyano-1-(4-cyanophenyl)-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0259 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-(1-[3,4-bis[(hydroxyacetyl)amino]phenyl]-4,4-dicyano-1-oxobut-3-en-2-yl)-3-(dimethylamino)pyridinium | |
| 0.0273 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[4,4-dicyano-1-(4-methoxyphenyl)-1-oxobut-3-en-2-yl]-3-methoxypyridinium | |
| 0.0274 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[4,4-dicyano-1-(4-methoxyphenyl)-1-oxobut-3-en-2-yl]-2,4-dimethylpyridinium | |
| 0.0282 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[4,4-dicyano-1-(4-nitrophenyl)-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0309 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[(3Z)-4-cyano-5,5-dihydroxy-1-oxo-1-phenylhept-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0314 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[4,4-dicyano-1-(3,4-dimethoxyphenyl)-1-oxobut-3-en-2-yl]-3-methoxypyridinium | |
| 0.0319 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[(3Z)-1-(4-chlorophenyl)-4-cyano-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0364 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[(3Z)-1-(4-bromophenyl)-4-cyano-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0435 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[(3Z)-4-cyano-5,5-dihydroxy-1-oxo-1-(3,4,5-trimethoxyphenyl)hept-3-en-2-yl]-2,4-dimethylpyridinium | |
| 0.0436 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[(3Z)-4-cyano-5,5-dihydroxy-1-(4-methylphenyl)-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0462 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-(4,4-dicyano-1-oxo-1-phenylbut-3-en-2-yl)-3-(dimethylamino)pyridinium | |
| 0.0462 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[4,4-dicyano-1-(4-cyanophenyl)-1-oxobut-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.048 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[(3Z)-4-cyano-5,5-dihydroxy-1-oxo-1-(3,4,5-trimethoxyphenyl)hept-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0623 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[(3Z)-4-cyano-1-(4-fluorophenyl)-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 0.0627 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[(3Z)-4-cyano-5,5-dihydroxy-1-(4-methoxyphenyl)-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | |
| 55.22 | - |
pH and temperature not specified in the publication | Homo sapiens | 1-[(3Z)-1-[3,4-bis[(hydroxyacetyl)amino]phenyl]-4-cyano-5,5-dihydroxy-1-oxohept-3-en-2-yl]-3-(dimethylamino)pyridinium | |
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