Detailed information for compound 1853641

Basic information

Technical information
  • TDR Targets ID: 1853641
  • Name: 4-[[2-[(E)-(3-methyl-5-oxo-1-phenylpyrazol-4- ylidene)methyl]phenoxy]methyl]benzoic acid
  • MW: 412.437 | Formula: C25H20N2O4
  • H donors: 1 H acceptors: 3 LogP: 4.39 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC1=NN(C(=O)/C/1=C/c1ccccc1OCc1ccc(cc1)C(=O)O)c1ccccc1
  • InChi: 1S/C25H20N2O4/c1-17-22(24(28)27(26-17)21-8-3-2-4-9-21)15-20-7-5-6-10-23(20)31-16-18-11-13-19(14-12-18)25(29)30/h2-15H,16H2,1H3,(H,29,30)/b22-15+
  • InChiKey: VCMQJKNKSZPWDE-PXLXIMEGSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[[2-[(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]phenoxy]methyl]benzoic acid
  • 4-[[2-[(3-methyl-5-oxo-1-phenyl-pyrazol-4-ylidene)methyl]phenoxy]methyl]benzoic acid
  • 4-[[2-[(E)-(3-methyl-5-oxo-1-phenyl-pyrazol-4-ylidene)methyl]phenoxy]methyl]benzoic acid
  • 4-[[2-[(3-methyl-5-oxo-1-phenyl-4-pyrazolylidene)methyl]phenoxy]methyl]benzoic acid
  • 4-[[2-[(E)-(3-methyl-5-oxo-1-phenyl-4-pyrazolylidene)methyl]phenoxy]methyl]benzoic acid
  • 4-[[2-[(5-keto-3-methyl-1-phenyl-pyrazol-4-ylidene)methyl]phenoxy]methyl]benzoic acid
  • 4-[[2-[(E)-(5-keto-3-methyl-1-phenyl-pyrazol-4-ylidene)methyl]phenoxy]methyl]benzoic acid
  • STK168146
  • AM-879/15039150

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens farnesyltransferase, CAAX box, alpha Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni protein farnesyltransferase alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Candida albicans alpha subunit shared by C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) and farnesyltransferase (Ram2p+Ram1p) Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium berghei protein farnesyltransferase subunit alpha, putative Get druggable targets OG5_128459 All targets in OG5_128459
Theileria parva hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Candida albicans alpha subunit shared by C terminal CaaX Geranylgeranyltransferase I (Ram2p+Cdc43p) and farnesyltransferase (Ram2p+Ram1p) Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Giardia lamblia Rab geranylgeranyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium knowlesi protein farnesyltransferase subunit alpha, putative Get druggable targets OG5_128459 All targets in OG5_128459
Toxoplasma gondii hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein Get druggable targets OG5_128459 All targets in OG5_128459
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium vivax prenyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Schistosoma japonicum ko:K05954 farnesyltransferase, CAAX box, alpha [EC:2.5.1.58 2.5.1.59], putative Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Neospora caninum hypothetical protein Get druggable targets OG5_128459 All targets in OG5_128459
Echinococcus granulosus protein farnesyltransferase alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative Get druggable targets OG5_128459 All targets in OG5_128459
Cryptosporidium hominis farnesyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Plasmodium falciparum protein farnesyltransferase subunit alpha Get druggable targets OG5_128459 All targets in OG5_128459
Cryptosporidium parvum farnesyltransferase Get druggable targets OG5_128459 All targets in OG5_128459
Echinococcus multilocularis protein farnesyltransferase alpha subunit Get druggable targets OG5_128459 All targets in OG5_128459
Babesia bovis protein prenyltransferase alpha subunit repeat domain containing protein Get druggable targets OG5_128459 All targets in OG5_128459
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major hypothetical protein, conserved 0.0084 0.0518 1
Leishmania major hypothetical protein, conserved 0.0084 0.0518 1
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0357 0.3328 0.3328
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.1637 1
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative 0.0193 0.1637 1
Giardia lamblia Glycerol-3-phosphate dehydrogenase 0.0084 0.0518 0.2375
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0084 0.0518 1
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.005 0.017 0.1036
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.005 0.017 0.3274
Loa Loa (eye worm) hypothetical protein 0.0084 0.0518 0.0518
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0084 0.0518 1
Schistosoma mansoni fad oxidoreductase 0.0084 0.0518 0.0518
Leishmania major glycerol-3-phosphate dehydrogenase-like protein 0.0084 0.0518 1
Onchocerca volvulus Putative fad oxidoreductase 0.0084 0.0518 0.2704
Trypanosoma cruzi FAD dependent oxidoreductase, putative 0.0084 0.0518 1
Schistosoma mansoni ATP:guanidino kinase (Smc74) 0.0084 0.0518 0.0518
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao 0.0923 0.9138 1
Echinococcus multilocularis protein farnesyltransferase alpha subunit 0.0193 0.1637 0.4919
Echinococcus granulosus glycerol 3 phosphate dehydrogenase 0.0084 0.0518 0.1557
Loa Loa (eye worm) hypothetical protein 0.0175 0.1459 0.1459
Schistosoma mansoni protein farnesyltransferase alpha subunit 0.0193 0.1637 0.1637
Schistosoma mansoni fad oxidoreductase 0.0084 0.0518 0.0518
Mycobacterium ulcerans D-amino acid oxidase Aao 0.1007 1 1
Echinococcus granulosus protein prenyltransferase alpha subunit 0.005 0.017 0.051
Plasmodium vivax protein prenyltransferase alpha subunit, putative 0.005 0.017 0.1036
Brugia malayi hypothetical protein 0.0175 0.1459 0.891
Plasmodium falciparum protein farnesyltransferase subunit alpha 0.0193 0.1637 1
Giardia lamblia Rab geranylgeranyltransferase 0.0193 0.1637 1
Schistosoma mansoni glycerol-3-phosphate dehydrogenase 0.0084 0.0518 0.0518
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0193 0.1637 1
Echinococcus multilocularis glycerol 3 phosphate dehydrogenase 0.0084 0.0518 0.1557
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.005 0.017 0.017
Loa Loa (eye worm) hypothetical protein 0.0084 0.0518 0.0518
Onchocerca volvulus Dimethylglycine dehydrogenase, mitochondrial homolog 0.0084 0.0518 0.2704
Echinococcus multilocularis geranylgeranyl transferase type 2 subunit alpha 0.005 0.017 0.051
Brugia malayi cDNA sequence BC016226 0.0084 0.0518 0.3165
Toxoplasma gondii hypothetical protein 0.0143 0.1124 1
Chlamydia trachomatis D-amino acid dehydrogenase 0.0084 0.0518 0.5
Trypanosoma brucei protein farnesyltransferase alpha subunit, putative 0.005 0.017 0.3274
Schistosoma mansoni hypothetical protein 0.0357 0.3328 0.3328
Mycobacterium leprae PROBABLE D-AMINO ACID OXIDASE AAO 0.1007 1 1
Toxoplasma gondii hypothetical protein 0.005 0.017 0.151
Trypanosoma brucei FAD dependent oxidoreductase, putative 0.0084 0.0518 1
Trypanosoma cruzi Present in the outer mitochondrial membrane proteome 20 0.0084 0.0518 1
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0193 0.1637 0.1637
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0084 0.0518 1
Echinococcus granulosus protein farnesyltransferase alpha subunit 0.0193 0.1637 0.4919
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0193 0.1637 1
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), mitochondrial 0.0084 0.0518 1
Brugia malayi pyruvate dehydrogenase phosphatase regulatory subunit precursor 0.0084 0.0518 0.3165
Plasmodium vivax prenyltransferase alpha subunit, putative 0.0193 0.1637 1
Trypanosoma brucei hypothetical protein, conserved 0.005 0.017 0.3274
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0084 0.0518 1
Toxoplasma gondii FAD-dependent glycerol-3-phosphate dehydrogenase 0.0084 0.0518 0.4612
Trypanosoma brucei L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0084 0.0518 1
Plasmodium falciparum geranylgeranyl transferase type-2 subunit alpha, putative 0.005 0.017 0.1036
Trypanosoma brucei electron transfer flavoprotein-ubiquinone oxidoreductase, putative 0.0084 0.0518 1
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.005 0.017 0.3274
Echinococcus granulosus snurportin 1 0.0357 0.3328 1
Loa Loa (eye worm) glycerol-3-phosphate dehydrogenase 0.0084 0.0518 0.0518
Echinococcus multilocularis snurportin 1 0.0357 0.3328 1
Entamoeba histolytica anaerobic glycerol-3-phosphate dehydrogenase subunit A, putative 0.0084 0.0518 0.2375
Echinococcus granulosus FAD dependent oxidoreductase domain containing protein 0.0084 0.0518 0.1557
Toxoplasma gondii hypothetical protein 0.0084 0.0518 0.4612
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0193 0.1637 1
Schistosoma mansoni d-amino acid oxidase 0.1007 1 1
Brugia malayi RE18450p 0.0084 0.0518 0.3165
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0084 0.0518 1
Plasmodium falciparum FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.0084 0.0518 0.3165
Echinococcus granulosus geranylgeranyl transferase type 2 subunit alpha 0.005 0.017 0.051
Brugia malayi dimethylglycine dehydrogenase, mitochondrial precursor, putative 0.0084 0.0518 0.3165
Schistosoma mansoni NAD dehydrogenase 0.0084 0.0518 0.0518
Loa Loa (eye worm) hypothetical protein 0.0084 0.0518 0.0518
Echinococcus multilocularis FAD dependent oxidoreductase domain containing protein 0.0084 0.0518 0.1557
Onchocerca volvulus 0.0175 0.1459 1
Echinococcus multilocularis protein prenyltransferase alpha subunit 0.005 0.017 0.051
Entamoeba histolytica NAD(FAD)-dependent dehydrogenase, putative 0.0084 0.0518 0.2375
Brugia malayi RNA, U transporter 1 0.0095 0.0634 0.3874
Onchocerca volvulus Pyruvate dehydrogenase phosphatase regulatory subunit, mitochondrial homolog 0.0084 0.0518 0.2704
Plasmodium vivax FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.0084 0.0518 0.3165
Loa Loa (eye worm) hypothetical protein 0.0193 0.1637 0.1637
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.005 0.017 0.017
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase, putative 0.0084 0.0518 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0143 0.1124 0.65

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 2.58 uM Inhibition of human FTase using farnesyl pyrophosphate as substrate by fluorescent assay ChEMBL. No reference
IC50 (functional) = 38.89 uM Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

No literature references available for this target.

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