Detailed information for compound 344162

Basic information

Technical information
  • TDR Targets ID: 344162
  • Name: [2-(3-phenylanilino)-1-phosphonoethyl]phospho nic acid
  • MW: 357.235 | Formula: C14H17NO6P2
  • H donors: 5 H acceptors: 6 LogP: 0.59 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: OP(=O)(C(P(=O)(O)O)CNc1cccc(c1)c1ccccc1)O
  • InChi: 1S/C14H17NO6P2/c16-22(17,18)14(23(19,20)21)10-15-13-8-4-7-12(9-13)11-5-2-1-3-6-11/h1-9,14-15H,10H2,(H2,16,17,18)(H2,19,20,21)
  • InChiKey: ZZAHNSHQUCHSBD-UHFFFAOYSA-N  

Network

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Synonyms

  • [2-(3-phenylanilino)-1-phosphono-ethyl]phosphonic acid
  • [2-[(3-phenylphenyl)amino]-1-phosphono-ethyl]phosphonic acid
  • [2-[(3-phenylphenyl)amino]-1-phosphonoethyl]phosphonic acid
  • AIDS-257730
  • AIDS257730
  • Phosphonic acid, [2-([1,1'-biphenyl]-3-ylamino)ethylidene]bis-

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Trypanosoma cruzi hexokinase, putative Starlite/ChEMBL References
Trypanosoma cruzi hexokinase, putative Curated by TDR Targets No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Hexokinase family protein Get druggable targets OG5_126743 All targets in OG5_126743
Cryptosporidium hominis hexokinase i Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus multilocularis hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma brucei hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Plasmodium yoelii hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus granulosus hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma brucei gambiense hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Onchocerca volvulus Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans similar to D.occidentalis hexokinase HXK which is able to phosphorylate glucose and fructose Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania donovani hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania braziliensis hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Schistosoma mansoni hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Plasmodium falciparum hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus granulosus hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Schistosoma japonicum ko:K00844 hexokinase [EC2.7.1.1], putative Get druggable targets OG5_126743 All targets in OG5_126743
Onchocerca volvulus Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus granulosus hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Entamoeba histolytica hexokinase 2 Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma brucei gambiense hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus granulosus hexokinase type 2 Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania infantum hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus multilocularis hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma brucei hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania mexicana hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126743 All targets in OG5_126743
Theileria parva hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Neospora caninum cDNA FLJ57348, highly similar to Homo sapiens hexokinase domain containing 1 (HKDC1), mRNA, related Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania major hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Theileria parva hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans similar to D.occidentalis hexokinase HXK which is able to phosphorylate glucose and fructose Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus multilocularis hexokinase type 2 Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma cruzi hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Treponema pallidum hexokinase (hxk) Get druggable targets OG5_126743 All targets in OG5_126743
Plasmodium berghei hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Cryptosporidium parvum hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Loa Loa (eye worm) hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Onchocerca volvulus Get druggable targets OG5_126743 All targets in OG5_126743
Brugia malayi hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Plasmodium vivax hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma brucei hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Loa Loa (eye worm) hexokinase type II Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma cruzi hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Entamoeba histolytica hexokinase 1 Get druggable targets OG5_126743 All targets in OG5_126743
Loa Loa (eye worm) hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Trypanosoma congolense hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Babesia bovis hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Echinococcus multilocularis hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Plasmodium knowlesi hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania infantum hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania mexicana hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Leishmania major hexokinase, putative Get druggable targets OG5_126743 All targets in OG5_126743
Toxoplasma gondii hexokinase Get druggable targets OG5_126743 All targets in OG5_126743
Candida albicans one of four closely related hexokinase-like genes similar to P.angusta GLK1 and to S. cerevisiae Glucokinase GLK1 (YCL040W) Get druggable targets OG5_126743 All targets in OG5_126743

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 hexokinase, putative 0.0192 0.338 0.5
Loa Loa (eye worm) hexokinase 0.0192 0.338 0.338
Schistosoma mansoni voltage-gated potassium channel 0.0449 1 1
Trypanosoma brucei hexokinase, putative 0.0192 0.338 0.5
Trypanosoma cruzi hexokinase, putative 0.0192 0.338 0.5
Entamoeba histolytica hexokinase 2 0.0192 0.338 0.5
Trypanosoma brucei hexokinase 0.0192 0.338 0.5
Entamoeba histolytica hexokinase 1 0.0192 0.338 0.5
Loa Loa (eye worm) hexokinase type II 0.0192 0.338 0.338
Brugia malayi Hexokinase family protein 0.0192 0.338 0.338
Brugia malayi hexokinase 0.0192 0.338 0.338
Onchocerca volvulus 0.0192 0.338 1
Schistosoma mansoni voltage-gated potassium channel 0.0449 1 1
Treponema pallidum hexokinase (hxk) 0.0192 0.338 0.5
Onchocerca volvulus 0.0192 0.338 1
Echinococcus granulosus potassium voltage gated channel protein 0.0449 1 1
Plasmodium falciparum hexokinase 0.0192 0.338 0.5
Trypanosoma cruzi hexokinase, putative 0.0192 0.338 0.5
Echinococcus granulosus potassium voltage gated channel subfamily A 0.0449 1 1
Onchocerca volvulus 0.0192 0.338 1
Trypanosoma brucei hexokinase 0.0192 0.338 0.5
Echinococcus multilocularis potassium voltage gated channel subfamily A 0.043 0.9494 0.9236
Toxoplasma gondii hexokinase 0.0192 0.338 0.5
Loa Loa (eye worm) hexokinase 0.0192 0.338 0.338
Loa Loa (eye worm) hexokinase 0.0121 0.1533 0.1533
Leishmania major hexokinase, putative 0.0192 0.338 0.5
Loa Loa (eye worm) hypothetical protein 0.0449 1 1
Brugia malayi Hexokinase family protein 0.0121 0.1533 0.1533
Plasmodium vivax hexokinase, putative 0.0192 0.338 0.5
Echinococcus multilocularis potassium voltage gated channel protein 0.0449 1 1
Loa Loa (eye worm) hypothetical protein 0.0131 0.1804 0.1804

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = -5.46 Inhibitory activity against Trypanosoma cruzi hexokinase ChEMBL. 16392806
IC50 (binding) = 0.81 uM Inhibition of Trypanosoma cruzi hexokinase ChEMBL. 17329254
IC50 (binding) = 0.81 uM Inhibition of Trypanosoma cruzi hexokinase ChEMBL. 17329254
IC50 (binding) = 3.47 uM Inhibitory activity against Trypanosoma cruzi hexokinase ChEMBL. 16392806
IC50 (binding) = 3.47 uM Inhibitory activity against Trypanosoma cruzi hexokinase ChEMBL. 16392806
IC50 (binding) = 29.7 uM Inhibition of recombinant trypanosoma brucei soluble vacuolar pyrophosphatase expressed in escherichia coli ChEMBL. 16162013
IC50 (binding) = 29.7 uM Inhibition of recombinant trypanosoma brucei soluble vacuolar pyrophosphatase expressed in escherichia coli ChEMBL. 16162013
IC50 (functional) = 62 uM Cytotoxicity to Dictyostelium discoideum ChEMBL. 16392806
IC50 (functional) = 62 uM Cytotoxicity to Dictyostelium discoideum ChEMBL. 16392806
IC50 (ADMET) > 300 uM Toxicity against human MCF7 cells assessed as growth inhibition by broth microdilution method ChEMBL. 18789701
IC50 (ADMET) > 300 uM Toxicity against human SF268 cells assessed as growth inhibition by broth microdilution method ChEMBL. 18789701
IC50 (ADMET) > 300 uM Toxicity against human NCI-H460 cells assessed as growth inhibition by broth microdilution method ChEMBL. 18789701
LD50 (functional) >= 560 uM Cytotoxicity in human nasopharyngeal carcinoma KB cell line ChEMBL. 16392806
LD50 (functional) >= 560 uM Cytotoxicity in human nasopharyngeal carcinoma KB cell line ChEMBL. 16392806
Log IC50 (binding) = 5.46 Inhibitory activity against Trypanosoma cruzi hexokinase ChEMBL. 16392806
Ratio LD50/IC50 (functional) >= 162 Therapeutic index TI=LD50(KB)/IC50(TcHK) ChEMBL. 16392806

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:

Affected Entity Phenotypic quality Occurs in Occurs at Evidence Observed in Targets
catalytic activity (GO:0003824) decreased (PATO:0000468) inferred from enzyme inhibition (ECO:0000184) Trypanosoma cruzi 45814  
Annotator: millerja@u.washington.edu Comment: Compound structures shown in Figure 1 of referenced publication References: 16392806
catalytic activity (GO:0003824) decreased (PATO:0000468) inferred from enzyme inhibition (ECO:0000184) Trypanosoma cruzi 36562  
Annotator: millerja@u.washington.edu Comment: Compound structures shown in Figure 1 of referenced publication References: 16392806
growth (GO:0040007) decreased (PATO:0000468) epimastigote (BTO:0000409) inferred from in vitro culture assay (ECO:0000182) Trypanosoma cruzi 45814  
Annotator: millerja@u.washington.edu Comment: References: 17329254
growth (GO:0040007) decreased (PATO:0000468) epimastigote (BTO:0000409) inferred from in vitro culture assay (ECO:0000182) Trypanosoma cruzi 36562  
Annotator: millerja@u.washington.edu Comment: References: 17329254

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.
 
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External resources for this compound

Bibliographic References

3 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.