Detailed information for compound 253938

Basic information

Technical information
  • TDR Targets ID: 253938
  • Name: 2-(2,6-diamino-5-benzylpyrimidin-4-yl)oxyetho xymethylphosphonic acid
  • MW: 354.298 | Formula: C14H19N4O5P
  • H donors: 4 H acceptors: 5 LogP: -0.14 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1nc(OCCOCP(=O)(O)O)c(c(n1)N)Cc1ccccc1
  • InChi: 1S/C14H19N4O5P/c15-12-11(8-10-4-2-1-3-5-10)13(18-14(16)17-12)23-7-6-22-9-24(19,20)21/h1-5H,6-9H2,(H2,19,20,21)(H4,15,16,17,18)
  • InChiKey: SCWCNAMHBAHSKP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(2,6-diamino-5-benzyl-pyrimidin-4-yl)oxyethoxymethylphosphonic acid
  • 2-[(2,6-diamino-5-benzyl-4-pyrimidinyl)oxy]ethoxymethylphosphonic acid
  • 2-[2,6-bis(azanyl)-5-(phenylmethyl)pyrimidin-4-yl]oxyethoxymethylphosphonic acid
  • 2-[2,6-diamino-5-(phenylmethyl)pyrimidin-4-yl]oxyethoxymethylphosphonic acid
  • 2-[[2,6-diamino-5-(phenylmethyl)-4-pyrimidinyl]oxy]ethoxymethylphosphonic acid
  • 2-[2,6-diamino-5-(benzyl)pyrimidin-4-yl]oxyethoxymethylphosphonic acid
  • AIDS-216000
  • AIDS216000
  • Phosphonic acid, [[2-[(2,6-diamino-5-benzyl-4-pyrimidinyl)oxy]ethoxy]methyl]-

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0082 0.1203 0.5502
Toxoplasma gondii phosphatidylinositol 3- and 4-kinase 0.0074 0.0983 0.2401
Echinococcus multilocularis peroxidasin 0.0054 0.0405 0.0405
Schistosoma mansoni phosphatidylinositol 4-kinase type-II 0.0233 0.553 0.553
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0082 0.1203 0.5502
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0183 0.4095 0.4095
Mycobacterium leprae conserved hypothetical protein 0.004 0 0.5
Trypanosoma cruzi phosphatidylinositol 4-kinase, putative 0.0065 0.0725 0.0725
Loa Loa (eye worm) animal heme peroxidase 0.0054 0.0405 0.0405
Plasmodium vivax phosphatidylinositol 4-kinase, putative 0.0065 0.0725 0.6026
Trypanosoma brucei carbonic anhydrase-like protein 0.0389 1 1
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0082 0.1203 0.1203
Trypanosoma cruzi phosphatidylinositol 4-kinase, putative 0.0065 0.0725 0.0725
Brugia malayi Peroxidasin 0.0054 0.0405 0.0405
Entamoeba histolytica phosphatidylinositol-4,5-bisphosphate 3-kinase, putative 0.0082 0.1203 0.5502
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0183 0.4095 0.4095
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Echinococcus multilocularis 0.0048 0.0248 0.0248
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0183 0.4095 0.4095
Loa Loa (eye worm) animal heme peroxidase 0.0054 0.0405 0.0405
Giardia lamblia Phosphoinositide-3-kinase, catalytic, alpha polypeptide 0.0082 0.1203 1
Loa Loa (eye worm) hypothetical protein 0.0082 0.1203 0.1203
Trichomonas vaginalis phosphatidylinositol 4-kinase, putative 0.0116 0.2186 1
Echinococcus granulosus phosphatidylinositol 45 bisphosphate 3 kinase 0.0082 0.1203 0.1203
Schistosoma mansoni peroxidasin 0.0054 0.0405 0.0405
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.0082 0.1203 0.5502
Echinococcus multilocularis phosphatidylinositol 4 kinase alpha 0.0116 0.2186 0.2186
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Schistosoma mansoni carbonic anhydrase-related 0.0183 0.4095 0.4095
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0082 0.1203 0.5502
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Echinococcus granulosus phosphatidylinositol 3 kinase catalytic subunit 0.0082 0.1203 0.1203
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0082 0.1203 0.5502
Echinococcus granulosus Phosphatidylinositol 4 kinase type 2 beta 0.0233 0.553 0.553
Echinococcus granulosus carbonic anhydrase 0.0183 0.4095 0.4095
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0082 0.1203 0.5502
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0233 0.553 0.553
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0082 0.1203 0.1203
Entamoeba histolytica hypothetical protein 0.0082 0.1203 0.5502
Trypanosoma cruzi phosphatidylinositol 4-kinase alpha, putative 0.0116 0.2186 0.2186
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0116 0.2186 1
Brugia malayi hypothetical protein 0.0054 0.0405 0.0405
Schistosoma mansoni tyrosine kinase 0.0083 0.1241 0.1241
Brugia malayi Furin-like cysteine rich region family protein 0.0156 0.3335 0.3335
Echinococcus multilocularis 0.0065 0.0725 0.0725
Brugia malayi Animal haem peroxidase family protein 0.0054 0.0405 0.0405
Loa Loa (eye worm) hypothetical protein 0.0233 0.553 0.553
Schistosoma mansoni carbonic anhydrase-related 0.0183 0.4095 0.4095
Echinococcus multilocularis Zinc finger, PHD finger 0.0082 0.1203 0.1203
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit gamma, putative 0.0082 0.1203 0.5502
Echinococcus multilocularis carbonic anhydrase 0.0183 0.4095 0.4095
Echinococcus granulosus insulin receptor 0.005 0.0293 0.0293
Brugia malayi Blistered cuticle protein 3 0.0054 0.0405 0.0405
Loa Loa (eye worm) blistered cuticle protein 3 0.0054 0.0405 0.0405
Schistosoma mansoni tyrosine kinase 0.0083 0.1241 0.1241
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.0082 0.1203 0.5502
Brugia malayi Animal haem peroxidase family protein 0.0054 0.0405 0.0405
Trypanosoma brucei phosphatidylinositol 3-kinase, putative 0.0082 0.1203 0.1203
Loa Loa (eye worm) hypothetical protein 0.0183 0.4095 0.4095
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.0082 0.1203 0.1203
Brugia malayi Animal haem peroxidase family protein 0.0054 0.0405 0.0405
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.005 0.0293 0.0293
Trichomonas vaginalis phopsphatidylinositol 3-kinase, drosophila, putative 0.0082 0.1203 0.5502
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Leishmania major phosphatidylinositol 3-kinase, putative 0.0082 0.1203 0.1203
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0082 0.1203 0.1203
Plasmodium falciparum phosphatidylinositol 3-kinase 0.0082 0.1203 0.2937
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0389 1 1
Onchocerca volvulus 0.0233 0.553 1
Toxoplasma gondii phosphatidylinositol 3- and 4-kinase 0.0082 0.1203 0.2937
Loa Loa (eye worm) phosphatidylinositol 4-kinase type 3 alpha isoform 1 0.0116 0.2186 0.2186
Schistosoma mansoni peroxidasin 0.0054 0.0405 0.0405
Brugia malayi Animal haem peroxidase family protein 0.0054 0.0405 0.0405
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0082 0.1203 0.5502
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Loa Loa (eye worm) hypothetical protein 0.0183 0.4095 0.4095
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0082 0.1203 0.1203
Schistosoma mansoni tyrosine kinase 0.0083 0.1241 0.1241
Echinococcus granulosus phosphatidylinositol 4 kinase alpha 0.0116 0.2186 0.2186
Schistosoma mansoni tyrosine kinase 0.0156 0.3335 0.3335
Leishmania major carbonic anhydrase-like protein 0.0389 1 1
Loa Loa (eye worm) animal heme peroxidase 0.0054 0.0405 0.0405
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Echinococcus granulosus peroxidasin 0.0054 0.0405 0.0405
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0084 0.1266 0.1266
Giardia lamblia Phosphatidylinositol 4-kinase 0.0065 0.0725 0.6026
Entamoeba histolytica phosphatidylinositol 4-kinase, putative 0.0116 0.2186 1
Leishmania major phosphatidylinositol 4-kinase alpha, putative 0.0116 0.2186 0.2186
Toxoplasma gondii phosphatidylinositol 3- and 4-kinase 0.0107 0.1927 0.4706
Echinococcus multilocularis epidermal growth factor receptor 0.0084 0.1266 0.1266
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0183 0.4095 0.4095
Mycobacterium tuberculosis Conserved hypothetical protein 0.004 0 0.5
Loa Loa (eye worm) phosphatidylinositol kinase 0.0233 0.553 0.553
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Echinococcus multilocularis Phosphatidylinositol 4 kinase type 2 beta 0.0233 0.553 0.553
Schistosoma mansoni tyrosine kinase 0.0084 0.1266 0.1266
Echinococcus granulosus epidermal growth factor receptor 0.0156 0.3335 0.3335
Loa Loa (eye worm) TK/INSR protein kinase 0.005 0.0293 0.0293
Echinococcus multilocularis carbonic anhydrase II 0.0389 1 1
Schistosoma mansoni phosphatidylinositol 4-kinase 0.0116 0.2186 0.2186
Loa Loa (eye worm) phosphatidylinositol 3 0.0233 0.553 0.553
Onchocerca volvulus 0.0233 0.553 1
Brugia malayi Animal haem peroxidase family protein 0.0054 0.0405 0.0405
Plasmodium falciparum carbonic anhydrase 0.0183 0.4095 1
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0183 0.4095 0.4095
Echinococcus granulosus epidermal growth factor receptor 0.0084 0.1266 0.1266
Loa Loa (eye worm) phosphatidylinositol 3 0.0065 0.0725 0.0725
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0082 0.1203 0.5502
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0065 0.0725 0.0725
Toxoplasma gondii hypothetical protein 0.0183 0.4095 1
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0183 0.4095 0.4095
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0082 0.1203 0.5502
Echinococcus granulosus phosphatidylinositol 4 phosphate 3 kinase C2 0.0082 0.1203 0.1203
Echinococcus granulosus phosphatidylinositol 4 kinase beta 0.0065 0.0725 0.0725
Echinococcus multilocularis insulin receptor 0.005 0.0293 0.0293
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0082 0.1203 0.5502
Schistosoma mansoni tyrosine kinase 0.0084 0.1266 0.1266
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Trypanosoma brucei phosphatidylinositol 4-kinase, putative 0.0065 0.0725 0.0725
Plasmodium vivax phosphatidylinositol 3-kinase, putative 0.0082 0.1203 1
Echinococcus multilocularis carbonic anhydrase 0.0183 0.4095 0.4095
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0389 1 1
Trypanosoma brucei phosphatidylinositol 4-kinase alpha, putative 0.0116 0.2186 0.2186
Trypanosoma cruzi phosphatidylinositol 3-kinase, putative 0.0042 0.0067 0.0067
Brugia malayi Putative carbonic anhydrase 5 precursor 0.0389 1 1
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0389 1 1
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Schistosoma mansoni phosphatidylinositol 4-kinase 0.0065 0.0725 0.0725
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0389 1 1
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0082 0.1203 0.1203
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Leishmania major phosphatidylinositol 4-kinase, putative 0.0065 0.0725 0.0725
Entamoeba histolytica phosphatidylinositol 3-kinase 1, putative 0.0042 0.0067 0.0305
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0233 0.553 0.553
Trypanosoma cruzi phosphatidylinositol 3-kinase vps34-like 0.0082 0.1203 0.1203
Schistosoma mansoni hypothetical protein 0.0183 0.4095 0.4095
Echinococcus granulosus carbonic anhydrase II 0.0389 1 1
Echinococcus granulosus carbonic anhydrase 0.0183 0.4095 0.4095
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0082 0.1203 0.1203
Brugia malayi phosphatidylinositol 4-kinase, catalytic, alpha polypeptide 0.0116 0.2186 0.2186
Schistosoma mansoni carbonic anhydrase 0.0183 0.4095 0.4095
Echinococcus multilocularis phosphatidylinositol 4,5 bisphosphate 3 kinase 0.0082 0.1203 0.1203
Schistosoma mansoni tyrosine kinase 0.005 0.0293 0.0293
Trypanosoma cruzi phosphatidylinositol 4-kinase alpha, putative 0.0116 0.2186 0.2186
Echinococcus multilocularis carbonic anhydrase 0.0183 0.4095 0.4095
Loa Loa (eye worm) carbonic anhydrase 3 0.0389 1 1
Schistosoma mansoni carbonic anhydrase-related 0.0183 0.4095 0.4095
Echinococcus multilocularis phosphatidylinositol 4 phosphate 3 kinase C2 0.0082 0.1203 0.1203
Echinococcus multilocularis Phosphatidylinositol 4 kinase type 2 beta 0.0233 0.553 0.553
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.0082 0.1203 0.1203
Schistosoma mansoni tyrosine kinase 0.005 0.0293 0.0293
Loa Loa (eye worm) phosphatidylinositol 3 0.0233 0.553 0.553
Loa Loa (eye worm) phosphatidylinositol 3 0.0082 0.1203 0.1203
Echinococcus multilocularis epidermal growth factor receptor 0.0156 0.3335 0.3335
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0389 1 1
Echinococcus granulosus carbonic anhydrase 0.0183 0.4095 0.4095
Loa Loa (eye worm) hypothetical protein 0.0054 0.0405 0.0405
Loa Loa (eye worm) phosphatidylinositol 3 0.0042 0.0067 0.0067
Echinococcus granulosus Phosphatidylinositol 4 kinase type 2 beta 0.0233 0.553 0.553
Loa Loa (eye worm) hypothetical protein 0.0183 0.4095 0.4095
Loa Loa (eye worm) TK/EGFR protein kinase 0.0156 0.3335 0.3335
Echinococcus granulosus insulin growth factor 1 receptor beta 0.005 0.0293 0.0293
Brugia malayi Protein kinase domain containing protein 0.005 0.0293 0.0293
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0082 0.1203 0.5502
Plasmodium falciparum phosphatidylinositol 4-kinase 0.0065 0.0725 0.177
Loa Loa (eye worm) animal heme peroxidase 0.0054 0.0405 0.0405

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) > 0.3 uM ml-1 Cytotoxicity against CEM (human lymphoblastic leukaemia) cells in vitro. ChEMBL. 14584956
CC50 (functional) > 0.3 uM ml-1 Cytotoxicity against CEM (human lymphoblastic leukaemia) cells in vitro. ChEMBL. 14584956
EC50 (functional) > 0.15 uM ml-1 Antiviral activity against AD169 strain of cytomegalovirus(CMV) in HEL (human erythroleukaemia) cells. ChEMBL. 14584956
EC50 (functional) > 0.15 uM ml-1 Antiviral activity against Davis strain of cytomegalovirus(CMV) in HEL (human erythroleukaemia) cells. ChEMBL. 14584956
EC50 (functional) > 0.15 uM ml-1 Antiviral activity against OKA strain of VZV in HEL (human erythroleukaemia) cells. ChEMBL. 14584956
EC50 (functional) > 0.15 uM ml-1 Antiviral activity against 07/1 strain of VZV in HEL (human erythroleukaemia) cells. ChEMBL. 14584956
EC50 (functional) > 0.3 uM ml-1 Antiviral activity against HIV-1 (IIIB) in CEM (human leukaemia) cells. ChEMBL. 14584956
EC50 (functional) > 0.3 uM ml-1 Antiviral activity against HIV-2 (ROD) in CEM (human leukaemia) cells. ChEMBL. 14584956
EC50 (functional) > 0.66 uM ml-1 Antiviral activity against G strain of HSV-2 in E6SM cells. ChEMBL. 14584956
EC50 (functional) > 1.12 uM ml-1 Antiviral activity of the compound against murine sarcoma virus ChEMBL. 14584956
EC50 (functional) > 1.2 uM ml-1 Antiviral activity against KOS strain of HSV-1 in E6SM cells. ChEMBL. 14584956
EC50 (functional) > 1.2 uM ml-1 Antiviral activity against vaccinia virus in HEL (human erythroleukaemia) cells. ChEMBL. 14584956

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

1 literature reference was collected for this gene.

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