Detailed information for compound 278316

Basic information

Technical information
  • TDR Targets ID: 278316
  • Name: [hydroxy-[2-(4-hydroxy-6-methoxy-7-methyl-3-o xo-1H-2-benzofuran-5-yl)ethoxy]phosphoryl]met hylphosphonic acid
  • MW: 396.224 | Formula: C13H18O10P2
  • H donors: 4 H acceptors: 7 LogP: -0.88 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1c(CCOP(=O)(CP(=O)(O)O)O)c(O)c2c(c1C)COC2=O
  • InChi: 1S/C13H18O10P2/c1-7-9-5-22-13(15)10(9)11(14)8(12(7)21-2)3-4-23-25(19,20)6-24(16,17)18/h14H,3-6H2,1-2H3,(H,19,20)(H2,16,17,18)
  • InChiKey: KBARFQMSXJWAKG-UHFFFAOYSA-N  

Network

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Synonyms

  • [hydroxy-[2-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-isobenzofuran-5-yl)ethoxy]phosphoryl]methylphosphonic acid
  • [hydroxy-[2-(4-hydroxy-3-keto-6-methoxy-7-methyl-phthalan-5-yl)ethoxy]phosphoryl]methylphosphonic acid
  • [hydroxy-[2-(4-hydroxy-3-keto-6-methoxy-7-methyl-1H-isobenzofuran-5-yl)ethoxy]phosphoryl]methylphosphonic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens IMP (inosine 5'-monophosphate) dehydrogenase 2 Starlite/ChEMBL References
Homo sapiens IMP (inosine 5'-monophosphate) dehydrogenase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma cruzi GMP reductase Get druggable targets OG5_126887 All targets in OG5_126887
Cryptosporidium parvum inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Plasmodium falciparum inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania infantum guanosine monophosphate reductase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania major inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Plasmodium vivax inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB3 (IMP dehydrogenase 2) (inosinic acid dehydrogenase) (inosinate dehydrogena Get druggable targets OG5_126887 All targets in OG5_126887
Mycobacterium tuberculosis Probable inosine-5'-monophosphate dehydrogenase GuaB2 (imp dehydrogenase) (inosinic acid dehydrogenase) (inosinate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Loa Loa (eye worm) IMP dehydrogenase 1 Get druggable targets OG5_126887 All targets in OG5_126887
Cryptosporidium hominis inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Neospora caninum hypothetical protein Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Mycobacterium ulcerans inosine 5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania braziliensis inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania donovani GMP reductase Get druggable targets OG5_126887 All targets in OG5_126887
Brugia malayi inosine-5'-monophosphate dehydrogenase family protein Get druggable targets OG5_126887 All targets in OG5_126887
Echinococcus multilocularis inosine 5' monophosphate dehydrogenase 2 Get druggable targets OG5_126887 All targets in OG5_126887
Candida albicans N terminus of Inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Candida albicans guanosine nucleotide biosynthesis Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Schistosoma japonicum ko:K00088 IMP dehydrogenase [EC1.1.1.205], putative Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma brucei gambiense inosine-5-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB2 (IMP dehydrogenase) (IMPDH) (IMPD) Get druggable targets OG5_126887 All targets in OG5_126887
Wolbachia endosymbiont of Brugia malayi IMP dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma brucei gambiense inosine-5-monophosphate dehydrogenase,IMP dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania donovani inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania infantum inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Schistosoma mansoni inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma brucei inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Babesia bovis inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania mexicana inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Toxoplasma gondii IMP dehydrogenas Get druggable targets OG5_126887 All targets in OG5_126887
Echinococcus granulosus inosine 5' monophosphate dehydrogenase 2 Get druggable targets OG5_126887 All targets in OG5_126887
Candida albicans N terminus of Inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Candida albicans guanosine nucleotide biosynthesis Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania major guanosine monophosphate reductase Get druggable targets OG5_126887 All targets in OG5_126887
Theileria parva Inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania braziliensis guanosine monophosphate reductase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Plasmodium yoelii inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma congolense GMP reductase Get druggable targets OG5_126887 All targets in OG5_126887
Plasmodium knowlesi inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma brucei GMP reductase Get druggable targets OG5_126887 All targets in OG5_126887
Mycobacterium ulcerans inosine 5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Mycobacterium tuberculosis Probable inosine-5'-monophosphate dehydrogenase GuaB3 (imp dehydrogenase) (inosinic acid dehydrogenase) (inosinate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania mexicana guanosine monophosphate reductase Get druggable targets OG5_126887 All targets in OG5_126887
Plasmodium berghei inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma cruzi GMP reductase Get druggable targets OG5_126887 All targets in OG5_126887

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
Onchocerca volvulus Putative GMP reductase 0.0079 0.1263 0.5
Loa Loa (eye worm) hypothetical protein 0.0266 0.8852 1
Trypanosoma cruzi GMP reductase 0.019 0.5745 0.5693
Loa Loa (eye worm) hypothetical protein 0.0266 0.8852 1
Mycobacterium ulcerans inosine 5'-monophosphate dehydrogenase 0.019 0.5745 1
Wolbachia endosymbiont of Brugia malayi IMP dehydrogenase 0.019 0.5745 0.5
Loa Loa (eye worm) IMP dehydrogenase 1 0.019 0.5745 0.6471
Brugia malayi inosine-5'-monophosphate dehydrogenase 0.0079 0.1263 0.1383
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.019 0.5745 0.5693
Echinococcus multilocularis inosine 5' monophosphate dehydrogenase 2 0.019 0.5745 0.2394
Echinococcus granulosus acetylcholinesterase 0.0266 0.8852 1
Loa Loa (eye worm) GMP reductase 0.0079 0.1263 0.1383
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.019 0.5745 0.5693
Brugia malayi Carboxylesterase family protein 0.0266 0.8852 1
Leishmania major guanosine monophosphate reductase 0.019 0.5745 0.3224
Echinococcus granulosus acetylcholinesterase 0.0266 0.8852 1
Trypanosoma brucei mitochondrial DNA polymerase beta 0.0295 1 1
Loa Loa (eye worm) acetylcholinesterase 1 0.0266 0.8852 1
Echinococcus granulosus carboxylesterase 5A 0.0266 0.8852 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0266 0.8852 1
Brugia malayi inosine-5'-monophosphate dehydrogenase 0.0079 0.1263 0.1383
Trypanosoma brucei inosine-5'-monophosphate dehydrogenase 0.019 0.5745 0.3224
Mycobacterium ulcerans hypothetical protein 0.0155 0.4357 0.6554
Toxoplasma gondii IMP dehydrogenas 0.019 0.5745 1
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0139 0.372 0.3643
Echinococcus multilocularis carboxylesterase 5A 0.0266 0.8852 1
Echinococcus multilocularis acetylcholinesterase 0.0266 0.8852 1
Mycobacterium tuberculosis Probable inosine-5'-monophosphate dehydrogenase GuaB2 (imp dehydrogenase) (inosinic acid dehydrogenase) (inosinate dehydrogenase 0.019 0.5745 1
Plasmodium vivax inosine-5'-monophosphate dehydrogenase, putative 0.0178 0.5289 0.5
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0295 1 1
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB2 (IMP dehydrogenase) (IMPDH) (IMPD) 0.019 0.5745 1
Mycobacterium ulcerans inosine 5-monophosphate dehydrogenase 0.0178 0.5289 0.8869
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0295 1 1
Loa Loa (eye worm) carboxylesterase 0.0266 0.8852 1
Brugia malayi Carboxylesterase family protein 0.0266 0.8852 1
Echinococcus granulosus inosine 5' monophosphate dehydrogenase 2 0.019 0.5745 0.2394
Plasmodium falciparum inosine-5'-monophosphate dehydrogenase 0.0178 0.5289 0.5
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB3 (IMP dehydrogenase 2) (inosinic acid dehydrogenase) (inosinate dehydrogena 0.01 0.2103 0.0954
Brugia malayi inosine-5'-monophosphate dehydrogenase family protein 0.019 0.5745 0.6471
Echinococcus multilocularis acetylcholinesterase 0.0266 0.8852 1
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.019 0.5745 0.5693
Mycobacterium tuberculosis Conserved hypothetical protein 0.0155 0.4357 0.619
Leishmania major inosine-5-monophosphate dehydrogenase 0.019 0.5745 0.3224
Trypanosoma brucei GMP reductase 0.019 0.5745 0.3224
Schistosoma mansoni inosine-5-monophosphate dehydrogenase 0.019 0.5745 0.2394
Trypanosoma cruzi GMP reductase 0.019 0.5745 0.5693
Brugia malayi GMP reductase 0.0079 0.1263 0.1383

Activities

Activity type Activity value Assay description Source Reference
Effect (functional) = 3.3 % Compound effect on differentiation of K562 cells, % of benzidine positive cells at 1.0 microM ChEMBL. 11806722
Effect (functional) = 3.3 % Compound effect on differentiation of K562 cells, % of benzidine positive cells at 1.0 microM ChEMBL. 11806722
Effect (functional) = 67 % Compound effect on differentiation of K562 cells, % of benzidine positive cells at 20 microM ChEMBL. 11806722
Effect (functional) = 67 % Compound effect on differentiation of K562 cells, % of benzidine positive cells at 20 microM ChEMBL. 11806722
IC50 (functional) = 43.2 uM Concentration of the Antiproliferative compound required for the 50% inhibition of Growth against K562 cells ChEMBL. 11806722
IC50 (functional) = 43.2 uM Concentration of the Antiproliferative compound required for the 50% inhibition of Growth against K562 cells ChEMBL. 11806722
Ki (binding) = 0.4 uM Inhibitory activity against human Inosine-5'-monophosphate dehydrogenase 2 (IMPDH type II) ChEMBL. 11806722
Ki (binding) = 0.4 uM Inhibitory activity against human Inosine-5'-monophosphate dehydrogenase 2 (IMPDH type II) ChEMBL. 11806722
Ki (binding) = 0.89 uM Inhibitory activity against human Inosine-5'-monophosphate dehydrogenase 1 (IMPDH type I) ChEMBL. 11806722
Ki (binding) = 0.89 uM Inhibitory activity against human Inosine-5'-monophosphate dehydrogenase 1 (IMPDH type I) ChEMBL. 11806722

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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