Detailed information for compound 1456658

Basic information

Technical information
  • TDR Targets ID: 1456658
  • Name: O2-ethyl O4-(phenylmethyl) 3-(3-ethoxy-3-oxop ropyl)-5-ethyl-1H-pyrrole-2,4-dicarboxylate
  • MW: 401.453 | Formula: C22H27NO6
  • H donors: 1 H acceptors: 3 LogP: 3.89 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1[nH]c(c(c1CCC(=O)OCC)C(=O)OCc1ccccc1)CC
  • InChi: 1S/C22H27NO6/c1-4-17-19(21(25)29-14-15-10-8-7-9-11-15)16(12-13-18(24)27-5-2)20(23-17)22(26)28-6-3/h7-11,23H,4-6,12-14H2,1-3H3
  • InChiKey: RVQCUWODFQFLIK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • O2-ethyl O4-(phenylmethyl) 3-(3-ethoxy-3-oxo-propyl)-5-ethyl-1H-pyrrole-2,4-dicarboxylate
  • 3-(3-ethoxy-3-oxopropyl)-5-ethyl-1H-pyrrole-2,4-dicarboxylic acid O2-ethyl O4-(phenylmethyl) ester
  • 3-(3-ethoxy-3-keto-propyl)-5-ethyl-1H-pyrrole-2,4-dicarboxylic acid O4-(benzyl) O2-ethyl ester
  • ZINC04370468
  • 4-benzyl 2-ethyl 3-(3-ethoxy-3-oxopropyl)-5-ethyl-1H-pyrrole-2,4-dicarboxylate
  • MLS000861024
  • SMR000459808
  • NRB 04227
  • Oprea1_190031
  • SR-01000639112-1

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens nuclear factor, erythroid 2-like 2 Starlite/ChEMBL No references
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references
Homo sapiens TAR DNA binding protein Starlite/ChEMBL No references
Homo sapiens isocitrate dehydrogenase 1 (NADP+), soluble Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma congolense isocitrate dehydrogenase, putative Get druggable targets OG5_127057 All targets in OG5_127057
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Brugia malayi isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Plasmodium berghei isocitrate dehydrogenase [NADP], mitochondrial, putative Get druggable targets OG5_127057 All targets in OG5_127057
Plasmodium yoelii isocitrate dehydrogenase, NADP-dependent, putative Get druggable targets OG5_127057 All targets in OG5_127057
Babesia bovis isocitrate dehydrogenase, NADP-dependent family protein Get druggable targets OG5_127057 All targets in OG5_127057
Candida albicans Mitochondrial NADP-specific isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Brugia malayi TAR-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Brugia malayi RNA recognition motif domain containing protein Get druggable targets OG5_132461 All targets in OG5_132461
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) Get druggable targets OG5_127057 All targets in OG5_127057
Schistosoma mansoni tar DNA-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Leishmania braziliensis isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Toxoplasma gondii isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Schistosoma mansoni NADP-specific isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Schistosoma japonicum TAR DNA-binding protein 43, putative Get druggable targets OG5_132461 All targets in OG5_132461
Candida albicans C terminus of cytosolic NADP-specific isocitrate dehydrogenase. Get druggable targets OG5_127057 All targets in OG5_127057
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Theileria parva isocitrate dehydrogenase (NADP+), putative Get druggable targets OG5_127057 All targets in OG5_127057
Candida albicans N terminus of cytosolic NADP-specific isocitrate dehydrogenase. Get druggable targets OG5_127057 All targets in OG5_127057
Schistosoma mansoni tar DNA-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Plasmodium yoelii isocitrate dehydrogenase, NADP-dependent Get druggable targets OG5_127057 All targets in OG5_127057
Schistosoma japonicum TAR DNA-binding protein 43, putative Get druggable targets OG5_132461 All targets in OG5_132461
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Candida albicans cytosolic NADP-specific isocitrate dehydrogenase. Get druggable targets OG5_127057 All targets in OG5_127057
Loa Loa (eye worm) isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) Get druggable targets OG5_127057 All targets in OG5_127057
Plasmodium knowlesi isocitrate dehydrogenase [NADP], mitochondrial, putative Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus multilocularis tar DNA binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Schistosoma mansoni tar DNA-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Trypanosoma brucei gambiense isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Trypanosoma brucei gambiense isocitrate dehydrogenase, putative Get druggable targets OG5_127057 All targets in OG5_127057
Leishmania mexicana isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus granulosus NADP dependent isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Schistosoma mansoni tar DNA-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Echinococcus granulosus tar DNA binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein Get druggable targets OG5_132461 All targets in OG5_132461
Trypanosoma congolense isocitrate dehydrogenase, putative Get druggable targets OG5_127057 All targets in OG5_127057
Brugia malayi Isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Schistosoma mansoni tar DNA-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Toxoplasma gondii isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Trypanosoma cruzi isocitrate dehydrogenase, putative Get druggable targets OG5_127057 All targets in OG5_127057
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Leishmania donovani isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Loa Loa (eye worm) RNA binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Echinococcus multilocularis isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Neospora caninum hypothetical protein Get druggable targets OG5_127057 All targets in OG5_127057
Schistosoma japonicum ko:K00031 isocitrate dehydrogenase [EC1.1.1.42], putative Get druggable targets OG5_127057 All targets in OG5_127057
Candida albicans Mitochondrial NADP-specific isocitrate dehydrogenase Get druggable targets OG5_127057 All targets in OG5_127057
Trypanosoma brucei isocitrate dehydrogenase, putative Get druggable targets OG5_127057 All targets in OG5_127057
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative Get druggable targets OG5_127057 All targets in OG5_127057
Leishmania infantum isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Loa Loa (eye worm) TAR-binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Brugia malayi RNA binding protein Get druggable targets OG5_132461 All targets in OG5_132461
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative Get druggable targets OG5_127057 All targets in OG5_127057
Neospora caninum Isocitrate dehydrogenase-like protein, related Get druggable targets OG5_127057 All targets in OG5_127057
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0043 0.151 0.1803
Brugia malayi Probable ClpP-like protease 0.0154 0.7697 0.7697
Treponema pallidum ATP-dependent Clp protease proteolytic subunit 0.0154 0.7697 1
Schistosoma mansoni tar DNA-binding protein 0.0076 0.3356 0.4248
Schistosoma mansoni tar DNA-binding protein 0.0076 0.3356 0.4248
Schistosoma mansoni peptidase Clp (S14 family) 0.0154 0.7697 1
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0053 0.2052 0.252
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0062 0.2538 0.3165
Brugia malayi RNA binding protein 0.0076 0.3356 0.3356
Brugia malayi Calcitonin receptor-like protein seb-1 0.0195 1 1
Loa Loa (eye worm) hypothetical protein 0.0181 0.9172 0.9159
Schistosoma mansoni hypothetical protein 0.0062 0.2538 0.3165
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0195 1 1
Echinococcus multilocularis tar DNA binding protein 0.0076 0.3356 0.4248
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0154 0.7697 0.5
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0154 0.7697 1
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0062 0.2538 0.2538
Echinococcus multilocularis peptidase Clp (S14 family) 0.0101 0.473 0.6068
Echinococcus granulosus peptidase Clp S14 family 0.0101 0.473 0.6068
Leishmania major hypothetical protein, conserved 0.0025 0.0502 1
Entamoeba histolytica hypothetical protein 0.0043 0.151 0.5
Loa Loa (eye worm) hypothetical protein 0.0195 1 1
Schistosoma mansoni hypothetical protein 0.0043 0.151 0.1803
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP) 0.0101 0.473 0.4744
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0154 0.7697 1
Toxoplasma gondii LsmAD domain-containing protein 0.0025 0.0502 0.0467
Schistosoma mansoni hypothetical protein 0.0062 0.2538 0.3165
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0154 0.7697 0.5
Schistosoma mansoni hypothetical protein 0.0062 0.2538 0.3165
Loa Loa (eye worm) hypothetical protein 0.0154 0.7697 0.7662
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 1 ClpP1 (endopeptidase CLP) 0.0101 0.473 1
Schistosoma mansoni hypothetical protein 0.0134 0.6546 0.8475
Echinococcus granulosus tar DNA binding protein 0.0076 0.3356 0.4248
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2) 0.0154 0.7697 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0076 0.3356 0.3255
Loa Loa (eye worm) latrophilin receptor protein 2 0.0062 0.2538 0.2425
Entamoeba histolytica hypothetical protein 0.0043 0.151 0.5
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0062 0.2538 0.3165
Entamoeba histolytica hypothetical protein 0.0043 0.151 0.5
Schistosoma mansoni tar DNA-binding protein 0.0076 0.3356 0.4248
Brugia malayi hypothetical protein 0.0043 0.151 0.151
Echinococcus granulosus ATP dependent Clp protease proteolytic subunit 0.0154 0.7697 1
Brugia malayi RNA recognition motif domain containing protein 0.0076 0.3356 0.3356
Entamoeba histolytica hypothetical protein 0.0043 0.151 0.5
Trypanosoma brucei PAB1-binding protein , putative 0.0025 0.0502 1
Wolbachia endosymbiont of Brugia malayi ATP-dependent Clp protease proteolytic subunit 0.0154 0.7697 0.5
Brugia malayi Latrophilin receptor protein 2 0.0062 0.2538 0.2538
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0154 0.7697 1
Echinococcus granulosus GPCR family 2 0.0062 0.2538 0.3165
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0154 0.7697 0.5
Brugia malayi N-terminal motif family protein 0.0181 0.9172 0.9172
Echinococcus multilocularis ATP dependent Clp protease proteolytic subunit 0.0154 0.7697 1
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0502 0.0467
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0053 0.2052 0.252
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0502 0.0467
Brugia malayi hypothetical protein 0.0025 0.0502 0.0502
Loa Loa (eye worm) RNA binding protein 0.0076 0.3356 0.3255
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0502 1
Brugia malayi isocitrate dehydrogenase 0.0019 0.015 0.015
Loa Loa (eye worm) hypothetical protein 0.0134 0.6546 0.6494
Brugia malayi TAR-binding protein 0.0076 0.3356 0.3356
Plasmodium vivax ataxin-2 like protein, putative 0.0025 0.0502 0.0467
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0502 1
Toxoplasma gondii hypothetical protein 0.0053 0.2052 0.252
Schistosoma mansoni tar DNA-binding protein 0.0076 0.3356 0.4248
Loa Loa (eye worm) hypothetical protein 0.0025 0.0502 0.0358
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0062 0.2538 0.3165
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0154 0.7697 1
Loa Loa (eye worm) TAR-binding protein 0.0076 0.3356 0.3255
Brugia malayi Isocitrate dehydrogenase 0.0019 0.015 0.015
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0043 0.151 0.1803
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 2 ClpP2 (endopeptidase CLP 2) 0.0101 0.473 1
Schistosoma mansoni tar DNA-binding protein 0.0076 0.3356 0.4248
Loa Loa (eye worm) hypothetical protein 0.0062 0.2538 0.2425
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0181 0.9172 0.5
Echinococcus multilocularis GPCR, family 2 0.0062 0.2538 0.3165
Schistosoma mansoni hypothetical protein 0.0062 0.2538 0.3165
Schistosoma mansoni transcription factor LCR-F1 0.0043 0.151 0.1803
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0062 0.2538 0.3165
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0154 0.7697 0.5
Brugia malayi latrophilin 2 splice variant baaae 0.0134 0.6546 0.6546

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 7.3753 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 7.9433 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 10.4179 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 11.2202 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of binding or entry into cells for Lassa Virus. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID463114, AID540249] ChEMBL. No reference
Potency (functional) 12.5893 uM PubChem BioAssay. qHTS of TDP-43 Inhibitors. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 16.3601 uM PubChem BioAssay. qHTS for induction of synthetic lethality in tumor cells producing 2HG: qHTS for the HT-1080-NT fibrosarcoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 18.3564 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) 20.5962 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 29.081 uM PUBCHEM_BIOASSAY: qHTS screen for small molecules that inhibit ELG1-dependent DNA repair in human embryonic kidney (HEK293T) cells expressing luciferase-tagged ELG1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493107, AID493125] ChEMBL. No reference
Potency (functional) 44.6684 uM PubChem BioAssay. Inhibitors of USP1/UAF1: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 89.1251 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23
Plasmodium falciparum ChEMBL23

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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