Detailed information for compound 1185290

Basic information

Technical information
  • TDR Targets ID: 1185290
  • Name: N-[(2,4-dichlorophenyl)methyl]-N'-(2-pyrrolid in-1-ylethyl)piperidine-1,4-dicarboxamide
  • MW: 427.368 | Formula: C20H28Cl2N4O2
  • H donors: 2 H acceptors: 2 LogP: 2.6 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(C1CCN(CC1)C(=O)NCc1ccc(cc1Cl)Cl)NCCN1CCCC1
  • InChi: 1S/C20H28Cl2N4O2/c21-17-4-3-16(18(22)13-17)14-24-20(28)26-10-5-15(6-11-26)19(27)23-7-12-25-8-1-2-9-25/h3-4,13,15H,1-2,5-12,14H2,(H,23,27)(H,24,28)
  • InChiKey: GPUBGWRFNJRFNS-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[(2,4-dichlorophenyl)methyl]-N'-(2-1-pyrrolidinylethyl)piperidine-1,4-dicarboxamide
  • N-(2,4-dichlorobenzyl)-N'-(2-pyrrolidin-1-ylethyl)piperidine-1,4-dicarboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens epoxide hydrolase 2, cytoplasmic Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans epoxide hydrolase EphA Get druggable targets OG5_129061 All targets in OG5_129061
Mycobacterium tuberculosis Probable epoxide hydrolase EphA (epoxide hydratase) (arene-oxide hydratase) Get druggable targets OG5_129061 All targets in OG5_129061
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
Brugia malayi RNA recognition motif domain containing protein 0.0069 0.1629 0.2343
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0055 0.1196 0.1196
Schistosoma mansoni pyruvate kinase 0.0019 0.0046 0.0046
Echinococcus granulosus RUN 0.002 0.008 0.008
Onchocerca volvulus Pyruvate kinase homolog 0.0036 0.0602 1
Brugia malayi Pyruvate kinase, M2 isozyme 0.0036 0.0602 0.0866
Leishmania major pyruvate kinase 0.0036 0.0602 0.1517
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0115 0.3065 0.8596
Echinococcus granulosus transcription factor Dp 1 0.0082 0.2045 0.2045
Trypanosoma cruzi importin beta-1 subunit, putative 0.0025 0.0261 0.0645
Brugia malayi GTP-binding nuclear protein RAN/TC4 0.0023 0.0187 0.0268
Loa Loa (eye worm) hypothetical protein 0.0037 0.0627 0.0627
Echinococcus granulosus thioredoxin glutathione reductase 0.005 0.104 0.104
Trypanosoma cruzi pyruvate kinase 2, putative 0.0036 0.0602 0.1517
Giardia lamblia Pyruvate kinase 0.0019 0.0046 0.0649
Loa Loa (eye worm) hypothetical protein 0.0031 0.0447 0.0447
Schistosoma mansoni rab6-interacting 0.002 0.008 0.008
Giardia lamblia GTP-binding nuclear protein RAN/TC4 0.0023 0.0187 0.301
Schistosoma mansoni ran 0.0023 0.0187 0.0187
Schistosoma mansoni hypothetical protein 0.0037 0.0627 0.0627
Loa Loa (eye worm) pyruvate kinase 0.0036 0.0602 0.0602
Echinococcus granulosus pyruvate kinase 0.0019 0.0046 0.0046
Loa Loa (eye worm) pyruvate kinase-PB 0.0025 0.0257 0.0257
Echinococcus granulosus pyruvate kinase 0.0036 0.0602 0.0602
Schistosoma mansoni ran 0.0023 0.0187 0.0187
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0017 0.0008 0.0008
Echinococcus granulosus tar DNA binding protein 0.0069 0.1629 0.1629
Echinococcus multilocularis pyruvate kinase 0.0036 0.0602 0.0602
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0238 0.6952 0.6952
Echinococcus multilocularis RUN 0.002 0.008 0.008
Brugia malayi hypothetical protein 0.002 0.008 0.0115
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0025 0.0261 0.4254
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0128 0.3468 0.6118
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0234 0.6818 0.6818
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0238 0.6952 1
Schistosoma mansoni tar DNA-binding protein 0.0069 0.1629 0.1629
Trypanosoma brucei pyruvate kinase 1, putative 0.0036 0.0602 0.1517
Loa Loa (eye worm) hypothetical protein 0.0036 0.0602 0.0602
Schistosoma mansoni tar DNA-binding protein 0.0069 0.1629 0.1629
Brugia malayi glutathione reductase 0.005 0.104 0.1497
Loa Loa (eye worm) pyruvate kinase 0.0036 0.0602 0.0602
Plasmodium falciparum pyruvate kinase 0.0036 0.0602 0.5756
Brugia malayi Thioredoxin reductase 0.005 0.104 0.1497
Echinococcus multilocularis tar DNA binding protein 0.0069 0.1629 0.1629
Trypanosoma cruzi trypanothione reductase, putative 0.005 0.104 0.2636
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0017 0.0008 0.0008
Echinococcus multilocularis thioredoxin glutathione reductase 0.005 0.104 0.104
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0238 0.6952 0.6952
Mycobacterium tuberculosis Probable reductase 0.0115 0.3065 0.5407
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0054 0.1167 0.1167
Plasmodium vivax glutathione reductase, putative 0.005 0.104 1
Mycobacterium tuberculosis Probable epoxide hydrolase EphA (epoxide hydratase) (arene-oxide hydratase) 0.0197 0.5663 1
Trypanosoma brucei GTP-binding nuclear protein rtb2, putative 0.0023 0.0187 0.0457
Brugia malayi hypothetical protein 0.002 0.008 0.0115
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0142 0.3926 0.3926
Echinococcus multilocularis pyruvate kinase 0.0029 0.0361 0.0361
Loa Loa (eye worm) pyruvate kinase 0.0036 0.0602 0.0602
Toxoplasma gondii pyruvate kinase PyK1 0.0036 0.0602 0.5756
Trypanosoma brucei importin beta-1 subunit, putative 0.0031 0.0447 0.1122
Loa Loa (eye worm) TAR-binding protein 0.0069 0.1629 0.1629
Plasmodium falciparum LCCL domain-containing protein 0.002 0.008 0.0701
Brugia malayi RNA binding protein 0.0069 0.1629 0.2343
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.0142 0.3926 1
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0142 0.3926 1
Schistosoma mansoni polycystin 1-related 0.002 0.008 0.008
Onchocerca volvulus Pyruvate kinase homolog 0.0036 0.0602 1
Brugia malayi latrophilin 2 splice variant baaae 0.0037 0.0627 0.0902
Loa Loa (eye worm) doublecortin family protein 0.002 0.008 0.008
Echinococcus multilocularis geminin 0.0169 0.4757 0.4757
Schistosoma mansoni hypothetical protein 0.0169 0.4757 0.4757
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0017 0.0008 0.0011
Onchocerca volvulus Pyruvate kinase homolog 0.0036 0.0602 1
Plasmodium vivax GTP-binding nuclear protein RAN/TC4, putative 0.0023 0.0187 0.1733
Schistosoma mansoni tar DNA-binding protein 0.0069 0.1629 0.1629
Loa Loa (eye worm) thioredoxin reductase 0.005 0.104 0.104
Echinococcus granulosus Polycystic kidney disease protein 0.002 0.008 0.008
Trichomonas vaginalis ran, putative 0.0023 0.0187 0.301
Loa Loa (eye worm) RNA binding protein 0.0069 0.1629 0.1629
Chlamydia trachomatis pyruvate kinase 0.0036 0.0602 1
Echinococcus granulosus lipoxygenase domain containing protein 0.002 0.008 0.008
Schistosoma mansoni rab6-interacting 0.002 0.008 0.008
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0054 0.1167 0.1678
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0238 0.6952 0.6952
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0142 0.3926 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0238 0.6952 0.6952
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0055 0.1196 0.1196
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.0142 0.3926 0.3926
Mycobacterium tuberculosis Probable dehydrogenase 0.0115 0.3065 0.5407
Echinococcus multilocularis importin subunit beta 1 0.0031 0.0447 0.0447
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0238 0.6952 0.6952
Leishmania major importin beta-1 subunit, putative 0.0025 0.0261 0.0645
Echinococcus granulosus GTP binding nuclear protein Ran 0.0023 0.0187 0.0187
Schistosoma mansoni importin beta-1 0.0031 0.0447 0.0447
Schistosoma mansoni tar DNA-binding protein 0.0069 0.1629 0.1629
Schistosoma mansoni pyruvate kinase 0.0036 0.0602 0.0602
Toxoplasma gondii GTP-binding nuclear protein ran/tc4 0.0023 0.0187 0.1733
Echinococcus granulosus importin subunit beta 1 0.0031 0.0447 0.0447
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.0142 0.3926 0.5647
Toxoplasma gondii HEAT repeat-containing protein 0.0031 0.0447 0.4256
Plasmodium vivax pyruvate kinase, putative 0.0036 0.0602 0.5756
Echinococcus multilocularis lipoxygenase domain containing protein 0.002 0.008 0.008
Trypanosoma cruzi GTP-binding nuclear protein rtb2, putative 0.0023 0.0187 0.0457
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0128 0.3468 0.6118
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0017 0.0008 0.5
Brugia malayi RNA, U transporter 1 0.0089 0.2268 0.3262
Leishmania major trypanothione reductase 0.005 0.104 0.2636
Brugia malayi Calcitonin receptor-like protein seb-1 0.0054 0.1167 0.1678
Plasmodium falciparum glutathione reductase 0.005 0.104 1
Echinococcus multilocularis GTP binding nuclear protein Ran 0.0023 0.0187 0.0187
Loa Loa (eye worm) GTP-binding nuclear protein RAN/TC4 0.0023 0.0187 0.0187
Leishmania major GTP-binding protein, putative 0.0023 0.0187 0.0457
Plasmodium falciparum importin beta, putative 0.0031 0.0447 0.4256
Echinococcus granulosus pyruvate kinase 0.0019 0.0046 0.0046
Echinococcus multilocularis lipoxygenase domain containing protein 0.002 0.008 0.008
Plasmodium vivax importin-beta 2, putative 0.0031 0.0447 0.4256
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0115 0.3065 0.5407
Plasmodium vivax pyruvate kinase 2, putative 0.0019 0.0046 0.0373
Brugia malayi Importin beta-1 subunit 0.0031 0.0447 0.0643
Brugia malayi Pyruvate kinase, muscle isozyme 0.0036 0.0602 0.0866
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0017 0.0008 0.5
Treponema pallidum NADH oxidase 0.0017 0.0008 0.5
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0142 0.3926 0.3926
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.005 0.104 0.1826
Mycobacterium ulcerans pyruvate kinase 0.0036 0.0602 0.1051
Plasmodium vivax thioredoxin reductase, putative 0.005 0.104 1
Plasmodium vivax multidomain scavenger receptor, putative 0.002 0.008 0.0701
Toxoplasma gondii pyruvate kinase PyKII 0.0019 0.0046 0.0373
Echinococcus granulosus pyruvate kinase 0.0019 0.0046 0.0046
Plasmodium falciparum thioredoxin reductase 0.005 0.104 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0238 0.6952 0.6952
Echinococcus multilocularis pyruvate kinase 0.0019 0.0046 0.0046
Plasmodium falciparum GTP-binding nuclear protein RAN/TC4 0.0023 0.0187 0.1733
Trypanosoma brucei pyruvate kinase 1 0.0036 0.0602 0.1517
Leishmania major pyruvate kinase 0.0036 0.0602 0.1517
Schistosoma mansoni lipoxygenase 0.0055 0.1196 0.1196
Brugia malayi Doublecortin family protein 0.002 0.008 0.0115
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0017 0.0008 0.0008
Schistosoma mansoni hypothetical protein 0.0169 0.4757 0.4757
Echinococcus multilocularis pyruvate kinase 0.0019 0.0046 0.0046
Plasmodium falciparum pyruvate kinase 2 0.0019 0.0046 0.0373
Echinococcus multilocularis transcription factor Dp 1 0.0082 0.2045 0.2045
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0128 0.3468 1
Entamoeba histolytica pyruvate kinase, putative 0.0025 0.0257 0.0187
Entamoeba histolytica hypothetical protein 0.0025 0.0261 0.0198
Echinococcus multilocularis Polycystic kidney disease protein 0.002 0.008 0.008
Loa Loa (eye worm) hypothetical protein 0.0025 0.0257 0.0257
Trichomonas vaginalis importin beta-1, putative 0.0025 0.0261 0.4254
Loa Loa (eye worm) hypothetical protein 0.0054 0.1167 0.1167
Trichomonas vaginalis pyruvate kinase, putative 0.0036 0.0602 1
Loa Loa (eye worm) glutathione reductase 0.005 0.104 0.104
Giardia lamblia Pyruvate kinase 0.0036 0.0602 1
Trichomonas vaginalis pyruvate kinase, putative 0.0036 0.0602 1
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0142 0.3926 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0115 0.3065 0.5407
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0238 0.6952 0.6952
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0115 0.3065 0.5407
Schistosoma mansoni hypothetical protein 0.002 0.008 0.008
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0025 0.0261 0.4254
Mycobacterium ulcerans epoxide hydrolase EphA 0.0197 0.5663 1
Brugia malayi TAR-binding protein 0.0069 0.1629 0.2343
Schistosoma mansoni pyruvate kinase 0.0036 0.0602 0.0602
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0115 0.3065 0.5407
Echinococcus granulosus lipoxygenase domain containing protein 0.002 0.008 0.008
Loa Loa (eye worm) hypothetical protein 0.002 0.008 0.008
Echinococcus multilocularis pyruvate kinase 0.0019 0.0046 0.0046
Mycobacterium tuberculosis Probable pyruvate kinase PykA 0.0036 0.0602 0.1051
Trypanosoma brucei importin beta-1 subunit, putative 0.0031 0.0447 0.1122
Echinococcus multilocularis pyruvate kinase 0.0036 0.0602 0.0602
Trypanosoma cruzi pyruvate kinase 2, putative 0.0036 0.0602 0.1517
Toxoplasma gondii thioredoxin reductase 0.005 0.104 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0238 0.6952 0.6952
Trypanosoma cruzi GTP-binding nuclear protein rtb2, putative 0.0023 0.0187 0.0457
Schistosoma mansoni tar DNA-binding protein 0.0069 0.1629 0.1629
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0069 0.1629 0.1629
Loa Loa (eye worm) hypothetical protein 0.002 0.008 0.008
Echinococcus granulosus geminin 0.0169 0.4757 0.4757
Echinococcus granulosus pyruvate kinase 0.0036 0.0602 0.0602
Schistosoma mansoni loxhd1 0.002 0.008 0.008
Trypanosoma brucei trypanothione reductase 0.005 0.104 0.2636
Mycobacterium tuberculosis Probable oxidoreductase 0.0128 0.3468 0.6118
Brugia malayi follicle stimulating hormone receptor 0.0234 0.6818 0.9807
Schistosoma mansoni lipoxygenase 0.002 0.008 0.008
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.0142 0.3926 1
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0142 0.3926 0.3926

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 220 nM Displacement of rhodamine-labeled probe from human soluble epoxide hydrolase by fluorescence polarization assay ChEMBL. 19969453

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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