Detailed information for compound 955499

Basic information

Technical information
  • TDR Targets ID: 955499
  • Name: 4-[2-(4-chlorophenyl)ethyl]-1H-pyrrole-2-carb oxylic acid
  • MW: 249.693 | Formula: C13H12ClNO2
  • H donors: 2 H acceptors: 2 LogP: 3.41 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(cc1)CCc1c[nH]c(c1)C(=O)O
  • InChi: 1S/C13H12ClNO2/c14-11-5-3-9(4-6-11)1-2-10-7-12(13(16)17)15-8-10/h3-8,15H,1-2H2,(H,16,17)
  • InChiKey: JXYKONJPFAHRTG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens D-aspartate oxidase Starlite/ChEMBL References
Homo sapiens D-amino-acid oxidase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans D-amino acid oxidase Get druggable targets OG5_127583 All targets in OG5_127583
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao Get druggable targets OG5_127583 All targets in OG5_127583
Candida albicans putative d-amino acid oxidase Get druggable targets OG5_127583 All targets in OG5_127583
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127583 All targets in OG5_127583
Schistosoma mansoni d-amino acid oxidase Get druggable targets OG5_127583 All targets in OG5_127583
Candida albicans putative d-amino acid oxidase Get druggable targets OG5_127583 All targets in OG5_127583
Mycobacterium leprae PROBABLE D-AMINO ACID OXIDASE AAO Get druggable targets OG5_127583 All targets in OG5_127583
Mycobacterium ulcerans D-amino acid oxidase Aao Get druggable targets OG5_127583 All targets in OG5_127583
Schistosoma japonicum ko:K00272 D-aspartate oxidase [EC1.4.3.1], putative Get druggable targets OG5_127583 All targets in OG5_127583
Candida albicans D-amino acid oxidase Get druggable targets OG5_127583 All targets in OG5_127583
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium ulcerans D-amino acid oxidase Aao D-amino-acid oxidase 347 aa 378 aa 24.6 %
Mycobacterium ulcerans D-amino acid oxidase Aao D-aspartate oxidase 369 aa 373 aa 28.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi latrophilin 2 splice variant baaae 0.0033 0.0016 0.0061
Leishmania major hypothetical protein, conserved 0.0032 0 0.5
Brugia malayi MH2 domain containing protein 0.0128 0.2675 1
Trypanosoma brucei electron transfer flavoprotein-ubiquinone oxidoreductase, putative 0.0032 0 0.5
Plasmodium falciparum FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.0032 0 0.5
Trypanosoma cruzi Present in the outer mitochondrial membrane proteome 20 0.0032 0 0.5
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0032 0 0.5
Brugia malayi Calcitonin receptor-like protein seb-1 0.0048 0.0445 0.1663
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0032 0 0.5
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), mitochondrial 0.0032 0 0.5
Entamoeba histolytica NAD(FAD)-dependent dehydrogenase, putative 0.0032 0 0.5
Toxoplasma gondii FAD-dependent glycerol-3-phosphate dehydrogenase 0.0032 0 0.5
Echinococcus granulosus geminin 0.0168 0.3801 1
Mycobacterium leprae PROBABLE D-AMINO ACID OXIDASE AAO 0.039 1 1
Schistosoma mansoni hypothetical protein 0.0033 0.0016 0.0016
Trypanosoma brucei L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0032 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0033 0.0016 0.0016
Entamoeba histolytica anaerobic glycerol-3-phosphate dehydrogenase subunit A, putative 0.0032 0 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0048 0.0445 0.0445
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase, putative 0.0032 0 0.5
Plasmodium vivax FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.0032 0 0.5
Toxoplasma gondii hypothetical protein 0.0032 0 0.5
Loa Loa (eye worm) MH2 domain-containing protein 0.0128 0.2675 0.2675
Onchocerca volvulus Dimethylglycine dehydrogenase, mitochondrial homolog 0.0032 0 0.5
Onchocerca volvulus Putative fad oxidoreductase 0.0032 0 0.5
Schistosoma mansoni d-amino acid oxidase 0.039 1 1
Onchocerca volvulus Pyruvate dehydrogenase phosphatase regulatory subunit, mitochondrial homolog 0.0032 0 0.5
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0032 0 0.5
Giardia lamblia Glycerol-3-phosphate dehydrogenase 0.0032 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0048 0.0445 0.0445
Leishmania major hypothetical protein, conserved 0.0032 0 0.5
Mycobacterium ulcerans D-amino acid oxidase Aao 0.039 1 1
Trypanosoma cruzi FAD dependent oxidoreductase, putative 0.0032 0 0.5
Chlamydia trachomatis D-amino acid dehydrogenase 0.0032 0 0.5
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao 0.0357 0.9091 1
Trypanosoma brucei FAD dependent oxidoreductase, putative 0.0032 0 0.5
Schistosoma mansoni hypothetical protein 0.0168 0.3801 0.3801
Leishmania major glycerol-3-phosphate dehydrogenase-like protein 0.0032 0 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0048 0.0445 0.1663
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0032 0 0.5
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0032 0 0.5
Schistosoma mansoni hypothetical protein 0.0168 0.3801 0.3801
Echinococcus multilocularis geminin 0.0168 0.3801 1
Loa Loa (eye worm) transcription factor SMAD2 0.0128 0.2675 0.2675

Activities

Activity type Activity value Assay description Source Reference
Drug uptake (ADMET) > 1 uM Drug uptake in C57BL/6 mouse cerebellum at 30 mg/kg, ip after 6 hrs by LC/MS/MS analysis ChEMBL. 23631755
IC50 (binding) = 7.94 Competitive inhibition of human recombinant DAAO after 1 hr by coupled enzyme assay in presence of D-serine ChEMBL. 23631755
IC50 (binding) = 238 nM Inhibition of human DAO ChEMBL. 18455394
IC50 (binding) > 5000 nM Inhibition of human DDO ChEMBL. 18455394
Kd (binding) = 0.18 uM Binding affinity to human recombinant DAAO at 490 nm spectral modification by spectrophotometric analysis in presence of FAD ChEMBL. 23631755
Kd (binding) = 0.7 uM Binding affinity to human recombinant DAAO by stopped flow spectrophotometric analysis in presence of FAD ChEMBL. 23631755
Kd (binding) = 2.5 uM Binding affinity to human recombinant DAAO at 520 nm spectral modification by spectrophotometric analysis in presence of FAD ChEMBL. 23631755
Kd (binding) = 5 uM Binding affinity to human recombinant DAAO at 520 nm spectral modification by stopped flow spectrophotometric analysis in presence of FAD ChEMBL. 23631755
Ki (binding) = 7.2 nM Competitive inhibition of human recombinant DAAO by Michaelis-Menten plot analysis in presence of D-serine ChEMBL. 23631755
Ratio (binding) = 1.46 Inhibition of DAAO in Sprague-Dawley virgin rat hypothalamus assessed as change in AMPA/NMDA ratio of excitatory postsynaptic currents in supraoptic nucleus neurons at 10 uM after 45 mins by whole-cell patch clamp assay (Rvb = 1.12 +/- 0.23) ChEMBL. 23631755
Ratio (binding) = 1.71 Inhibition of DAAO in Sprague-Dawley lactating rat hypothalamus assessed as reduction in AMPA/NMDA ratio of excitatory postsynaptic currents in supraoptic nucleus neurons at 10 uM after 45 mins by whole-cell patch clamp assay (Rvb = 4.08 +/- 0.41) ChEMBL. 23631755

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

2 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.