Detailed information for compound 1591586

Basic information

Technical information
  • TDR Targets ID: 1591586
  • Name: 3-chloro-N-[[(2S)-1-ethylpyrrolidin-2-yl]meth yl]-2-hydroxy-5,6-dimethoxybenzamide
  • MW: 342.818 | Formula: C16H23ClN2O4
  • H donors: 2 H acceptors: 2 LogP: 2.92 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCN1CCC[C@H]1CNC(=O)c1c(O)c(Cl)cc(c1OC)OC
  • InChi: 1S/C16H23ClN2O4/c1-4-19-7-5-6-10(19)9-18-16(21)13-14(20)11(17)8-12(22-2)15(13)23-3/h8,10,20H,4-7,9H2,1-3H3,(H,18,21)/t10-/m0/s1
  • InChiKey: DVNOGBDQNYJXJS-JTQLQIEISA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-chloro-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2-hydroxy-5,6-dimethoxy-benzamide
  • 3-chloro-N-[[(2S)-1-ethyl-2-pyrrolidinyl]methyl]-2-hydroxy-5,6-dimethoxybenzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Dopamine D2 receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma japonicum Octopamine receptor, putative Dopamine D2 receptor   444 aa 456 aa 29.4 %
Echinococcus granulosus biogenic amine 5HT receptor Dopamine D2 receptor   444 aa 429 aa 31.7 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D2 receptor   444 aa 474 aa 23.4 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Dopamine D2 receptor   444 aa 386 aa 19.7 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Dopamine D2 receptor   444 aa 432 aa 30.8 %
Schistosoma mansoni biogenic amine receptor Dopamine D2 receptor   444 aa 452 aa 30.1 %
Echinococcus granulosus g protein coupled receptor Dopamine D2 receptor   444 aa 457 aa 21.0 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Dopamine D2 receptor   444 aa 476 aa 24.2 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Loa Loa (eye worm) hypothetical protein Dopamine D2 receptor   444 aa 433 aa 21.2 %
Onchocerca volvulus Dopamine D2 receptor   444 aa 418 aa 23.0 %
Echinococcus multilocularis g protein coupled receptor Dopamine D2 receptor   444 aa 465 aa 21.5 %
Schistosoma mansoni amine GPCR Dopamine D2 receptor   444 aa 424 aa 32.1 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Dopamine D2 receptor   444 aa 440 aa 30.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis malate dehydrogenase, putative 0.0746 0.7845 1
Trichomonas vaginalis malate dehydrogenase, putative 0.054 0.5274 0.6722
Echinococcus granulosus voltage gated potassium channel 0.0172 0.068 0.068
Schistosoma mansoni L-lactate dehydrogenase 0.054 0.5274 0.5274
Plasmodium falciparum malate dehydrogenase 0.0919 1 1
Echinococcus granulosus lactate dehydrogenase a 0.0919 1 1
Trichomonas vaginalis malate dehydrogenase, putative 0.0746 0.7845 1
Trichomonas vaginalis malate dehydrogenase, putative 0.0746 0.7845 1
Leishmania major glycosomal malate dehydrogenase 0.069 0.7144 0.3956
Schistosoma mansoni voltage-gated potassium channel 0.0648 0.6614 0.6614
Schistosoma mansoni malate dehydrogenase 0.0746 0.7845 0.7845
Mycobacterium ulcerans malate dehydrogenase 0.0746 0.7845 0.5
Schistosoma mansoni voltage-gated potassium channel 0.0648 0.6614 0.6614
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0746 0.7845 1
Schistosoma mansoni L-lactate dehydrogenase 0.0919 1 1
Echinococcus granulosus malate dehydrogenase 0.069 0.7144 0.7144
Trypanosoma cruzi malate dehydrogenase, putative 0.069 0.7144 0.7271
Echinococcus multilocularis cytosolic malate dehydrogenase 0.0746 0.7845 0.7845
Wolbachia endosymbiont of Brugia malayi malate dehydrogenase 0.0919 1 0.5
Leishmania major malate dehydrogenase 0.069 0.7144 0.3956
Echinococcus granulosus lactate dehydrogenase a 0.0919 1 1
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0746 0.7845 1
Mycobacterium tuberculosis Probable malate dehydrogenase Mdh 0.0746 0.7845 0.5
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0172 0.068 0.068
Plasmodium vivax lactate dehydrogenase 0.0919 1 1
Leishmania major malate dehydrogenase, putative 0.0919 1 1
Loa Loa (eye worm) hypothetical protein 0.0172 0.068 0.068
Trypanosoma brucei mitochondrial malate dehydrogenase 0.069 0.7144 0.7271
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0172 0.068 0.068
Schistosoma mansoni voltage-gated potassium channel 0.0172 0.068 0.068
Leishmania major cytosolic malate dehydrogenase 0.0746 0.7845 0.5441
Brugia malayi Probable malate dehydrogenase, mitochondrial precursor 0.069 0.7144 0.7144
Trichomonas vaginalis malate dehydrogenase, putative 0.0746 0.7845 1
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0554 0.5448 0.6944
Mycobacterium leprae PROBABLE MALATE DEHYDROGENASE MDH 0.0746 0.7845 0.5
Loa Loa (eye worm) hypothetical protein 0.0919 1 1
Loa Loa (eye worm) malate dehydrogenase 0.069 0.7144 0.7144
Echinococcus multilocularis malate dehydrogenase 0.069 0.7144 0.7144
Schistosoma mansoni malate dehydrogenase 0.069 0.7144 0.7144
Trichomonas vaginalis malate dehydrogenase, putative 0.0746 0.7845 1
Schistosoma mansoni voltage-gated potassium channel 0.0172 0.068 0.068
Trypanosoma cruzi glycosomal malate dehydrogenase, putative 0.069 0.7144 0.7271
Echinococcus multilocularis lactate dehydrogenase a 0.0919 1 1
Chlamydia trachomatis malate dehydrogenase 0.0746 0.7845 0.5
Giardia lamblia Malate dehydrogenase 0.0746 0.7845 0.5
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0593 0.5935 0.5935
Plasmodium falciparum L-lactate dehydrogenase 0.0919 1 1
Trypanosoma brucei glycosomal malate dehydrogenase 0.069 0.7144 0.7271
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0554 0.5448 0.6944
Brugia malayi Malate dehydrogenase, cytoplasmic 0.0746 0.7845 0.7845
Plasmodium vivax malate dehydrogenase, putative 0.0919 1 1
Echinococcus granulosus cytosolic malate dehydrogenase 0.0746 0.7845 0.7845
Toxoplasma gondii malate dehydrogenase MDH 0.0919 1 0.5
Echinococcus multilocularis cytosolic malate dehydrogenase 0.0746 0.7845 0.7845
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0593 0.5935 0.5935
Trichomonas vaginalis malate dehydrogenase, putative 0.0469 0.439 0.5596
Toxoplasma gondii lactate dehydrogenase LDH1 0.0919 1 0.5
Echinococcus granulosus lactate dehydrogenase protein 0.0919 1 1
Trichomonas vaginalis malate dehydrogenase, putative 0.0746 0.7845 1
Schistosoma mansoni malate dehydrogenase 0.0746 0.7845 0.7845
Trypanosoma cruzi cytosolic malate dehydrogenase, putative 0.0746 0.7845 1
Loa Loa (eye worm) malate dehydrogenase 0.0746 0.7845 0.7845
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0593 0.5935 0.5935
Echinococcus multilocularis L lactate dehydrogenase B chain 0.0919 1 1
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0593 0.5935 0.5935
Trichomonas vaginalis malate dehydrogenase, putative 0.0746 0.7845 1
Echinococcus multilocularis voltage gated potassium channel 0.0172 0.068 0.068
Trichomonas vaginalis malate dehydrogenase, putative 0.0746 0.7845 1
Echinococcus granulosus L lactate dehydrogenase 0.0379 0.3262 0.3262
Schistosoma mansoni malate dehydrogenase 0.0919 1 1
Echinococcus multilocularis L lactate dehydrogenase 0.0379 0.3262 0.3262
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0746 0.7845 1
Echinococcus multilocularis lactate dehydrogenase protein 0.0919 1 1
Trichomonas vaginalis malate dehydrogenase, putative 0.0263 0.1819 0.2318
Echinococcus multilocularis malate dehydrogenase 0.069 0.7144 0.7144
Trypanosoma cruzi cytosolic malate dehydrogenase, putative 0.0746 0.7845 1
Trypanosoma cruzi glycosomal malate dehydrogenase, putative 0.069 0.7144 0.7271
Leishmania major mitochondrial malate dehydrogenase 0.069 0.7144 0.3956
Trypanosoma brucei cytosolic malate dehydrogenase 0.0746 0.7845 1
Echinococcus granulosus L lactate dehydrogenase B chain 0.0919 1 1
Echinococcus multilocularis lactate dehydrogenase a 0.0919 1 1
Entamoeba histolytica malate dehydrogenase, putative 0.0919 1 1
Echinococcus granulosus cytosolic malate dehydrogenase 0.0746 0.7845 0.7845
Echinococcus granulosus malate dehydrogenase 0.069 0.7144 0.7144
Trichomonas vaginalis malate dehydrogenase, putative 0.0746 0.7845 1
Echinococcus multilocularis lactate dehydrogenase a 0.0919 1 1
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0172 0.068 0.068
Trichomonas vaginalis malate dehydrogenase, putative 0.0746 0.7845 1
Toxoplasma gondii lactate dehydrogenase LDH2 0.0919 1 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0746 0.7845 1
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0746 0.7845 1
Trypanosoma cruzi mitochondrial malate dehydrogenase, putative 0.069 0.7144 0.7271
Loa Loa (eye worm) hypothetical protein 0.0515 0.4958 0.4958

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.7 nM In vitro ability to inhibit the binding of [3H]-spiperone to dopamine receptor D2 in rat striatal membranes. ChEMBL. 1969484
Ki (binding) = 0.087 nM Inhibition of [3H]-spiperone binding to rat striatal membrane Dopamine receptor D2 ChEMBL. 1969484

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

No literature references available for this target.

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