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 mansoni biogenic amine receptor Dopamine D2 receptor   444 aa 452 aa 30.1 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Dopamine D2 receptor   444 aa 432 aa 30.8 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D2 receptor   444 aa 456 aa 29.4 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
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 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Dopamine D2 receptor   444 aa 386 aa 19.7 %
Schistosoma mansoni amine GPCR Dopamine D2 receptor   444 aa 424 aa 32.1 %
Echinococcus granulosus g protein coupled receptor Dopamine D2 receptor   444 aa 457 aa 21.0 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
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:K04136 adrenergic receptor, alpha 1b, putative Dopamine D2 receptor   444 aa 440 aa 30.0 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Dopamine D2 receptor   444 aa 476 aa 24.2 %
Echinococcus multilocularis g protein coupled receptor Dopamine D2 receptor   444 aa 465 aa 21.5 %
Obtained from network model

Ranking Plot

Putative Targets List

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

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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