Detailed information for compound 413915

Basic information

Technical information
  • TDR Targets ID: 413915
  • Name: 2,4-dichloro-N-[[4-(morpholine-4-carbonyl)-1- propylsulfonylpiperidin-4-yl]methyl]benzamide
  • MW: 506.443 | Formula: C21H29Cl2N3O5S
  • H donors: 1 H acceptors: 4 LogP: 2.04 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCCS(=O)(=O)N1CCC(CC1)(CNC(=O)c1ccc(cc1Cl)Cl)C(=O)N1CCOCC1
  • InChi: 1S/C21H29Cl2N3O5S/c1-2-13-32(29,30)26-7-5-21(6-8-26,20(28)25-9-11-31-12-10-25)15-24-19(27)17-4-3-16(22)14-18(17)23/h3-4,14H,2,5-13,15H2,1H3,(H,24,27)
  • InChiKey: FQNRAIQUCSDYQF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2,4-dichloro-N-[[4-(morpholine-4-carbonyl)-1-propylsulfonyl-4-piperidyl]methyl]benzamide
  • 2,4-dichloro-N-[[4-[morpholino(oxo)methyl]-1-propylsulfonyl-4-piperidinyl]methyl]benzamide
  • 2,4-dichloro-N-[(4-morpholin-4-ylcarbonyl-1-propylsulfonyl-piperidin-4-yl)methyl]benzamide
  • 2,4-dichloro-N-[[4-(morpholino-oxomethyl)-1-propylsulfonyl-4-piperidinyl]methyl]benzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus solute carrier family 6 (neurotransmitter transporter, glycine), member 9 Starlite/ChEMBL References
Homo sapiens solute carrier family 6 (neurotransmitter transporter, glycine), member 9 Starlite/ChEMBL References
Rattus norvegicus Glycine transporter 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni sodium/chloride dependent transporter Get druggable targets OG5_128673 All targets in OG5_128673
Echinococcus granulosus sodium and chloride dependent glycine Get druggable targets OG5_128673 All targets in OG5_128673
Echinococcus multilocularis sodium and chloride dependent glycine Get druggable targets OG5_128673 All targets in OG5_128673
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Get druggable targets OG5_128673 All targets in OG5_128673
Schistosoma japonicum Sodium-dependent proline transporter, putative Get druggable targets OG5_128673 All targets in OG5_128673
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128673 All targets in OG5_128673
Echinococcus multilocularis sodium and chloride dependent glycine Get druggable targets OG5_128673 All targets in OG5_128673
Schistosoma japonicum Sodium- and chloride-dependent glycine transporter 1, putative Get druggable targets OG5_128673 All targets in OG5_128673
Schistosoma japonicum Sodium- and chloride-dependent glycine transporter 1, putative Get druggable targets OG5_128673 All targets in OG5_128673
Schistosoma mansoni sodium/chloride dependent transporter Get druggable targets OG5_128673 All targets in OG5_128673
Schistosoma japonicum ko:K05042 solute carrier family 6 (neurotransmitter transporter, glycine),, putative Get druggable targets OG5_128673 All targets in OG5_128673
Brugia malayi Sodium:neurotransmitter symporter family protein Get druggable targets OG5_128673 All targets in OG5_128673
Echinococcus granulosus sodium and chloride dependent glycine Get druggable targets OG5_128673 All targets in OG5_128673
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128673 All targets in OG5_128673
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus serotonin transporter Glycine transporter 1   638 aa 617 aa 37.9 %
Drosophila melanogaster CG13796 gene product from transcript CG13796-RD Glycine transporter 1   638 aa 585 aa 23.6 %
Schistosoma japonicum ko:K05046 solute carrier family 6 (neurotransmitter transporter, GABA), member, putative Glycine transporter 1   638 aa 579 aa 36.1 %
Echinococcus multilocularis serotonin transporter solute carrier family 6 (neurotransmitter transporter, glycine), member 9 633 aa 617 aa 38.6 %
Schistosoma mansoni norepinephrine/norepinephrine transporter Glycine transporter 1   638 aa 572 aa 37.9 %
Echinococcus multilocularis serotonin transporter solute carrier family 6 (neurotransmitter transporter, glycine), member 9 633 aa 616 aa 38.6 %
Onchocerca volvulus High affinity copper uptake protein 1 homolog Glycine transporter 1   638 aa 578 aa 41.5 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Glycine transporter 1   638 aa 622 aa 32.2 %
Drosophila melanogaster CG1698 gene product from transcript CG1698-RA Glycine transporter 1   638 aa 585 aa 35.9 %
Echinococcus multilocularis serotonin transporter Glycine transporter 1   638 aa 617 aa 38.2 %
Onchocerca volvulus Transmembrane protein 120 homolog Glycine transporter 1   638 aa 652 aa 36.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus Excitatory amino acid transporter homolog 0.1805 1 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0099 0.0381 0.0381
Loa Loa (eye worm) hypothetical protein 0.0056 0.0138 0.0138
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0079 0.0079
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.0163 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0079 0.0079
Chlamydia trachomatis glutamate symporter 0.1805 1 1
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0056 0.0138 0.0138
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0045 0.0079 0.0079
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0079 0.0079
Echinococcus multilocularis excitatory amino acid transporter 2 0.1805 1 1
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0056 0.0138 0.0138
Plasmodium vivax amine transporter, putative 0.0056 0.0138 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0099 0.0381 0.0381
Treponema pallidum glutamate/aspartate transporter 0.08 0.4334 1
Echinococcus granulosus neutral amino acid transporter A 0.1805 1 1
Loa Loa (eye worm) hypothetical protein 0.0056 0.0138 0.0138
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.0079 0.0079
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0056 0.0138 0.0138
Echinococcus multilocularis neutral amino acid transporter A 0.1805 1 1
Schistosoma mansoni microtubule-associated protein tau 0.0684 0.3683 0.3683
Echinococcus granulosus sodium:chloride dependent neurotransmitter 0.0056 0.0138 0.0138
Echinococcus granulosus sodium dependent neurotransmitter transporter 0.0056 0.0138 0.0138
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.006 0.0163 0.5
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0056 0.0138 0.0138
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0056 0.0138 0.0138
Echinococcus multilocularis Excitatory amino acid transporter 0.1805 1 1
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0056 0.0138 0.0138
Loa Loa (eye worm) hypothetical protein 0.0099 0.0381 0.0381
Echinococcus multilocularis geminin 0.0168 0.0771 0.0771
Schistosoma mansoni hypothetical protein 0.0168 0.0771 0.0771
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.006 0.0163 0.0163
Loa Loa (eye worm) hypothetical protein 0.0068 0.0205 0.0205
Echinococcus granulosus microtubule associated protein 2 0.0684 0.3683 0.3683
Echinococcus multilocularis excitatory amino acid transporter 2 0.1805 1 1
Plasmodium falciparum transporter, putative 0.0056 0.0138 0.5
Schistosoma mansoni sodium/chloride dependent transporter 0.0287 0.1439 0.1439
Echinococcus granulosus geminin 0.0168 0.0771 0.0771
Echinococcus granulosus neutral amino acid transporter 0.1805 1 1
Schistosoma mansoni aldehyde dehydrogenase 0.006 0.0163 0.0163
Loa Loa (eye worm) serotonin transporter b 0.0056 0.0138 0.0138
Echinococcus multilocularis microtubule associated protein 2 0.0684 0.3683 0.3683
Echinococcus multilocularis neutral amino acid transporter A 0.1805 1 1
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0056 0.0138 0.0138
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0056 0.0138 0.0138
Schistosoma mansoni hypothetical protein 0.0168 0.0771 0.0771
Echinococcus multilocularis neutral amino acid transporter excitatory amino acid transporter 0.08 0.4334 0.4334
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0079 0.0079
Echinococcus multilocularis neutral amino acid transporter A 0.1805 1 1
Plasmodium falciparum amino acid transporter, putative 0.0056 0.0138 0.5
Chlamydia trachomatis neutral amino acid transporter 0.08 0.4334 0.4255
Loa Loa (eye worm) hypothetical protein 0.0056 0.0138 0.0138
Treponema pallidum glutamate transporter 0.08 0.4334 1
Loa Loa (eye worm) solute carrier family 6 member 4 0.0056 0.0138 0.0138
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0056 0.0138 0.0138
Echinococcus granulosus serotonin transporter 0.0056 0.0138 0.0138
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0056 0.0138 0.0138
Mycobacterium tuberculosis Probable C4-dicarboxylate-transport transmembrane protein DctA 0.1805 1 1
Loa Loa (eye worm) hypothetical protein 0.0056 0.0138 0.0138
Toxoplasma gondii aldehyde dehydrogenase 0.006 0.0163 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0045 0.0079 0.0079
Loa Loa (eye worm) norepinephrine transporter 0.0056 0.0138 0.0138
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0056 0.0138 0.0138
Echinococcus granulosus excitatory amino acid transporter 2 0.1805 1 1
Echinococcus multilocularis serotonin transporter 0.0056 0.0138 0.0138
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.0163 0.5
Loa Loa (eye worm) hypothetical protein 0.0287 0.1439 0.1439
Echinococcus multilocularis sodium and chloride dependent glycine 0.0287 0.1439 0.1439
Echinococcus multilocularis uncharacterized sodium dependent transporter 0.0056 0.0138 0.0138
Schistosoma mansoni sodium/chloride dependent transporter 0.0056 0.0138 0.0138
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.0163 0.5
Schistosoma mansoni sodium/dicarboxylate symporter-related 0.08 0.4334 0.4334
Echinococcus multilocularis neutral amino acid transporter excitatory amino acid transporter 0.1805 1 1
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0056 0.0138 0.0138
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.006 0.0163 0.0163
Echinococcus granulosus sodium and chloride dependent glycine 0.0287 0.1439 0.1439
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.0079 0.0079
Echinococcus multilocularis Excitatory amino acid transporter 0.1805 1 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.0079 0.0079
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0287 0.1439 0.1439
Loa Loa (eye worm) hypothetical protein 0.0056 0.0138 0.0138
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0056 0.0138 0.0138
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0056 0.0138 0.0138
Echinococcus granulosus Excitatory amino acid transporter 0.1805 1 1
Schistosoma mansoni aldehyde dehydrogenase 0.006 0.0163 0.0163
Echinococcus granulosus neutral amino acid transporter A 0.1805 1 1
Plasmodium vivax hypothetical protein, conserved 0.0056 0.0138 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0099 0.0381 0.0381
Schistosoma mansoni sodium-dependent amino acid transporter 0.0056 0.0138 0.0138
Echinococcus granulosus Excitatory amino acid transporter 0.1805 1 1
Wolbachia endosymbiont of Brugia malayi Na+/H+-dicarboxylate symporter 0.1805 1 0.5
Loa Loa (eye worm) excitatory amino acid transporter 0.1805 1 1
Loa Loa (eye worm) hypothetical protein 0.0287 0.1439 0.1439
Echinococcus multilocularis sodium dependent neurotransmitter transporter 0.0056 0.0138 0.0138
Echinococcus multilocularis sodium:chloride dependent neurotransmitter 0.0056 0.0138 0.0138
Schistosoma mansoni sodium/chloride dependent transporter 0.0287 0.1439 0.1439
Loa Loa (eye worm) hypothetical protein 0.0056 0.0138 0.0138
Echinococcus multilocularis sodium and chloride dependent glycine 0.0287 0.1439 0.1439
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0287 0.1439 0.1439
Echinococcus granulosus sodium and chloride dependent glycine 0.0287 0.1439 0.1439
Echinococcus granulosus excitatory amino acid transporter 3 0.1805 1 1
Schistosoma mansoni sodium/dicarboxylate symporter-related 0.08 0.4334 0.4334
Brugia malayi latrophilin 2 splice variant baaae 0.0068 0.0205 0.0205
Echinococcus granulosus sodium:dicarboxylate symporter 0.1805 1 1
Echinococcus multilocularis excitatory amino acid transporter 3 0.1805 1 1
Loa Loa (eye worm) hypothetical protein 0.0056 0.0138 0.0138
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative 0.0056 0.0138 0.0138
Brugia malayi hypothetical protein 0.0056 0.0138 0.0138
Echinococcus granulosus excitatory amino acid transporter 2 0.1805 1 1
Schistosoma mansoni solute carrier family 1 (glial high affinity glutamate transporter 0.1805 1 1
Loa Loa (eye worm) hypothetical protein 0.0056 0.0138 0.0138
Echinococcus multilocularis sodium:dicarboxylate symporter 0.1805 1 1
Echinococcus multilocularis sodium:dicarboxylate symporter 0.08 0.4334 0.4334
Schistosoma mansoni hypothetical protein 0.0068 0.0205 0.0205
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0056 0.0138 0.0138

Activities

Activity type Activity value Assay description Source Reference
Activity (ADMET) Inhibition of CYP3A4 ChEMBL. 16987662
Activity (ADMET) Inhibition of CYP2D6 ChEMBL. 16987662
Activity (ADMET) Inhibition of CYP2C9 ChEMBL. 16987662
Activity (ADMET) 0 Inhibition of CYP3A4 ChEMBL. 16987662
Activity (ADMET) 0 Inhibition of CYP2C9 ChEMBL. 16987662
Activity (ADMET) 0 Inhibition of CYP2D6 ChEMBL. 16987662
CL (ADMET) = 20.5 ml/min.kg Clearance in rat ChEMBL. 16987662
IC50 (binding) = 2.4 nM Inhibition of human GlyT1 ChEMBL. 16987662
IC50 (binding) = 2.4 nM Inhibition of human GlyT1 ChEMBL. 16987662
IC50 (binding) = 3.2 nM Inhibition of rat GlyT1 ChEMBL. 16987662
IC50 (binding) = 3.2 nM Inhibition of rat GlyT1 ChEMBL. 16987662
IC50 (binding) = 7.6 nM Inhibition of mouse GlyT1 ChEMBL. 16987662
IC50 (binding) = 7.6 nM Inhibition of mouse GlyT1 ChEMBL. 16987662
IC50 (binding) > 30000 nM Inhibition of human GlyT2 ChEMBL. 16987662
IC50 (binding) > 30000 nM Inhibition of human TauT ChEMBL. 16987662
IC50 (binding) > 30000 nM Inhibition of human GlyT2 ChEMBL. 16987662
IC50 (binding) > 30000 nM Inhibition of human TauT ChEMBL. 16987662
LogP = 1.4 Partition coefficient, log P of the compound ChEMBL. 16987662
Papp (ADMET) = 23.6 ucm/s Apparent permeability in Caco2 cells ChEMBL. 16987662
Papp (ADMET) = 23.6 ucm/s Apparent permeability in Caco2 cells ChEMBL. 16987662
Ratio (ADMET) = 11.4 Ratio of permeability from basolateral to apical over apical to basolateral side of Caco2 cell expressing mouse p-glycoprotein ChEMBL. 16987662
Ratio (ADMET) = 17.9 Ratio of permeability from basolateral to apical over apical to basolateral side of Caco2 cell expressing human p-glycoprotein ChEMBL. 16987662
Solubility = 18 mg/ml Aqueous solubility of the compound ChEMBL. 16987662
t1/2 (ADMET) = 0.37 hr Half life in rat ChEMBL. 16987662

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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