Detailed information for compound 343148

Basic information

Technical information
  • TDR Targets ID: 343148
  • Name: N-[1-(1,3-benzodioxol-5-ylmethyl)piperidin-4- yl]-5-chloro-2-(1,3-thiazol-2-ylmethylamino)b enzamide
  • MW: 484.998 | Formula: C24H25ClN4O3S
  • H donors: 2 H acceptors: 2 LogP: 4.82 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(c(c1)C(=O)NC1CCN(CC1)Cc1ccc2c(c1)OCO2)NCc1nccs1
  • InChi: 1S/C24H25ClN4O3S/c25-17-2-3-20(27-13-23-26-7-10-33-23)19(12-17)24(30)28-18-5-8-29(9-6-18)14-16-1-4-21-22(11-16)32-15-31-21/h1-4,7,10-12,18,27H,5-6,8-9,13-15H2,(H,28,30)
  • InChiKey: FDKOBCYTMUKPAV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[1-(1,3-benzodioxol-5-ylmethyl)-4-piperidyl]-5-chloro-2-(thiazol-2-ylmethylamino)benzamide
  • N-[1-(1,3-benzodioxol-5-ylmethyl)-4-piperidinyl]-5-chloro-2-(2-thiazolylmethylamino)benzamide
  • 5-chloro-N-(1-piperonyl-4-piperidyl)-2-(thiazol-2-ylmethylamino)benzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens melanin-concentrating hormone receptor 1 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis vacuolar ATP synthase proteolipid subunit, putative 0.0008 0.0632 0.233
Leishmania major ATPase subunit 9, putative 0.0064 1 1
Schistosoma mansoni vacuolar ATP synthase proteolipid subunit 0.0008 0.0632 0.0632
Brugia malayi Vacuolar ATP synthase 21 kDa proteolipid subunit, putative 0.0008 0.0632 0.0632
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0022 0.2955 0.2955
Trichomonas vaginalis vacuolar ATP synthase proteolipid subunit, putative 0.0008 0.0632 0.233
Echinococcus multilocularis mitochondrial ATP synthase subunit 9 0.0064 1 1
Trypanosoma cruzi ATPase subunit 9, putative 0.0064 1 1
Trypanosoma cruzi ATPase subunit 9, putative 0.0064 1 1
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0022 0.2955 0.2955
Loa Loa (eye worm) hypothetical protein 0.0019 0.2469 0.8354
Mycobacterium leprae PROBABLE ATP SYNTHASE C CHAIN ATPE (LIPID-BINDING PROTEIN) (DICYCLOHEXYLCARBODIIMIDE-BINDING PROTEIN) 0.0064 1 0.5
Echinococcus multilocularis V type proton ATPase 21 kDa proteolipid subunit 0.0008 0.0632 0.0632
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0006 0.0338 0.0338
Brugia malayi Vacuolar ATP synthase 16 kDa proteolipid subunit, putative 0.0008 0.0632 0.0632
Trichomonas vaginalis vacuolar ATP synthase proteolipid subunit 1, 2, 3, putative 0.0008 0.0632 0.233
Loa Loa (eye worm) vacuolar ATP synthase proteolipid subunit 0.0008 0.0632 0.2138
Echinococcus multilocularis voltage gated potassium channel 0.0006 0.0338 0.0338
Plasmodium vivax ATP synthase lipid-binding protein, mitochondrial precursor, putative 0.0064 1 1
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0022 0.2955 0.2955
Schistosoma mansoni voltage-gated potassium channel 0.0006 0.0338 0.0338
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0006 0.0338 0.0338
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0021 0.2713 1
Leishmania major ATPase subunit 9, putative 0.0064 1 1
Echinococcus granulosus mitochondrial ATP synthase subunit 9 0.0064 1 1
Giardia lamblia Vacuolar ATP synthase 16 kDa proteolipid subunit 0.0008 0.0632 0.5
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0021 0.2713 1
Trypanosoma cruzi ATPase subunit 9, putative 0.0064 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0024 0.3293 0.3293
Entamoeba histolytica Vacuolar ATP synthase proteolipid subunit, putative 0.0008 0.0632 0.5
Loa Loa (eye worm) vacuolar ATP synthase proteolipid subunit 0.0008 0.0632 0.2138
Trypanosoma cruzi ATPase subunit 9, putative 0.0064 1 1
Mycobacterium ulcerans F0F1 ATP synthase subunit C 0.0064 1 0.5
Echinococcus multilocularis Vacuolar ATP synthase 16 kDa proteolipid 0.0008 0.0632 0.0632
Entamoeba histolytica V-type ATPase, C subunit, putative 0.0008 0.0632 0.5
Trypanosoma brucei Mitochondrial ATP synthase subunit c-3 0.0064 1 1
Trypanosoma cruzi ATPase subunit 9, putative 0.0064 1 1
Schistosoma mansoni ATP synthase lipid-binding protein-like protein 0.0064 1 1
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit C 0.0064 1 0.5
Trypanosoma brucei hypothetical protein 0.0056 0.8639 0.8547
Schistosoma mansoni voltage-gated potassium channel 0.0024 0.3293 0.3293
Schistosoma mansoni vacuolar ATP synthase proteolipid subunit 1 2 3 0.0008 0.0632 0.0632
Schistosoma mansoni voltage-gated potassium channel 0.0006 0.0338 0.0338
Echinococcus granulosus V type proton ATPase 21 kDa proteolipid subunit 0.0008 0.0632 0.0632
Schistosoma mansoni ATP synthase lipid-binding protein-like protein 0.0064 1 1
Chlamydia trachomatis V-type ATP synthase subunit K 0.0008 0.0632 0.5
Brugia malayi Vacuolar ATP synthase 16 kDa proteolipid subunit 1, putative 0.0008 0.0632 0.0632
Trypanosoma brucei Mitochondrial ATP synthase subunit c-1 0.0064 1 1
Giardia lamblia Vacuolar ATP synthase 16 kDa proteolipid subunit 0.0008 0.0632 0.5
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0022 0.2955 1
Mycobacterium tuberculosis Probable ATP synthase C chain AtpE (lipid-binding protein) (dicyclohexylcarbodiimide-binding protein) 0.0064 1 0.5
Loa Loa (eye worm) vacuolar ATP synthase proteolipid subunit 1 0.0008 0.0632 0.2138
Schistosoma mansoni vacuolar ATP synthase proteolipid subunit 1 2 3 0.0008 0.0632 0.0632
Loa Loa (eye worm) hypothetical protein 0.0006 0.0338 0.1145
Trichomonas vaginalis vacuolar ATP synthase proteolipid subunit, putative 0.0008 0.0632 0.233
Trichomonas vaginalis vacuolar ATP synthase proteolipid subunit 1, 2, 3, putative 0.0008 0.0632 0.233
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0006 0.0338 0.0338
Toxoplasma gondii ATP synthase F0 subunit 9, putative 0.0064 1 1
Echinococcus granulosus Vacuolar ATP synthase 16 kDa proteolipid 0.0008 0.0632 0.0632
Plasmodium falciparum ATP synthase subunit C, putative 0.0064 1 1
Leishmania major ATPase subunit 9, putative 0.0064 1 1
Treponema pallidum V-type ATP synthase subunit K 0.0008 0.0632 0.5
Echinococcus multilocularis Vacuolar ATP synthase 16 kDa proteolipid 0.0008 0.0632 0.0632
Trypanosoma brucei Mitochondrial ATP synthase subunit c-2 0.0064 1 1
Echinococcus granulosus Vacuolar ATP synthase 16 kDa proteolipid 0.0008 0.0632 0.0632
Giardia lamblia Vacuolar ATP synthase 16 kDa proteolipid subunit 0.0008 0.0632 0.5
Echinococcus granulosus voltage gated potassium channel 0.0006 0.0338 0.0338

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) 0 End-of-study drug concentration in inactin-anesthetized Sprague-Dawley rat brain ChEMBL. 16570930
Activity (functional) = 91 uM End-of-study drug concentration in inactin-anesthetized Sprague-Dawley rat plasma ChEMBL. 16570930
AUC (ADMET) = 0.7 Brain/plasma area under curve in DIO mice after 10 mg/kg oral dose ChEMBL. 16085414
AUC (ADMET) = 677 ng hr-1 ml-1 Brain area under curve in DIO mice after 10 mg/kg oral dose ChEMBL. 16085414
AUC (ADMET) = 4104 ng hr-1 ml-1 Plasma area under curve in DIO mice after 10 mg/kg oral dose ChEMBL. 16085414
Cmax (ADMET) = 814 ng ml-1 Brain Cmax in DIO mice after 10 mg/kg oral dose ChEMBL. 16085414
Cmax (ADMET) = 2032 ng ml-1 Plasma peak concentration in DIO mice after 10 mg/kg oral dose ChEMBL. 16085414
IC50 (binding) = 2 nM Displacement of [125I]-MCH from MCHr1 expressed in IMR32 (I3.4.2) cells ChEMBL. 16570930
IC50 (binding) = 2 nM Displacement of [125I]-MCH from MCHr1 expressed in IMR32 (I3.4.2) cells ChEMBL. 16570930
IC50 (functional) = 53 nM Inhibition of MCH-mediated calcium release in whole IMR32 cells by FLIPR assay ChEMBL. 16570930
IC50 (functional) = 53 nM Inhibition of MCH-mediated calcium release in whole IMR32 cells by FLIPR assay ChEMBL. 16570930
IC50 (binding) = 0.002 uM Inhibitory activity towards melanin-concentrating hormone receptor 1 in IMR32 cells ChEMBL. 16085414
IC50 (binding) = 0.002 uM Inhibitory activity towards melanin-concentrating hormone receptor 1 in IMR32 cells ChEMBL. 16085414
IC50 (binding) = 0.016 uM Inhibitory concentration against MCH1R IMR32 cells in FLIPR-based assay ChEMBL. 16085414
IC50 (binding) = 0.016 uM Inhibitory concentration against MCH1R IMR32 cells in FLIPR-based assay ChEMBL. 16085414
T1/2 (ADMET) = 3.8 hr Plasma half life in DIO mice after 10 mg/kg oral dose ChEMBL. 16085414
T1/2 (ADMET) = 7.8 hr Brain half life in DIO mice after 10 mg/kg oral dose ChEMBL. 16085414

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 16570930

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.

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