Detailed information for compound 283129

Basic information

Technical information
  • TDR Targets ID: 283129
  • Name: 5-(4-aminophenyl)-1-(2,4-dichlorophenyl)-4-me thyl-N-piperidin-1-ylpyrazole-3-carboxamide
  • MW: 444.357 | Formula: C22H23Cl2N5O
  • H donors: 2 H acceptors: 2 LogP: 5.18 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1ccc(cc1)c1c(C)c(nn1c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
  • InChi: 1S/C22H23Cl2N5O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-7-16(23)13-18(19)24)21(14)15-5-8-17(25)9-6-15/h5-10,13H,2-4,11-12,25H2,1H3,(H,27,30)
  • InChiKey: KOGNIUYGXIIRNO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-(4-aminophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(1-piperidyl)pyrazole-3-carboxamide
  • 5-(4-aminophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(1-piperidyl)-3-pyrazolecarboxamide
  • 5-(4-aminophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-piperidin-1-yl-pyrazole-3-carboxamide
  • 5-(4-aminophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-piperidino-pyrazole-3-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Cannabinoid CB1 receptor Starlite/ChEMBL References
Homo sapiens cannabinoid receptor 1 (brain) Starlite/ChEMBL No references
Mus musculus cannabinoid receptor 2 (macrophage) 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
Brugia malayi Thioredoxin reductase 0.0094 0.9824 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0032 0.1212 0.5
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0032 0.1212 0.1234
Loa Loa (eye worm) glutathione reductase 0.0094 0.9824 0.5
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0032 0.1212 0.5
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0032 0.1212 0.5
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0094 0.9824 1
Trichomonas vaginalis mercuric reductase, putative 0.0032 0.1212 0.5
Trichomonas vaginalis glutathione reductase, putative 0.0032 0.1212 0.5
Toxoplasma gondii thioredoxin reductase 0.0094 0.9824 1
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0032 0.1212 0.5
Trypanosoma brucei trypanothione reductase 0.0094 0.9824 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0032 0.1212 0.5
Brugia malayi glutathione reductase 0.0094 0.9824 1
Plasmodium falciparum thioredoxin reductase 0.0094 0.9824 1
Loa Loa (eye worm) thioredoxin reductase 0.0094 0.9824 0.5
Treponema pallidum NADH oxidase 0.0032 0.1212 0.5
Echinococcus multilocularis thioredoxin glutathione reductase 0.0095 1 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0032 0.1212 0.5
Trypanosoma cruzi trypanothione reductase, putative 0.0094 0.9824 1
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0032 0.1212 0.5
Plasmodium falciparum glutathione reductase 0.0094 0.9824 1
Leishmania major trypanothione reductase 0.0094 0.9824 1
Plasmodium vivax glutathione reductase, putative 0.0094 0.9824 1
Plasmodium vivax thioredoxin reductase, putative 0.0094 0.9824 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0032 0.1212 0.5

Activities

Activity type Activity value Assay description Source Reference
Kd (functional) = 2.63 nM Dissociation constant of the compound [100(nM)] in myenteric plexus-longitudinal muscle of guinea pig small intestine using the cannabinoid receptor agonist. ChEMBL. 10052983
Kd (functional) = 42.6 nM Dissociation constant of the compound [316(nM)] in mouse isolated vas deferens using the cannabinoid receptor agonist. ChEMBL. 10052983
Kd (functional) = 42.6 nM Dissociation constant of the compound [316(nM)] in mouse isolated vas deferens using the cannabinoid receptor agonist. ChEMBL. 10052983
Ki (binding) = 7.089 Antagonist activity at CB1 receptor (unknown origin) ChEMBL. No reference
Ki (binding) = 81.5 nM Binding affinity against Cannabinoid receptor 1 in rat forebrain ChEMBL. 10052983
Ki (binding) = 81.5 nM Binding affinity against Cannabinoid receptor 1 in rat forebrain ChEMBL. 10052983
Ki (binding) = 81.5 nM Antagonist activity at CB1 receptor (unknown origin) ChEMBL. No reference
Ki (binding) = 958 nM Binding affinity against Cannabinoid receptor 2 in mouse spleen ChEMBL. 10052983
Ki (binding) = 958 nM Binding affinity against Cannabinoid receptor 2 in mouse spleen ChEMBL. 10052983
Ratio (binding) = 12 Ratio of the binding affinities of the compound against rat CB1 to that of mouse CB2; activity value is 1:12 ChEMBL. 10052983
Ratio (binding) = 12 Ratio of the binding affinities of the compound against rat CB1 to that of mouse CB2; activity value is 1:12 ChEMBL. 10052983

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 10052983

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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