Detailed information for compound 1541292

Basic information

Technical information
  • TDR Targets ID: 1541292
  • Name: 1-(4-bromobenzoyl)-N-cycloheptylpiperidine-4- carboxamide
  • MW: 407.345 | Formula: C20H27BrN2O2
  • H donors: 1 H acceptors: 2 LogP: 4.2 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Brc1ccc(cc1)C(=O)N1CCC(CC1)C(=O)NC1CCCCCC1
  • InChi: 1S/C20H27BrN2O2/c21-17-9-7-16(8-10-17)20(25)23-13-11-15(12-14-23)19(24)22-18-5-3-1-2-4-6-18/h7-10,15,18H,1-6,11-14H2,(H,22,24)
  • InChiKey: STIWEMURFXHXLF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1-(4-bromobenzoyl)-N-cycloheptyl-piperidine-4-carboxamide
  • 1-[(4-bromophenyl)-oxomethyl]-N-cycloheptyl-4-piperidinecarboxamide
  • 1-(4-bromobenzoyl)-N-cycloheptyl-isonipecotamide
  • 1-(4-bromophenyl)carbonyl-N-cycloheptyl-piperidine-4-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens epoxide hydrolase 2, cytoplasmic Starlite/ChEMBL References
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans epoxide hydrolase EphA Get druggable targets OG5_129061 All targets in OG5_129061
Mycobacterium tuberculosis Probable epoxide hydrolase EphA (epoxide hydratase) (arene-oxide hydratase) Get druggable targets OG5_129061 All targets in OG5_129061
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0134 0.0881 0.0735
Echinococcus multilocularis thioredoxin glutathione reductase 0.0053 0.0157 0.1151
Mycobacterium ulcerans hypothetical protein 0.1161 1 1
Schistosoma mansoni hypothetical protein 0.0041 0.0052 0.0061
Loa Loa (eye worm) ILVBL protein 0.0703 0.5931 1
Schistosoma mansoni acetolactate synthase 0.0992 0.85 1
Mycobacterium tuberculosis Acetolactate synthase (large subunit) IlvB1 (acetohydroxy-acid synthase) 0.0497 0.4098 0.4004
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0159 0.11 0.1855
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0169 0.1186 1
Trypanosoma cruzi phosphonopyruvate decarboxylase, putative 0.0375 0.302 1
Mycobacterium ulcerans acetolactate synthase large subunit IlvB 0.0664 0.5588 0.5548
Loa Loa (eye worm) cytochrome P450 family protein 0.0045 0.009 0.0151
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.0221 0.0221
Trypanosoma cruzi cytochrome P450, putative 0.0045 0.009 0.0297
Leishmania major trypanothione reductase 0.0053 0.0157 0.0281
Loa Loa (eye worm) cytochrome P450 family protein 0.0045 0.009 0.0151
Mycobacterium tuberculosis Probable epoxide hydrolase EphA (epoxide hydratase) (arene-oxide hydratase) 0.0197 0.144 0.1303
Trypanosoma brucei phosphonopyruvate decarboxylase-like protein, putative 0.0375 0.302 1
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0121 0.0761 0.0613
Echinococcus multilocularis lysosomal alpha glucosidase 0.0159 0.11 0.8057
Echinococcus multilocularis geminin 0.0189 0.1366 1
Loa Loa (eye worm) cytochrome P450 family protein 0.0104 0.0607 0.1024
Schistosoma mansoni acetolactate synthase 0.0992 0.85 1
Leishmania major phosphonopyruvate decarboxylase-like protein 0.0375 0.302 0.5404
Plasmodium vivax acyl-CoA synthetase, putative 0.0664 0.5588 1
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0169 0.1186 1
Mycobacterium ulcerans 2-oxoglutarate ferredoxin oxidoreductase subunit beta 0.0169 0.1186 0.1107
Echinococcus granulosus lysosomal alpha glucosidase 0.0159 0.11 0.8057
Mycobacterium leprae PROBABLE ACETOLACTATE SYNTHASE (LARGE SUBUNIT) ILVB (ACETOHYDROXY-ACID SYNTHASE) 0.1161 1 1
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0169 0.1186 1
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0121 0.0761 0.0613
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.0221 0.0221
Loa Loa (eye worm) thiamine pyrophosphate enzyme 0.0665 0.5598 0.9438
Trypanosoma brucei cytochrome P450, putative 0.0045 0.009 0.0297
Schistosoma mansoni hypothetical protein 0.0189 0.1366 0.1607
Mycobacterium ulcerans epoxide hydrolase EphA 0.0197 0.144 0.1362
Leishmania major cytochrome p450-like protein 0.0045 0.009 0.016
Trypanosoma cruzi phosphonopyruvate decarboxylase, putative 0.0375 0.302 1
Leishmania major putative pyruvate/indole-pyruvate carboxylase, putative 0.0664 0.5588 1
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0169 0.1186 1
Brugia malayi Glycosyl hydrolases family 31 protein 0.0159 0.11 0.11
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0121 0.0761 0.0613
Mycobacterium ulcerans 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase 0.0206 0.1519 0.1443
Mycobacterium leprae PROBABLE BIFUNCTIONAL MENAQUINONE BIOSYNTHESIS PROTEIN MEND : 2-SUCCINYL-6-HYDROXY-2,4-CYCLOHEXADIENE-1-CARBOXYLATE SYNTHASE (SH 0.0206 0.1519 0.0821
Brugia malayi Thioredoxin reductase 0.0053 0.0157 0.0157
Entamoeba histolytica pyruvate:ferredoxin oxidoreductase 0.0169 0.1186 1
Echinococcus multilocularis lysosomal alpha glucosidase 0.0159 0.11 0.8057
Trypanosoma cruzi cytochrome P450, putative 0.0045 0.009 0.0297
Toxoplasma gondii thioredoxin reductase 0.0053 0.0157 1
Mycobacterium ulcerans pyruvate or indole-3-pyruvate decarboxylase Pdc 0.0664 0.5588 0.5548
Mycobacterium tuberculosis Probable oxalyl-CoA decarboxylase OxcA 0.1161 1 1
Loa Loa (eye worm) hypothetical protein 0.006 0.0221 0.0373
Trypanosoma brucei trypanothione reductase 0.0053 0.0157 0.0521
Mycobacterium ulcerans acetolactate synthase 0.0664 0.5588 0.5548
Mycobacterium tuberculosis Probable reductase 0.0121 0.0761 0.0613
Brugia malayi Cytochrome P450 family protein 0.0104 0.0607 0.0607
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0134 0.0881 0.0735
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.0221 0.0373
Loa Loa (eye worm) glutathione reductase 0.0053 0.0157 0.0265
Giardia lamblia Pyruvate-flavodoxin oxidoreductase 0.0169 0.1186 0.5
Brugia malayi Cytochrome P450 family protein 0.0045 0.009 0.009
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0169 0.1186 1
Schistosoma mansoni alpha-glucosidase 0.0137 0.0903 0.1063
Brugia malayi latrophilin 2 splice variant baaae 0.0041 0.0052 0.0052
Schistosoma mansoni hypothetical protein 0.0189 0.1366 0.1607
Loa Loa (eye worm) thioredoxin reductase 0.0053 0.0157 0.0265
Trypanosoma cruzi trypanothione reductase, putative 0.0053 0.0157 0.0521
Mycobacterium tuberculosis Probable dehydrogenase 0.0121 0.0761 0.0613
Onchocerca volvulus 0.0092 0.0504 0.5
Treponema pallidum pyruvate oxidoreductase 0.0169 0.1186 0.5
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0134 0.0881 0.013
Plasmodium falciparum acyl-CoA synthetase 0.0664 0.5588 1
Brugia malayi glutathione reductase 0.0053 0.0157 0.0157
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0121 0.0761 0.0613
Mycobacterium leprae Probable Acetolactate synthase IlvG (Acetohydroxy-acid synthase)(ALS) 0.1161 1 1
Loa Loa (eye worm) hypothetical protein 0.0041 0.0052 0.0087
Trichomonas vaginalis pyruvate-flavodoxin oxidoreductase, putative 0.0169 0.1186 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0134 0.0881 0.0735
Mycobacterium tuberculosis Probable acetolactate synthase IlvG (acetohydroxy-acid synthase)(ALS) 0.1161 1 1
Trypanosoma brucei phosphonopyruvate decarboxylase-like protein, putative 0.0375 0.302 1
Brugia malayi Cytochrome P450 family protein 0.0045 0.009 0.009
Loa Loa (eye worm) CYP4Cod1 0.0045 0.009 0.0151
Mycobacterium ulcerans hypothetical protein 0.0375 0.302 0.2957
Echinococcus granulosus geminin 0.0189 0.1366 1
Schistosoma mansoni alpha-glucosidase 0.0137 0.0903 0.1063
Echinococcus granulosus thioredoxin glutathione reductase 0.0053 0.0157 0.1151
Mycobacterium ulcerans acetolactate synthase 1 catalytic subunit 0.1161 1 1
Mycobacterium tuberculosis Probable oxidoreductase (beta subunit) 0.0169 0.1186 0.1046
Mycobacterium ulcerans putative oxalyl-CoA decarboxylase 0.1161 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 590 nM Inhibition of human soluble epoxide hydrolase using CMNPC as substrate after 5 mins by fluorescent assay ChEMBL. 22079754
Potency (functional) 10 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 14.7157 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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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