Detailed information for compound 576226

Basic information

Technical information
  • TDR Targets ID: 576226
  • Name: (E)-N-methyl-N-(1-naphthylmethyl)-3-phenyl-pr op-2-en-1-amine hydrochloride
  • MW: 323.859 | Formula: C21H22ClN
  • H donors: 0 H acceptors: 0 LogP: 5.95 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(Cc1cccc2c1cccc2)C/C=C/c1ccccc1.Cl
  • InChi: 1S/C21H21N.ClH/c1-22(16-8-11-18-9-3-2-4-10-18)17-20-14-7-13-19-12-5-6-15-21(19)20;/h2-15H,16-17H2,1H3;1H/b11-8+;
  • InChiKey: OLUNPKFOFGZHRT-YGCVIUNWSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-N-methyl-N-(1-naphthalenylmethyl)-3-phenyl-2-propen-1-amine hydrochloride
  • (E)-N-methyl-N-(naphthalen-1-ylmethyl)-3-phenyl-prop-2-en-1-amine hydrochloride
  • [(E)-cinnamyl]-methyl-(1-naphthylmethyl)amine hydrochloride
  • (E)-N-methyl-N-(naphthalen-1-ylmethyl)-3-phenylprop-2-en-1-amine hydrochloride
  • naftifine
  • (E)-N-methyl-N-(1-naphthylmethyl)-3-phenylprop-2-en-1-amine hydrochloride
  • cinnamyl-methyl-(1-naphthylmethyl)amine hydrochloride
  • 65473-14-5
  • D00883
  • Naftifine hydrochloride (USP)
  • C08072
  • Naftifine hydrochloride
  • (E)-N-Cinnamyl-N-methyl-1-naphthalenemethylamine hydrochloride
  • (E)-N-methyl-N-(1-naphthylmethyl)-3-phenyl-2-propen-1-amine- hydrochloride
  • 1-Naphthalenemethanamine, N-methyl-N-(3-phenyl-2-propenyl)-, hydrochloride, (E)-
  • AW 105-843
  • AW 105843
  • Exoderil
  • Naftifine hydrochloride [USAN]
  • Naftin
  • SN 105843
  • Naftifin
  • Naftifungin
  • SN-105843
  • Suadian
  • Naftin (TN)
  • AW-105-843

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references
Homo sapiens jun proto-oncogene Starlite/ChEMBL No references
Staphylococcus aureus (strain Newman) Dehydrosqualene desaturase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus Basic leucine zipper bZIP transcription factor Get druggable targets OG5_131442 All targets in OG5_131442
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription factor Get druggable targets OG5_131442 All targets in OG5_131442
Echinococcus granulosus jun protein Get druggable targets OG5_131442 All targets in OG5_131442
Brugia malayi bZIP transcription factor family protein Get druggable targets OG5_131442 All targets in OG5_131442
Echinococcus multilocularis jun protein Get druggable targets OG5_131442 All targets in OG5_131442
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131442 All targets in OG5_131442
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Probable dehydrogenase Dehydrosqualene desaturase   502 aa 470 aa 20.2 %
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Onchocerca volvulus Chaperonin Hsp-60, mitochondrial homolog Dehydrosqualene desaturase   502 aa 574 aa 20.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0099 0.9539 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription factor 0.0101 1 0.5
Brugia malayi hypothetical protein 0.008 0.6386 0.6386
Schistosoma mansoni hypothetical protein 0.0082 0.6847 1
Echinococcus granulosus jun protein 0.0101 1 0.5
Schistosoma mansoni jun-related protein 0.0082 0.6847 1
Loa Loa (eye worm) hypothetical protein 0.006 0.3161 0.3314
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.3161 0.3161
Echinococcus granulosus Basic leucine zipper bZIP transcription factor 0.0101 1 0.5
Onchocerca volvulus 0.008 0.6386 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.3161 0.3161
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.3161 0.3314
Echinococcus multilocularis jun protein 0.0101 1 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 296 nM Inhibition of diapophytoene desaturase in Staphylococcus aureus Newman assessed as reduction in staphyloxanthin pigment formation ChEMBL. 27139780
IC50 (binding) = 8830 nM Inhibition of Staphylococcus aureus Newman 6His-tagged CrtN expressed in Escherichia coli BL21(DE3) using diapophytoene as substrate assessed as pigment formation after overnight incubation by spectrophotometric method ChEMBL. 26999509
Inhibition (binding) Inhibition of diapophytoene desaturase in Staphylococcus aureus Newman assessed as 4,4'-diapophytoene formation by HPLC method ChEMBL. 27139780
Inhibition (binding) Inhibition of CrtN in wild-type Staphylococcus aureus Newman using 4,4'-diapophytoene as substrate at 100 uM after 24 hrs by HPLC method ChEMBL. 26999509
Potency (functional) 10 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 10.6822 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule agonists of the AP-1 signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 11.6891 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) = 12.5893 um PUBCHEM_BIOASSAY: qHTS Assay for Small Molecule Inhibitors of Mitochondrial Division or Activators of Mitochondrial Fusion. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 20.5962 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) = 25.1189 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of L3MBTL1. (Class of assay: confirmatory) [Related pubchem assays: 485292 (Probe Development Summary for Inhibitors of L3MBTL1)] ChEMBL. No reference
Potency (functional) 28.1838 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Potency (functional) 28.1838 uM PUBCHEM_BIOASSAY: HTS for Inhibitors of HP1-beta Chromodomain Interactions with Methylated Histone Tails. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488962] ChEMBL. No reference
Potency (functional) 30.1065 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule agonists of the NFkB signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 32.6427 uM PubChem BioAssay. qHTS for induction of synthetic lethality in tumor cells producing 2HG: qHTS for the HT-1080-NT fibrosarcoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for Identifying a Potential Treatment of Ataxia-Telangiectasia. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Saccharomyces cerevisiae ChEMBL23
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

No literature references available for this target.

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