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
Network
Hover on a compound node to display the structore
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 |
|---|---|---|---|
| Staphylococcus aureus (strain Newman) | Dehydrosqualene desaturase | Starlite/ChEMBL | References |
| Homo sapiens | jun proto-oncogene | Starlite/ChEMBL | No 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 |
|---|---|---|---|
| Echinococcus granulosus | jun 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 |
| Brugia malayi | bZIP transcription factor family 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 |
| Echinococcus multilocularis | Basic leucine zipper (bZIP) transcription factor | Get druggable targets OG5_131442 | All targets in OG5_131442 |
| Echinococcus granulosus | Basic leucine zipper bZIP transcription factor | 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 |
|---|---|---|---|---|---|
| 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 % |
| Mycobacterium tuberculosis | Probable dehydrogenase | Dehydrosqualene desaturase | 502 aa | 470 aa | 20.2 % |
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Loa Loa (eye worm) | pigment dispersing factor receptor c | 0.006 | 0.3161 | 0.3314 |
| Onchocerca volvulus | 0.008 | 0.6386 | 0.5 | |
| Echinococcus granulosus | jun protein | 0.0101 | 1 | 0.5 |
| Echinococcus multilocularis | Basic leucine zipper (bZIP) transcription factor | 0.0101 | 1 | 0.5 |
| Brugia malayi | Corticotropin releasing factor receptor 2 precursor, putative | 0.006 | 0.3161 | 0.3161 |
| Schistosoma mansoni | jun-related protein | 0.0082 | 0.6847 | 1 |
| Schistosoma mansoni | hypothetical protein | 0.0082 | 0.6847 | 1 |
| Echinococcus granulosus | Basic leucine zipper bZIP transcription factor | 0.0101 | 1 | 0.5 |
| Loa Loa (eye worm) | hypothetical protein | 0.006 | 0.3161 | 0.3314 |
| Brugia malayi | hypothetical protein | 0.008 | 0.6386 | 0.6386 |
| Brugia malayi | Calcitonin receptor-like protein seb-1 | 0.006 | 0.3161 | 0.3161 |
| Loa Loa (eye worm) | hypothetical protein | 0.0099 | 0.9539 | 1 |
| 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 |
|---|---|---|---|
| Plasmodium falciparum | ChEMBL23 | ||
| Saccharomyces cerevisiae | 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.
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
- Search by CAS
- ChEMBL: CHEMBL1200493
- PubChem: 5281098
Bibliographic References
No literature references available for this target.
If you have references for this compound, please enter them in a user comment (below) or Contact us.