Detailed information for compound 1356652

Basic information

Technical information
  • TDR Targets ID: 1356652
  • Name: 2-(phenylamino)-2-[2-(phenylmethoxy)phenyl]ac etonitrile
  • MW: 314.38 | Formula: C21H18N2O
  • H donors: 1 H acceptors: 1 LogP: 4.85 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#CC(c1ccccc1OCc1ccccc1)Nc1ccccc1
  • InChi: 1S/C21H18N2O/c22-15-20(23-18-11-5-2-6-12-18)19-13-7-8-14-21(19)24-16-17-9-3-1-4-10-17/h1-14,20,23H,16H2
  • InChiKey: OCHKGCOPTZOXOP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[2-(benzyloxy)phenyl]-2-(phenylamino)acetonitrile
  • 2-(phenylamino)-2-[2-(phenylmethoxy)phenyl]ethanenitrile
  • AJ-292/42152700
  • MLS000545169
  • SMR000164015
  • anilino[2-(benzyloxy)phenyl]acetonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references
Homo sapiens sphingomyelin synthase 2 Starlite/ChEMBL References
Influenza A virus Nonstructural protein 1 Starlite/ChEMBL No references
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references
Homo sapiens parathyroid hormone 1 receptor Starlite/ChEMBL No references
Homo sapiens euchromatic histone-lysine N-methyltransferase 2 Starlite/ChEMBL No references
Homo sapiens aldehyde dehydrogenase 1 family, member A1 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum ko:K04588 secretin receptor, putative Get druggable targets OG5_139196 All targets in OG5_139196
Schistosoma japonicum ko:K00128 aldehyde dehydrogenase (NAD+) [EC1.2.1.3], putative Get druggable targets OG5_126638 All targets in OG5_126638
Trichomonas vaginalis set domain proteins, putative Get druggable targets OG5_131470 All targets in OG5_131470
Loa Loa (eye worm) pre-SET domain-containing protein family protein Get druggable targets OG5_131470 All targets in OG5_131470
Schistosoma japonicum Aldehyde dehydrogenase X, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania major aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania donovani aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Trypanosoma brucei gambiense phosphatidylcholine:ceramide cholinephosphotransferase 2, putative Get druggable targets OG5_134360 All targets in OG5_134360
Schistosoma japonicum Retinal dehydrogenase 1, putative Get druggable targets OG5_126638 All targets in OG5_126638
Neospora caninum hypothetical protein Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus aldehyde dehydrogenase mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Onchocerca volvulus Get druggable targets OG5_131470 All targets in OG5_131470
Brugia malayi Pre-SET motif family protein Get druggable targets OG5_131470 All targets in OG5_131470
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania infantum aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Theileria parva hypothetical protein Get druggable targets OG5_134360 All targets in OG5_134360
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Trypanosoma brucei inositol phosphorylceramide synthase Get druggable targets OG5_134360 All targets in OG5_134360
Leishmania mexicana aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Trichomonas vaginalis sphingomyelin synthetase, putative Get druggable targets OG5_134360 All targets in OG5_134360
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium tuberculosis Probable aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Toxoplasma gondii aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania braziliensis aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Trichomonas vaginalis sphingomyelin synthetase, putative Get druggable targets OG5_134360 All targets in OG5_134360
Trypanosoma brucei gambiense phosphatidylcholine:ceramide cholinephosphotransferase 2, putative Get druggable targets OG5_134360 All targets in OG5_134360
Trypanosoma brucei gambiense phosphatidylcholine:ceramide cholinephosphotransferase 2, putative Get druggable targets OG5_134360 All targets in OG5_134360
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Mycobacterium tuberculosis Succinate-semialdehyde dehydrogenase [NADP+] dependent (SSDH) GabD1 aldehyde dehydrogenase 1 family, member A1 501 aa 456 aa 33.3 %
Mycobacterium tuberculosis Hypothetical protein Nonstructural protein 1   230 aa 202 aa 23.8 %
Plasmodium falciparum sphingomyelin synthase 1, putative sphingomyelin synthase 2 365 aa 322 aa 20.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.012 0.3283 0.386
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0073 0.1405 0.2116
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.1405 0.5
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0073 0.1405 0.5
Echinococcus granulosus geminin 0.0205 0.6643 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.012 0.3283 0.386
Toxoplasma gondii aldehyde dehydrogenase 0.0073 0.1405 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.012 0.3283 0.386
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.012 0.3283 0.386
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.1405 0.2116
Brugia malayi latrophilin 2 splice variant baaae 0.0082 0.1763 0.2073
Brugia malayi Pre-SET motif family protein 0.0251 0.8506 1
Onchocerca volvulus 0.0286 0.9891 0.5
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.1405 0.2116
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0251 0.8506 1
Loa Loa (eye worm) hypothetical protein 0.0082 0.1763 0.2073
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.1405 0.5
Schistosoma mansoni hypothetical protein 0.0082 0.1763 0.2655
Trichomonas vaginalis sphingomyelin synthetase, putative 0.0289 1 1
Schistosoma mansoni hypothetical protein 0.0205 0.6643 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.1405 0.5
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0073 0.1405 0.2116
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0073 0.1405 0.5
Trypanosoma brucei inositol phosphorylceramide synthase 0.0289 1 0.5
Echinococcus multilocularis geminin 0.0205 0.6643 1
Schistosoma mansoni hypothetical protein 0.0205 0.6643 1

Activities

Activity type Activity value Assay description Source Reference
CC50 (ADMET) = 245 uM Cytotoxicity against human HuH7 cells assessed as cell viability after 17 hrs by MTT assay ChEMBL. 24374347
IC50 (binding) = 13.5 uM Inhibition of SMS2 (unknown origin) expressed in H5 insect cells using C6-NBD-Cer as substrate after 1 hr ChEMBL. 24374347
Inhibition (functional) Inhibition of sphingomyelin synthase in ICR mouse assessed as decrease of sphingomyelin level in plasma at 6 mg/kg, ip after 2 hrs ChEMBL. 24374347
Inhibition (functional) Inhibition of sphingomyelin synthase in ICR mouse assessed as increase of ceramide level in plasma at 6 mg/kg, iv after 2 hrs ChEMBL. 24374347
Inhibition (functional) Inhibition of sphingomyelin synthase in ICR mouse assessed as increase of ceramide level in plasma at 6 mg/kg, ip after 2 hrs ChEMBL. 24374347
Inhibition (functional) Inhibition of sphingomyelin synthase in ICR mouse assessed as decrease of sphingomyelin level in plasma at 6 mg/kg, iv after 2 hrs ChEMBL. 24374347
Potency (functional) 1.7783 uM PubChem BioAssay. qHTS of PTHR Inhibitors: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 3.9811 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 5.0119 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Influenza NS1 Protein Function. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 7.0795 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] ChEMBL. No reference
Potency (functional) 16.3601 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 17.7828 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference
Potency (binding) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Assay for Identification of Novel General Anesthetics. In this assay, a GABAergic mimetic model system, apoferritin and a profluorescent 1-aminoanthracene ligand (1-AMA), was used to construct a competitive binding assay for identification of novel general anesthetics (Class of assay: confirmatory) [Related pubchem assays: 2385 (Probe Development Summary for Identification of Novel General Anesthetics), 2323 (Validation apoferritin assay run on SigmaAldrich LOPAC1280 collection)] ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: qHTS Assay for Modulators of Lamin A Splicing. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 35.4813 uM PUBCHEM_BIOASSAY: Confirmation Assay for Identification of Novel General Anesthetics. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2323, AID2385, AID485281] ChEMBL. No reference
Potency (functional) 70.7946 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of JMJD2A-Tudor Domain. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504402] ChEMBL. No reference
Potency (functional) 79.4328 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

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

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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