Detailed information for compound 227171

Basic information

Technical information
  • TDR Targets ID: 227171
  • Name: (NE)-N-[[2-(methylamino)-3,4-diphenylphenyl]m ethylidene]hydroxylamine
  • MW: 302.37 | Formula: C20H18N2O
  • H donors: 2 H acceptors: 1 LogP: 4.88 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: O/N=C/c1ccc(c(c1NC)c1ccccc1)c1ccccc1
  • InChi: 1S/C20H18N2O/c1-21-20-17(14-22-23)12-13-18(15-8-4-2-5-9-15)19(20)16-10-6-3-7-11-16/h2-14,21,23H,1H3/b22-14+
  • InChiKey: QZSRDRNUAKSSNZ-HYARGMPZSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-(methylamino)-3,4-diphenyl-benzaldehyde oxime
  • 2-(methylamino)-3,4-diphenylbenzaldehyde oxime
  • (NE)-N-[[2-(methylamino)-3,4-diphenyl-phenyl]methylidene]hydroxylamine
  • 2-(methylamino)-3,4-diphenyl-benzaldoxime
  • (NE)-N-[[2-methylamino-3,4-di(phenyl)phenyl]methylidene]hydroxylamine
  • 2-methylamino-3,4-di(phenyl)benzaldehyde oxime
  • 2-methylamino-3,4-di(phenyl)benzaldoxime

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens estrogen receptor 1 Starlite/ChEMBL References
Homo sapiens estrogen receptor 2 (ER beta) 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
Species Potential target Known druggable target Length Alignment span Identity
Loa Loa (eye worm) hypothetical protein estrogen receptor 2 (ER beta) 495 aa 418 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis dihydrofolate reductase 0.4999 0.3497 0.4038
Mycobacterium ulcerans DNA gyrase subunit B 0.0134 0.0062 0.0063
Giardia lamblia DNA topoisomerase II 0.0068 0.0015 0.5
Onchocerca volvulus 0.0276 0.0162 0.0187
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 1.4208 1 1
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 0.0256 0.0147 0.1314
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.5836 0.4088 0.4084
Echinococcus granulosus folylpolyglutamate synthase mitochondrial 0.0222 0.0124 0.0121
Trichomonas vaginalis dihydrofolate synthase/folylpolyglutamate synthase, putative 0.0222 0.0124 0.0256
Trypanosoma brucei DNA topoisomerase ii 0.0074 0.0019 0.0012
Echinococcus granulosus selenide water dikinase 0.0117 0.005 0.0035
Mycobacterium leprae PHOSPHORIBOSYLFORMYLGLYCINAMIDINE SYNTHASE II PURL (FGAM SYNTHASE II) 0.0117 0.005 0.0038
Brugia malayi selenium donor protein 0.0117 0.005 0.0035
Leishmania major DNA topoisomerase ii 0.006 0.0009 0.0002
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0074 0.0019 0.0023
Trypanosoma brucei DNA topoisomerase II alpha, putative 0.006 0.0009 0.0002
Mycobacterium ulcerans phosphoribosylaminoimidazole synthetase 0.0346 0.0211 0.0237
Mycobacterium tuberculosis Probable phosphoribosylamine--glycine ligase PurD (GARS) (glycinamide ribonucleotide synthetase) (phosphoribosylglycinamide synt 0.0229 0.0129 0.0141
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.4999 0.3497 0.4047
Plasmodium falciparum DNA gyrase subunit B 0.0134 0.0062 0.0055
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 1.4208 1 1
Brugia malayi thymidylate synthase 1.2268 0.863 1
Trypanosoma cruzi folylpolyglutamate synthase, putative 0.0222 0.0124 0.0117
Mycobacterium ulcerans DNA gyrase subunit A 0.0256 0.0147 0.0163
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 1.4208 1 1
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLFORMYLGLYCINAMIDINE CYCLO-LIGASE PURM (AIRS) (PHOSPHORIBOSYL-AMINOIMIDAZOLE SYNTHETASE) (AIR SYNTHASE) 0.0346 0.0211 0.0226
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0074 0.0019 0.0012
Leishmania major pteridine reductase 1 0.0206 0.0113 0.0106
Mycobacterium tuberculosis Probable folylpolyglutamate synthase protein FolC (folylpoly-gamma-glutamate synthetase) (FPGS) 0.0222 0.0124 0.0135
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0122 0.0053 0.0042
Trypanosoma brucei folylpolyglutamate synthase, putative 0.0222 0.0124 0.0117
Plasmodium vivax DNA gyrase subunit A, putative 0.0256 0.0147 0.014
Echinococcus granulosus thymidylate synthase 1.2268 0.863 1
Schistosoma mansoni dihydrofolate reductase 0.4999 0.3497 0.4047
Trypanosoma cruzi selenophosphate synthetase, putative 0.0117 0.005 0.0043
Mycobacterium ulcerans phosphoribosylformylglycinamidine synthase II 0.0117 0.005 0.0049
Brugia malayi hypothetical protein 0.5836 0.4088 0.4725
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 0.1569 0.1075 0.1229
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.0222 0.0124 0.0121
Mycobacterium ulcerans thiamine monophosphate kinase 0.007 0.0017 0.0011
Schistosoma mansoni selinide water dikinase 0.0117 0.005 0.0049
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 1.2268 0.863 1
Trypanosoma brucei Selenophosphate synthetase 2 0.0117 0.005 0.0043
Leishmania major mitochondrial DNA topoisomerase II 0.0074 0.0019 0.0012
Mycobacterium ulcerans phosphoribosylamine--glycine ligase 0.1569 0.1075 0.1238
Chlamydia trachomatis DNA gyrase subunit B 0.0134 0.0062 0.0157
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0256 0.0147 0.0163
Onchocerca volvulus 1.2268 0.863 1
Trypanosoma cruzi selenophosphate synthetase, putative 0.0117 0.005 0.0043
Trypanosoma brucei pteridine reductase 1 0.0204 0.0111 0.0104
Plasmodium falciparum DNA topoisomerase 2 0.0074 0.0019 0.0012
Trypanosoma cruzi folylpolyglutamate synthetase 0.0222 0.0124 0.0117
Trichomonas vaginalis conserved hypothetical protein 0.5836 0.4088 1
Wolbachia endosymbiont of Brugia malayi phosphoribosylformylglycinamidine synthase domain-containing protein 0.0117 0.005 0.0399
Leishmania major folylpolyglutamate synthetase 0.0222 0.0124 0.0117
Brugia malayi Dihydrofolate reductase 0.4999 0.3497 0.4038
Brugia malayi dihydrofolate reductase family protein 0.4999 0.3497 0.4038
Toxoplasma gondii selenide, water dikinase 0.0117 0.005 0.0049
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.0134 0.0062 0.3897
Trypanosoma cruzi DNA topoisomerase II, putative 0.006 0.0009 0.0002
Chlamydia trachomatis dihydrofolate reductase 0.4999 0.3497 1
Schistosoma mansoni DNA topoisomerase II 0.0074 0.0019 0.0014
Entamoeba histolytica DNA topoisomerase II, putative 0.0074 0.0019 0.5
Wolbachia endosymbiont of Brugia malayi phosphoribosylaminoimidazole synthetase 0.0346 0.0211 0.1914
Echinococcus multilocularis 0.0117 0.005 0.0035
Mycobacterium tuberculosis Hypothetical protein 0.5836 0.4088 0.4733
Schistosoma mansoni folylpolyglutamate synthase 0.0222 0.0124 0.0135
Chlamydia trachomatis DNA gyrase subunit A 0.0256 0.0147 0.0402
Plasmodium vivax selenophosphate synthetase, putative 0.0117 0.005 0.0043
Mycobacterium ulcerans thymidylate synthase 1.2268 0.863 1
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.0222 0.0124 0.0121
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 0.0256 0.0147 0.0147
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.0134 0.0062 0.0512
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0074 0.0019 0.0023
Echinococcus granulosus dihydrofolate reductase 0.4999 0.3497 0.4038
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 1.4208 1 1
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.4999 0.3497 0.4047
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 1.2268 0.863 1
Loa Loa (eye worm) dihydrofolate reductase 0.4999 0.3497 0.4038
Mycobacterium leprae PROBABLE FOLYLPOLYGLUTAMATE SYNTHASE PROTEIN FOLC (FOLYLPOLY-GAMMA-GLUTAMATE SYNTHETASE) (FPGS) 0.0222 0.0124 0.0124
Onchocerca volvulus Putative folylpolyglutamate synthase 0.0222 0.0124 0.0143
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase 0.0222 0.0124 0.0117
Plasmodium vivax DNA topoisomerase II, putative 0.0074 0.0019 0.0012
Echinococcus granulosus folylpolyglutamate synthase, mitochondrial 0.0222 0.0124 0.0121
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 0.0346 0.0211 0.0237
Toxoplasma gondii formyl transferase domain-containing protein 0.0057 0.0007 0.0006
Onchocerca volvulus 0.0346 0.0211 0.0245
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 1.2268 0.863 1
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase 0.1569 0.1075 1
Trypanosoma brucei DNA topoisomerase II beta, putative 0.006 0.0009 0.0002
Chlamydia trachomatis DNA gyrase subunit B 0.0134 0.0062 0.0157
Treponema pallidum DNA gyrase, subunit A (gyrA) 0.0256 0.0147 1
Loa Loa (eye worm) FolC protein 0.0222 0.0124 0.0121
Plasmodium falciparum selenide water dikinase, putative 0.0117 0.005 0.0043
Echinococcus multilocularis thymidylate synthase 1.2268 0.863 1
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0134 0.0062 0.0063
Leishmania major selenophosphate synthetase, putative 0.0117 0.005 0.0043
Toxoplasma gondii bifunctional protein FolC subfamily protein 0.0222 0.0124 0.0123
Mycobacterium tuberculosis Phosphoribosylformylglycinamidine synthase II PurL (FGAM synthase II) 0.0117 0.005 0.0049
Plasmodium vivax dihydrofolate synthase/folylpolyglutamate synthase, putative 0.0222 0.0124 0.0117
Trypanosoma cruzi DNA topoisomerase II, putative 0.006 0.0009 0.0002
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0074 0.0019 0.0012
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 1.4208 1 1
Mycobacterium ulcerans folylpolyglutamate synthase protein FolC 0.0222 0.0124 0.0135
Loa Loa (eye worm) thymidylate synthase 1.2268 0.863 1
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0074 0.0019 0.0023
Brugia malayi FolC bifunctional protein 0.0222 0.0124 0.0121
Toxoplasma gondii DNA topoisomerase 2, putative 0.0074 0.0019 0.0019
Plasmodium vivax DNA gyrase subunit B, putative 0.0134 0.0062 0.0055
Loa Loa (eye worm) selenium donor protein 0.0117 0.005 0.0035
Plasmodium falciparum DNA gyrase subunit A 0.0256 0.0147 0.014
Treponema pallidum folylpolyglutamate synthetase (folC) 0.0222 0.0124 0.8311
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.4999 0.3497 0.404

Activities

Activity type Activity value Assay description Source Reference
Efficacy (functional) = 1.1 % Agonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor beta at 10e-8 M ChEMBL. 12954056
Efficacy (functional) = 1.1 % Agonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor beta at 10e-8 M ChEMBL. 12954056
Efficacy (functional) = 1.6 % Agonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor alpha at 10e-8 M ChEMBL. 12954056
Efficacy (functional) = 1.6 % Agonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor alpha at 10e-8 M ChEMBL. 12954056
Efficacy (functional) = 22 % Agonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor beta at 10e-8 M ChEMBL. 12954056
Efficacy (functional) = 22 % Agonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor beta at 10e-8 M ChEMBL. 12954056
Efficacy (functional) = 58 % Agonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor alpha at 10e-6 M ChEMBL. 12954056
Efficacy (functional) = 58 % Agonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor alpha at 10e-6 M ChEMBL. 12954056
Efficacy (functional) = 71 % Antagonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor beta at 10e-6 M against 10e-9 M estradiol ChEMBL. 12954056
Efficacy (functional) = 71 % Antagonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor beta at 10e-6 M against 10e-9 M estradiol ChEMBL. 12954056
Efficacy (functional) = 85 % Antagonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor alpha at 10e-6 M with 10e-9 M estradiol ChEMBL. 12954056
Efficacy (functional) = 85 % Antagonist effect on transcriptional activation in HEC-1 cells expressing Estrogen receptor alpha at 10e-6 M with 10e-9 M estradiol ChEMBL. 12954056
Ki (binding) = 3.7 nM Relative binding affinity for human estrogen receptor alpha compared to [3H]-estradiol ChEMBL. 12954056
Ki (binding) = 3.7 nM Relative binding affinity for human estrogen receptor alpha compared to [3H]-estradiol ChEMBL. 12954056
Ki (binding) = 5.2 nM Relative binding affinity for human estrogen receptor betacompared to [3H]-estradiol ChEMBL. 12954056
Ki (binding) = 5.2 nM Relative binding affinity for human estrogen receptor betacompared to [3H]-estradiol ChEMBL. 12954056
RBA (binding) = 3.7 % Binding affinity to ERalpha (unknown origin) relative to estradiol ChEMBL. 24708493
RBA (binding) = 5.2 % Binding affinity to ERbeta (unknown origin) relative to estradiol ChEMBL. 24708493

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

2 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.