Detailed information for compound 268135

Basic information

Technical information
  • TDR Targets ID: 268135
  • Name: 4-methyl-2-(4-phenylphenyl)-4a,5,6,7,8,8a-hex ahydro-3H-benzo[b][1,4]oxazin-2-ol
  • MW: 323.429 | Formula: C21H25NO2
  • H donors: 1 H acceptors: 1 LogP: 3.62 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN1CC(O)(OC2C1CCCC2)c1ccc(cc1)c1ccccc1
  • InChi: 1S/C21H25NO2/c1-22-15-21(23,24-20-10-6-5-9-19(20)22)18-13-11-17(12-14-18)16-7-3-2-4-8-16/h2-4,7-8,11-14,19-20,23H,5-6,9-10,15H2,1H3
  • InChiKey: CQGKTPGCGWALAB-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-methyl-2-(4-phenylphenyl)-4a,5,6,7,8,8a-hexahydro-3H-benzo[e][1,4]oxazin-2-ol

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans bifunctional N-acetylglucosamine-1-phosphate uridyltransferase/glucosamine-1-phosphate acetyltransferase 0.0549 1 1
Mycobacterium tuberculosis Conserved hypothetical protein 0.0101 0.1577 0.1525
Entamoeba histolytica pyruvate kinase, putative 0.0025 0.0149 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0404 0.4501
Mycobacterium ulcerans pyruvate kinase 0.0035 0.0351 0.0292
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0049 0.0598 0.8794
Schistosoma mansoni pyruvate kinase 0.0018 0.0027 0.03
Trichomonas vaginalis esterase, putative 0.0038 0.0404 1
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0064 0.0897 1
Trichomonas vaginalis pyruvate kinase, putative 0.0035 0.0351 0.8462
Schistosoma mansoni aldehyde dehydrogenase 0.0064 0.0897 1
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.002 0.0061 0.0892
Mycobacterium tuberculosis Conserved protein 0.0038 0.0404 0.0345
Loa Loa (eye worm) hypothetical protein 0.0036 0.0365 0.5371
Wolbachia endosymbiont of Brugia malayi N-acetylglucosamine-1-phosphate uridyltransferase 0.0549 1 1
Mycobacterium tuberculosis Probable UDP-N-acetylglucosamine pyrophosphorylase GlmU 0.0549 1 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0053 0.068 1
Loa Loa (eye worm) hypothetical protein 0.0038 0.0404 0.5937
Loa Loa (eye worm) pyruvate kinase 0.0035 0.0351 0.516
Echinococcus granulosus beta LACTamase domain containing family member 0.0038 0.0404 0.4501
Trypanosoma brucei pyruvate kinase 1 0.0035 0.0351 0.8462
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0598 0.6668
Mycobacterium tuberculosis Probable lipase LipD 0.0038 0.0404 0.0345
Mycobacterium tuberculosis Probable esterase LipL 0.0038 0.0404 0.0345
Echinococcus multilocularis pyruvate kinase 0.0035 0.0351 0.3912
Echinococcus multilocularis pyruvate kinase 0.0018 0.0027 0.03
Mycobacterium ulcerans hypothetical protein 0.0038 0.0404 0.0345
Trypanosoma cruzi pyruvate kinase 2, putative 0.0035 0.0351 0.8462
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0064 0.0897 1
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.002 0.0061 0.0675
Echinococcus granulosus pyruvate kinase 0.0018 0.0027 0.03
Echinococcus granulosus pyruvate kinase 0.0035 0.0351 0.3912
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0038 0.0404 0.0345
Plasmodium vivax hypothetical protein, conserved 0.0038 0.0404 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0038 0.0404 1
Echinococcus granulosus pyruvate kinase 0.0035 0.0351 0.3912
Trypanosoma cruzi hypothetical protein, conserved 0.0038 0.0404 1
Trypanosoma brucei pyruvate kinase 1, putative 0.0035 0.0351 0.8462
Loa Loa (eye worm) hypothetical protein 0.0038 0.0404 0.5937
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0404 1
Mycobacterium tuberculosis Probable hydrolase 0.0038 0.0404 0.0345
Leishmania major pyruvate kinase 0.0035 0.0351 0.3472
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.0598 0.6668
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.002 0.0061 0.0675
Brugia malayi beta-lactamase family protein 0.0038 0.0404 0.5937
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0598 0.6668
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0038 0.0404 0.0345
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.0598 0.6668
Brugia malayi Pyruvate kinase, M2 isozyme 0.0035 0.0351 0.516
Schistosoma mansoni ap endonuclease 0.002 0.0061 0.0675
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.002 0.0061 0.1038
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.0598 0.6668
Leishmania major pyruvate kinase 0.0035 0.0351 0.3472
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.0897 0.0841
Loa Loa (eye worm) hypothetical protein 0.0038 0.0404 0.5937
Brugia malayi beta-lactamase 0.0038 0.0404 0.5937
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0598 0.6668
Mycobacterium leprae Probable lipase LipE 0.0038 0.0404 0.0055
Loa Loa (eye worm) pyruvate kinase 0.0035 0.0351 0.516
Loa Loa (eye worm) hypothetical protein 0.0038 0.0404 0.5937
Echinococcus multilocularis pyruvate kinase 0.0028 0.0211 0.2349
Mycobacterium tuberculosis Conserved protein 0.0038 0.0404 0.0345
Echinococcus granulosus pyruvate kinase 0.0018 0.0027 0.03
Toxoplasma gondii exonuclease III APE 0.002 0.0061 0.0217
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0038 0.0404 0.0345
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0064 0.0897 1
Brugia malayi exodeoxyribonuclease III family protein 0.002 0.0061 0.089
Giardia lamblia Pyruvate kinase 0.0035 0.0351 1
Plasmodium falciparum pyruvate kinase 0.0035 0.0351 1
Toxoplasma gondii eukaryotic initiation factor-2B, gamma subunit, putative 0.0101 0.1577 1
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0244 0.4275 0.424
Loa Loa (eye worm) hypothetical protein 0.0038 0.0404 0.5937
Trichomonas vaginalis pyruvate kinase, putative 0.0035 0.0351 0.8462
Mycobacterium ulcerans molybdopterin-guanine dinucleotide biosynthesis protein A 0.0101 0.1577 0.1525
Giardia lamblia Endonuclease/Exonuclease/phosphatase 0.002 0.0061 0.1038
Brugia malayi Calcitonin receptor-like protein seb-1 0.0053 0.068 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0049 0.0598 0.8794
Mycobacterium leprae conserved hypothetical protein 0.0038 0.0404 0.0055
Echinococcus multilocularis pyruvate kinase 0.0018 0.0027 0.03
Mycobacterium ulcerans beta-lactamase 0.0038 0.0404 0.0345
Mycobacterium ulcerans hypothetical protein 0.0101 0.1577 0.1525
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.0598 0.6668
Mycobacterium tuberculosis Probable pyruvate kinase PykA 0.0035 0.0351 0.0292
Loa Loa (eye worm) hypothetical protein 0.0038 0.0404 0.5937
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0038 0.0404 0.0345
Loa Loa (eye worm) pyruvate kinase 0.0035 0.0351 0.516
Treponema pallidum licC protein (licC) 0.0101 0.1577 1
Loa Loa (eye worm) hypothetical protein 0.0035 0.0351 0.516
Brugia malayi beta-lactamase family protein 0.0038 0.0404 0.5937
Chlamydia trachomatis pyruvate kinase 0.0035 0.0351 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0038 0.0404 1
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0404 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.0897 0.0841
Leishmania major hypothetical protein, conserved 0.0038 0.0404 0.4103
Onchocerca volvulus 0.0038 0.0404 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0404 0.4501
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0038 0.0404 0.5937
Schistosoma mansoni pyruvate kinase 0.0035 0.0351 0.3912
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0038 0.0404 0.5937
Schistosoma mansoni aldehyde dehydrogenase 0.0064 0.0897 1
Toxoplasma gondii pyruvate kinase PyK1 0.0035 0.0351 0.209
Trypanosoma brucei hypothetical protein, conserved 0.0038 0.0404 1
Echinococcus multilocularis pyruvate kinase 0.0018 0.0027 0.03
Mycobacterium tuberculosis Probable lipase LipE 0.0038 0.0404 0.0345
Loa Loa (eye worm) pyruvate kinase-PB 0.0025 0.0149 0.2198
Onchocerca volvulus 0.0038 0.0404 1
Schistosoma mansoni ap endonuclease 0.002 0.0061 0.0675
Trypanosoma cruzi pyruvate kinase 2, putative 0.0035 0.0351 0.8462
Toxoplasma gondii aldehyde dehydrogenase 0.0064 0.0897 0.5613
Mycobacterium tuberculosis Conserved protein 0.0038 0.0404 0.0345
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0064 0.0897 0.0841
Echinococcus multilocularis beta LACTamase domain containing family member 0.0038 0.0404 0.4501
Mycobacterium ulcerans esterase/lipase LipP 0.0038 0.0404 0.0345
Mycobacterium tuberculosis Conserved hypothetical protein 0.0101 0.1577 0.1525
Onchocerca volvulus 0.0038 0.0404 1
Echinococcus multilocularis pyruvate kinase 0.0035 0.0351 0.3912
Loa Loa (eye worm) beta-lactamase 0.0038 0.0404 0.5937
Brugia malayi latrophilin 2 splice variant baaae 0.0036 0.0365 0.5371
Schistosoma mansoni hypothetical protein 0.0036 0.0365 0.4073
Toxoplasma gondii ABC1 family protein 0.0038 0.0404 0.2431
Plasmodium vivax pyruvate kinase, putative 0.0035 0.0351 0.8599
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.002 0.0061 0.089
Loa Loa (eye worm) hypothetical protein 0.0053 0.068 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0149 0.2198
Mycobacterium ulcerans hypothetical protein 0.0101 0.1577 0.1525
Brugia malayi Pyruvate kinase, muscle isozyme 0.0035 0.0351 0.516
Schistosoma mansoni pyruvate kinase 0.0035 0.0351 0.3912
Mycobacterium ulcerans lipase LipD 0.0038 0.0404 0.0345
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0404 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0038 0.0404 1
Echinococcus granulosus pyruvate kinase 0.0018 0.0027 0.03
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0053 0.068 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.0897 0.0841

Activities

Activity type Activity value Assay description Source Reference
clogP = 4.72 Calculated partition coefficient (clogP) ChEMBL. 10691687
Decrease (functional) = 49 % Percent decrease in Total Triglycerides was determined after intraperitoneal microM/kg ChEMBL. 10691687
Decrease (functional) = 51 % Percent decrease in Total Low density lipoproteins was determined after intraperitoneal microM/kg ChEMBL. 10691687
Decrease (functional) = 54 % Percent decrease in Total cholesterol was determined after intraperitoneal microM/kg ChEMBL. 10691687
IC50 (binding) = 36 uM Inhibition of squalene synthase in rat liver microsome measured by conversion of [3H]FPP to squalene ChEMBL. 18754614
IC50 (binding) = 36 uM Inhibition of squalene synthase in rat liver microsomes assessed as [3H] FPP to squalene conversion level after 10 mins by scintillation counting ChEMBL. 20888243
IC50 (binding) = 36 uM Inhibition of rat microsomal squalene synthase activity assessed as conversion of [3H]FPP to squalene ChEMBL. 21702499
IC50 (binding) = 36 uM Inhibition of squalene synthase in rat liver microsomes assessed as inhibition of [3H] FPP conversion to squalene after 10 mins by scintillation counting analysis ChEMBL. 23581491
IC50 (binding) = 36 uM Inhibition of squalene synthase in rat liver microsomes assessed as decrease in conversion of [3H]FPP to squalene ChEMBL. 24568631
IC50 (functional) = 250 uM Inhibition of ferrous/ascorbate induced lipid peroxidation of microsomal membrane lipids ChEMBL. 17521912
Inhibition (binding) Inhibition of human recombinant COX-2 assessed as PGF2-alpha formation using arachidonic acid as substrate at 20 uM by enzyme immunoassay ChEMBL. 24568631
Inhibition (binding) Inhibition of bovine COX-1 assessed as PGF2-alpha formation using arachidonic acid as substrate at 20 uM by enzyme immunoassay ChEMBL. 24568631

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

3 literature references were collected for this gene.

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