TDR Targets

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

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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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

Ranking Plot

Putative Targets List

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

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

ChEMBL: CHEMBL154791
PubChem: 9863676

Bibliographic References

3 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.

Detailed information for compound 268135