TDR Targets

Basic information

Technical information

TDR Targets ID: 605996
Name: 1,5-dihydro-2,4-benzodioxepin-3-ylmethyl-trip ropylphosphanium
MW: 323.43 | Formula: C19H32O2P+
H donors: 0 H acceptors: 0 LogP: 3.57 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: CCC[P+](CC1OCc2c(CO1)cccc2)(CCC)CCC
InChi: 1S/C19H32O2P/c1-4-11-22(12-5-2,13-6-3)16-19-20-14-17-9-7-8-10-18(17)15-21-19/h7-10,19H,4-6,11-16H2,1-3H3/q+1
InChiKey: KQTCSLODOUVUCG-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

1,5-dihydro-2,4-benzodioxepin-3-ylmethyl-tripropyl-phosphonium
1,5-dihydro-2,4-benzodioxepin-3-ylmethyl-tripropylphosphonium
1,5-dihydro-2,4-benzodioxepin-3-ylmethyl-tripropyl-phosphanium
(5,9-Dihydro-6,8-dioxa-benzocyclohepten-7-ylmethyl)-tripropyl-phosphonium
BAS 01258107
ZINC04903007

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
Treponema pallidum	NADH oxidase	0.0016	0.0026	0.5
Brugia malayi	Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative	0.0037	0.0565	0.0565
Mycobacterium tuberculosis	NAD(P)H quinone reductase LpdA	0.012	0.2719	0.4691
Mycobacterium ulcerans	beta-lactamase	0.0037	0.0565	1
Brugia malayi	MH2 domain containing protein	0.0239	0.5808	0.5808
Plasmodium vivax	ataxin-2 like protein, putative	0.0024	0.0235	0.2598
Trichomonas vaginalis	D-aminoacylase, putative	0.0037	0.0565	1
Mycobacterium tuberculosis	Conserved protein	0.0037	0.0565	0.0939
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0565	0.0565
Trichomonas vaginalis	D-aminoacylase, putative	0.0037	0.0565	1
Echinococcus multilocularis	tar DNA binding protein	0.0335	0.8296	0.8292
Onchocerca volvulus		0.0037	0.0565	0.5456
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0335	0.8296	0.8296
Mycobacterium tuberculosis	Probable oxidoreductase	0.012	0.2719	0.4691
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.012	0.2719	1
Loa Loa (eye worm)	hypothetical protein	0.0401	1	1
Echinococcus granulosus	lamin dm0	0.0029	0.0347	0.0325
Schistosoma mansoni	tar DNA-binding protein	0.0335	0.8296	0.8292
Loa Loa (eye worm)	transcription factor SMAD2	0.0239	0.5808	0.5808
Brugia malayi	Sodium:solute symporter family protein	0.0044	0.0747	0.0747
Plasmodium falciparum	ataxin-2 like protein, putative	0.0024	0.0235	0.2598
Schistosoma mansoni	inositol transporter	0.0044	0.0747	0.0726
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0235	0.0235
Brugia malayi	TAR-binding protein	0.0335	0.8296	0.8296
Plasmodium vivax	thioredoxin reductase, putative	0.0047	0.083	1
Trichomonas vaginalis	penicillin-binding protein, putative	0.0037	0.0565	1
Leishmania major	trypanothione reductase	0.0047	0.083	1
Echinococcus granulosus	sodium:myo inositol cotransporter	0.0044	0.0747	0.0726
Trypanosoma cruzi	hypothetical protein, conserved	0.0037	0.0565	0.6705
Schistosoma mansoni	lamin	0.0029	0.0347	0.0325
Echinococcus granulosus	lamin	0.0029	0.0347	0.0325
Brugia malayi	RNA recognition motif domain containing protein	0.0335	0.8296	0.8296
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0347	0.0347
Leishmania major	hypothetical protein, conserved	0.0037	0.0565	0.6705
Mycobacterium tuberculosis	Conserved protein	0.0037	0.0565	0.0939
Brugia malayi	Smad1	0.0016	0.0023	0.0023
Echinococcus granulosus	sodium:glucose cotransporter	0.0044	0.0747	0.0726
Brugia malayi	Thioredoxin reductase	0.0047	0.083	0.083
Echinococcus granulosus	high affinity choline transporter 1	0.0401	1	1
Schistosoma mansoni	lamin	0.0029	0.0347	0.0325
Echinococcus multilocularis	dihydrolipoamide dehydrogenase	0.0016	0.0026	0.0003
Loa Loa (eye worm)	TAR-binding protein	0.0335	0.8296	0.8296
Plasmodium vivax	hypothetical protein, conserved	0.0037	0.0565	0.6705
Schistosoma mansoni	inositol transporter	0.0044	0.0747	0.0726
Plasmodium vivax	glutathione reductase, putative	0.0047	0.083	1
Giardia lamblia	NADH oxidase lateral transfer candidate	0.0016	0.0026	0.5
Mycobacterium tuberculosis	Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras	0.012	0.2719	0.4691
Toxoplasma gondii	LsmAD domain-containing protein	0.0024	0.0235	0.2598
Echinococcus granulosus	sodium:glucose cotransporter 2	0.0044	0.0747	0.0726
Loa Loa (eye worm)	Smad1	0.0016	0.0023	0.0023
Mycobacterium ulcerans	lipase LipD	0.0037	0.0565	1
Mycobacterium tuberculosis	Probable lipase LipD	0.0037	0.0565	0.0939
Schistosoma mansoni	tar DNA-binding protein	0.0335	0.8296	0.8292
Echinococcus multilocularis	thioredoxin glutathione reductase	0.0047	0.083	0.0809
Echinococcus granulosus	solute carrier family 5	0.0044	0.0747	0.0726
Trypanosoma cruzi	hypothetical protein, conserved	0.0037	0.0565	0.6705
Mycobacterium tuberculosis	Putative ferredoxin reductase	0.0108	0.2406	0.4146
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0565	0.0565
Toxoplasma gondii	thioredoxin reductase	0.0047	0.083	1
Echinococcus multilocularis	high affinity choline transporter 1	0.0401	1	1
Schistosoma mansoni	dihydrolipoamide dehydrogenase	0.0016	0.0026	0.0003
Loa Loa (eye worm)	MH2 domain-containing protein	0.0016	0.0023	0.0023
Loa Loa (eye worm)	hypothetical protein	0.0044	0.0747	0.0747
Brugia malayi	RNA binding protein	0.0335	0.8296	0.8296
Mycobacterium tuberculosis	Probable NADH dehydrogenase Ndh	0.0108	0.2406	0.4146
Onchocerca volvulus		0.0037	0.0565	0.5456
Echinococcus multilocularis	lamin dm0	0.0029	0.0347	0.0325
Leishmania major	hypothetical protein, conserved	0.0024	0.0235	0.2598
Mycobacterium tuberculosis	NADPH-dependent mycothiol reductase Mtr	0.0047	0.083	0.14
Echinococcus multilocularis	sodium coupled monocarboxylate transporter 1	0.0044	0.0747	0.0726
Trypanosoma brucei	trypanothione reductase	0.0047	0.083	1
Brugia malayi	MH1 domain containing protein	0.0016	0.0023	0.0023
Brugia malayi	beta-lactamase	0.0037	0.0565	0.0565
Mycobacterium tuberculosis	Probable esterase LipL	0.0037	0.0565	0.0939
Mycobacterium tuberculosis	Probable hydrolase	0.0037	0.0565	0.0939
Mycobacterium ulcerans	esterase/lipase LipP	0.0037	0.0565	1
Mycobacterium tuberculosis	Conserved protein	0.0037	0.0565	0.0939
Mycobacterium tuberculosis	Probable dehydrogenase	0.0108	0.2406	0.4146
Echinococcus granulosus	intermediate filament protein	0.0029	0.0347	0.0325
Loa Loa (eye worm)	MH2 domain-containing protein	0.0239	0.5808	0.5808
Mycobacterium tuberculosis	Probable conserved lipoprotein	0.0037	0.0565	0.0939
Echinococcus multilocularis	sodium:myo inositol cotransporter	0.0044	0.0747	0.0726
Echinococcus granulosus	tar DNA binding protein	0.0335	0.8296	0.8292
Echinococcus multilocularis	solute carrier family 5	0.0044	0.0747	0.0726
Brugia malayi	MH2 domain containing protein	0.0016	0.0023	0.0023
Mycobacterium tuberculosis	Possible penicillin-binding protein	0.0238	0.5767	1
Mycobacterium tuberculosis	Probable esterase/lipase LipP	0.0037	0.0565	0.0939
Brugia malayi	MH2 domain containing protein	0.0016	0.0023	0.0023
Mycobacterium tuberculosis	Possible conserved lipoprotein LpqK	0.0037	0.0565	0.0939
Echinococcus granulosus	thioredoxin glutathione reductase	0.0047	0.083	0.0809
Brugia malayi	dihydrolipoyl dehydrogenase, mitochondrial precursor, putative	0.0016	0.0026	0.0026
Plasmodium falciparum	glutathione reductase	0.0047	0.083	1
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0037	0.0565	0.0543
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0037	0.0565	0.0543
Toxoplasma gondii	transporter, solute:sodium symporter (SSS) family protein	0.0044	0.0747	0.8967
Brugia malayi	Intermediate filament tail domain containing protein	0.0029	0.0347	0.0347
Loa Loa (eye worm)	RNA binding protein	0.0335	0.8296	0.8296
Loa Loa (eye worm)	thioredoxin reductase	0.0047	0.083	0.083
Brugia malayi	MH1 domain containing protein	0.0016	0.0023	0.0023
Trichomonas vaginalis	penicillin-binding protein, putative	0.0037	0.0565	1
Trypanosoma cruzi	PAB1-binding protein , putative	0.0024	0.0235	0.2598
Wolbachia endosymbiont of Brugia malayi	dihydrolipoamide dehydrogenase E3 component	0.0016	0.0026	0.5
Mycobacterium leprae	PROBABLE NADH DEHYDROGENASE NDH	0.0108	0.2406	0.8546
Onchocerca volvulus		0.0037	0.0565	0.5456
Brugia malayi	hypothetical protein	0.0024	0.0235	0.0235
Brugia malayi	glutathione reductase	0.0047	0.083	0.083
Trypanosoma cruzi	PAB1-binding protein , putative	0.0024	0.0235	0.2598
Wolbachia endosymbiont of Brugia malayi	dihydrolipoamide dehydrogenase E3 component	0.0016	0.0026	0.5
Plasmodium falciparum	thioredoxin reductase	0.0047	0.083	1
Echinococcus multilocularis	lamin	0.0029	0.0347	0.0325
Schistosoma mansoni	intermediate filament proteins	0.0029	0.0347	0.0325
Trypanosoma brucei	PAB1-binding protein , putative	0.0024	0.0235	0.2598
Echinococcus multilocularis	sodium:glucose cotransporter 2	0.0044	0.0747	0.0726
Loa Loa (eye worm)	beta-lactamase	0.0037	0.0565	0.0565
Mycobacterium ulcerans	fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE	0.0037	0.0565	1
Brugia malayi	beta-lactamase family protein	0.0037	0.0565	0.0565
Schistosoma mansoni	sodium/solute symporter	0.0044	0.0747	0.0726
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0565	0.0565
Schistosoma mansoni	tar DNA-binding protein	0.0335	0.8296	0.8292
Trichomonas vaginalis	esterase, putative	0.0037	0.0565	1
Loa Loa (eye worm)	beta-LACTamase domain containing family member	0.0037	0.0565	0.0565
Brugia malayi	intermediate filament protein	0.0029	0.0347	0.0347
Onchocerca volvulus		0.0044	0.0747	1
Mycobacterium tuberculosis	Probable lipase LipE	0.0037	0.0565	0.0939
Plasmodium falciparum	ataxin-2 like protein, putative	0.0024	0.0235	0.2598
Echinococcus granulosus	sodium coupled monocarboxylate transporter 1	0.0044	0.0747	0.0726
Echinococcus multilocularis	musashi	0.0029	0.0347	0.0325
Trypanosoma brucei	hypothetical protein, conserved	0.0037	0.0565	0.6705
Mycobacterium tuberculosis	Probable membrane NADH dehydrogenase NdhA	0.0108	0.2406	0.4146
Trichomonas vaginalis	D-aminoacylase, putative	0.0037	0.0565	1
Schistosoma mansoni	high-affinity choline transporter	0.0401	1	1
Schistosoma mansoni	tar DNA-binding protein	0.0335	0.8296	0.8292
Trypanosoma cruzi	trypanothione reductase, putative	0.0047	0.083	1
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0565	0.0565
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0565	0.0565
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0029	0.0347	0.0347
Echinococcus granulosus	beta LACTamase domain containing family member	0.0037	0.0565	0.0543
Loa Loa (eye worm)	intermediate filament protein	0.0029	0.0347	0.0347
Toxoplasma gondii	ABC1 family protein	0.0037	0.0565	0.6705
Loa Loa (eye worm)	glutathione reductase	0.0047	0.083	0.083
Chlamydia trachomatis	dihydrolipoyl dehydrogenase	0.0016	0.0026	0.5
Echinococcus multilocularis	beta LACTamase domain containing family member	0.0037	0.0565	0.0543
Schistosoma mansoni	tar DNA-binding protein	0.0335	0.8296	0.8292
Brugia malayi	beta-lactamase family protein	0.0037	0.0565	0.0565
Mycobacterium tuberculosis	Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB	0.0108	0.2406	0.4146
Loa Loa (eye worm)	MH1 domain-containing protein	0.0016	0.0023	0.0023
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0565	0.0565
Echinococcus granulosus	dihydrolipoamide dehydrogenase	0.0016	0.0026	0.0003
Mycobacterium tuberculosis	Probable reductase	0.0108	0.2406	0.4146
Mycobacterium ulcerans	hypothetical protein	0.0037	0.0565	1
Loa Loa (eye worm)	hypothetical protein	0.0028	0.0333	0.0333
Brugia malayi	hypothetical protein	0.0016	0.001	0.001

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)		NOVARTIS: Antimalarial liver stage activity measured as a greater than 50% reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells at 10uM compound concentration, determined by immuno-fluorescence.	ChEMBL.	22096101
CC50 (functional)	> 100 uM	Huh7 cytotoxicity for Pf inhibitors	Novartis-GNF Malaria Box.	No reference
CC50	> 100 uM	NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7)	ChEMBL.	18579783
EC50 (functional)	= 1.805 uM	PF proliferation inhibition 3D7	Novartis-GNF Malaria Box.	No reference
EC50 (functional)	= 1.805 uM	NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferation in erythrocyte-based infection assay	ChEMBL.	18579783
EC50 (functional)	= 3.6 uM	W2 Pf proliferation inhibition	Novartis-GNF Malaria Box.	No reference
EC50 (functional)	= 3.6 uM	NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation in erythrocyte-based infection assay	ChEMBL.	18579783
IFI promiscuity index	= 0.03704	IFI promiscuity index	Novartis-GNF Malaria Box.	No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Plasmodium falciparum	ChEMBL23	18579783

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: CHEMBL577858
Search by Novartis-GNF Malaria Box

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.

Detailed information for compound 605996