TDR Targets

Basic information

Technical information

TDR Targets ID: 81634
Name: 2-[2-(3-chlorophenyl)-6,6-dimethyl-1-phenyl-5 ,7-dihydropyrrolizin-3-yl]acetic acid
MW: 379.879 | Formula: C23H22ClNO2
H donors: 1 H acceptors: 2 LogP: 5.23 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: Clc1cccc(c1)c1c(CC(=O)O)n2c(c1c1ccccc1)CC(C2)(C)C
InChi: 1S/C23H22ClNO2/c1-23(2)13-19-21(15-7-4-3-5-8-15)22(16-9-6-10-17(24)11-16)18(12-20(26)27)25(19)14-23/h3-11H,12-14H2,1-2H3,(H,26,27)
InChiKey: SCAZIULVPRWXGG-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

2-[2-(3-chlorophenyl)-6,6-dimethyl-1-phenyl-5,7-dihydropyrrolizin-3-yl]ethanoic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Bos taurus	Arachidonate 5-lipoxygenase	Starlite/ChEMBL	References
Bos taurus	Cyclooxygenase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma japonicum	IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing	Get druggable targets OG5_127482	All targets in OG5_127482
Echinococcus granulosus	arachidonate 5 lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma mansoni	lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Echinococcus multilocularis	arachidonate 5 lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma japonicum	ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma mansoni	lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482

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
Trypanosoma cruzi	PAB1-binding protein , putative	0.0078	0.3089	1
Brugia malayi	hypothetical protein	0.0078	0.3089	0.3536
Schistosoma mansoni	hypothetical protein	0.0174	1	1
Brugia malayi	Proteasome A-type and B-type family protein	0.0073	0.2754	0.314
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.005	0.1048	0.1048
Schistosoma mansoni	hypothetical protein	0.0037	0.0144	0.0144
Onchocerca volvulus	Peroxidase homolog	0.0095	0.4334	1
Loa Loa (eye worm)	aryl Hydrocarbon receptor Associated protein family member	0.0083	0.3441	0.3951
Schistosoma mansoni	peroxidasin	0.0095	0.4334	0.4334
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0154	0.8565	1
Onchocerca volvulus	Peroxidasin homolog	0.0095	0.4334	1
Schistosoma mansoni	hypothetical protein	0.0049	0.0993	0.0993
Echinococcus multilocularis	jumonji domain containing protein	0.0042	0.0484	0.0484
Loa Loa (eye worm)	hypothetical protein	0.0058	0.1639	0.1825
Mycobacterium leprae	proteasome (beta subunit) PrcB	0.0073	0.2754	0.5
Onchocerca volvulus		0.0095	0.4334	1
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Mycobacterium ulcerans	proteasome PrcB	0.0073	0.2754	0.5
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.005	0.1048	0.1048
Brugia malayi	Animal haem peroxidase family protein	0.0095	0.4334	0.5006
Loa Loa (eye worm)	blistered cuticle protein 3	0.0095	0.4334	0.5006
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.005	0.1048	0.1127
Loa Loa (eye worm)	transcription factor SMAD2	0.0117	0.5909	0.6864
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0049	0.0999	0.0999
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0037	0.0144	0.0144
Loa Loa (eye worm)	proteasome A-type and B-type family protein	0.0073	0.2754	0.314
Schistosoma mansoni	transcription factor LCR-F1	0.0037	0.0144	0.0144
Echinococcus multilocularis	dna polymerase eta	0.0048	0.0973	0.0973
Echinococcus multilocularis	isocitrate dehydrogenase	0.0049	0.0999	0.0999
Trypanosoma brucei	isocitrate dehydrogenase, putative	0.0049	0.0999	0.0123
Loa Loa (eye worm)	animal heme peroxidase	0.0095	0.4334	0.5006
Brugia malayi	hypothetical protein	0.0058	0.1639	0.1825
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.0142	0.7727	0.7727
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0036	0.0094	0.0094
Echinococcus granulosus	Transcription factor JmjC domain containing protein	0.0098	0.4538	0.4538
Brugia malayi	aryl hydrocarbon receptor AHR-1	0.0058	0.1639	0.1825
Loa Loa (eye worm)	hypothetical protein	0.0058	0.1639	0.1825
Onchocerca volvulus	Peroxidasin homolog	0.0095	0.4334	1
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Echinococcus multilocularis	peroxidasin	0.0095	0.4334	0.4334
Echinococcus granulosus	dna polymerase eta	0.0048	0.0973	0.0973
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0154	0.8565	1
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0049	0.0993	0.1061
Entamoeba histolytica	proteasome subunit beta type 5 precursor, putative	0.0073	0.2754	1
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0036	0.0094	0.0094
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Loa Loa (eye worm)	animal heme peroxidase	0.0095	0.4334	0.5006
Brugia malayi	hypothetical protein	0.0095	0.4334	0.5006
Loa Loa (eye worm)	MH2 domain-containing protein	0.0117	0.5909	0.6864
Giardia lamblia	Proteasome subunit beta type 5 precursor	0.0073	0.2754	0.5
Trichomonas vaginalis	Family T1, proteasome beta subunit, threonine peptidase	0.0073	0.2754	0.5
Trypanosoma cruzi	proteasome subunit beta type-5, putative	0.0073	0.2754	0.8418
Plasmodium vivax	ataxin-2 like protein, putative	0.0078	0.3089	1
Schistosoma mansoni	hypothetical protein	0.0174	1	1
Onchocerca volvulus	Peroxidase homolog	0.0095	0.4334	1
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Trypanosoma brucei	PAB1-binding protein , putative	0.0078	0.3089	1
Brugia malayi	Isocitrate dehydrogenase	0.0049	0.0999	0.1068
Loa Loa (eye worm)	hypothetical protein	0.0078	0.3089	0.3536
Schistosoma mansoni	DNA polymerase eta	0.0048	0.0973	0.0973
Brugia malayi	ImpB/MucB/SamB family protein	0.0048	0.0973	0.1038
Brugia malayi	Helix-loop-helix DNA-binding domain containing protein	0.0058	0.1659	0.1848
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.005	0.1048	0.1127
Schistosoma mansoni	hypothetical protein	0.0105	0.506	0.506
Echinococcus multilocularis	GPCR, family 2	0.0049	0.0993	0.0993
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.005	0.1048	0.1048
Schistosoma mansoni	proteasome catalytic subunit 3 (T01 family)	0.0073	0.2754	0.2754
Toxoplasma gondii	LsmAD domain-containing protein	0.0078	0.3089	1
Schistosoma mansoni	hypothetical protein	0.0049	0.0993	0.0993
Schistosoma mansoni	aryl hydrocarbon receptor nuclear translocator homolog (darnt)	0.0058	0.1659	0.1659
Loa Loa (eye worm)	hypothetical protein	0.0154	0.8565	1
Onchocerca volvulus		0.0083	0.3421	0.6587
Schistosoma mansoni	lipoxygenase	0.0142	0.7727	0.7727
Loa Loa (eye worm)	hypothetical protein	0.0058	0.1639	0.1825
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Loa Loa (eye worm)	hypothetical protein	0.0049	0.0993	0.1061
Echinococcus granulosus	lysine specific demethylase 5A	0.0036	0.0094	0.0094
Echinococcus multilocularis	geminin	0.0174	1	1
Brugia malayi	isocitrate dehydrogenase	0.0049	0.0999	0.1068
Leishmania major	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.0049	0.0999	0.0123
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0049	0.0999	0.0999
Brugia malayi	Animal haem peroxidase family protein	0.0095	0.4334	0.5006
Echinococcus multilocularis	Transcription factor, JmjC domain containing protein	0.0098	0.4538	0.4538
Schistosoma mansoni	jumonji domain containing protein	0.0078	0.3089	0.3089
Onchocerca volvulus	Chorion peroxidase homolog	0.0095	0.4334	1
Echinococcus granulosus	aryl hydrocarbon receptor	0.0083	0.3441	0.3441
Schistosoma mansoni	peroxidasin	0.0095	0.4334	0.4334
Loa Loa (eye worm)	hypothetical protein	0.0105	0.506	0.5863
Plasmodium vivax	proteasome subunit beta type-5, putative	0.0073	0.2754	0.8398
Loa Loa (eye worm)	hypothetical protein	0.0051	0.1179	0.1281
Schistosoma mansoni	lipoxygenase	0.01	0.4646	0.4646
Echinococcus multilocularis	isocitrate dehydrogenase 2 (NADP+)	0.0049	0.0999	0.0999
Echinococcus multilocularis	proteasome (prosome, macropain)	0.0073	0.2754	0.2754
Loa Loa (eye worm)	helix-loop-helix DNA-binding domain-containing protein	0.0058	0.1659	0.1848
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Schistosoma mansoni	NADP-specific isocitrate dehydrogenase	0.0049	0.0999	0.0999
Plasmodium falciparum	ataxin-2 like protein, putative	0.0078	0.3089	1
Echinococcus granulosus	proteasome prosome macropain	0.0073	0.2754	0.2754
Plasmodium falciparum	proteasome subunit beta type-5	0.0073	0.2754	0.8398
Loa Loa (eye worm)	animal heme peroxidase	0.0095	0.4334	0.5006
Brugia malayi	MH2 domain containing protein	0.0117	0.5909	0.6864
Loa Loa (eye worm)	jmjC domain-containing protein	0.0062	0.1933	0.2171
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.005	0.1048	0.1048
Schistosoma mansoni	hypothetical protein	0.0049	0.0993	0.0993
Echinococcus granulosus	diuretic hormone 44 receptor GPRdih2	0.0049	0.0993	0.0993
Loa Loa (eye worm)	hypothetical protein	0.0058	0.1639	0.1825
Brugia malayi	Latrophilin receptor protein 2	0.0049	0.0993	0.1061
Brugia malayi	hypothetical protein	0.005	0.1104	0.1192
Schistosoma mansoni	hypothetical protein	0.0049	0.0993	0.0993
Trypanosoma cruzi	proteasome subunit beta type-5, putative	0.0073	0.2754	0.8418
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Loa Loa (eye worm)	isocitrate dehydrogenase	0.0049	0.0999	0.1068
Brugia malayi	aryl hydrocarbon receptor nuclear translocator protein, putative	0.0058	0.1659	0.1848
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.005	0.1048	0.1048
Echinococcus granulosus	GPCR family 2	0.0049	0.0993	0.0993
Toxoplasma gondii	proteasome subunit beta type, putative	0.0073	0.2754	0.8398
Brugia malayi	hypothetical protein	0.0037	0.0144	0.006
Echinococcus granulosus	peroxidasin	0.0095	0.4334	0.4334
Mycobacterium tuberculosis	Proteasome beta subunit PrcB; assembles with alpha subunit PrcA.	0.0073	0.2754	1
Brugia malayi	Blistered cuticle protein 3	0.0095	0.4334	0.5006
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006
Onchocerca volvulus		0.0095	0.4334	1
Echinococcus granulosus	cadherin EGF LAG seven pass G type receptor	0.0049	0.0993	0.0993
Plasmodium falciparum	ataxin-2 like protein, putative	0.0078	0.3089	1
Brugia malayi	hypothetical protein	0.0083	0.3421	0.3928
Onchocerca volvulus	Dual oxidase homolog	0.0095	0.4334	1
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.005	0.1048	0.1048
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0049	0.0999	0.0999
Echinococcus granulosus	jumonji domain containing protein	0.0042	0.0484	0.0484
Echinococcus multilocularis	cadherin EGF LAG seven pass G type receptor	0.0049	0.0993	0.0993
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0154	0.8565	1
Echinococcus multilocularis	diuretic hormone 44 receptor GPRdih2	0.0049	0.0993	0.0993
Brugia malayi	Animal haem peroxidase family protein	0.0095	0.4334	0.5006
Brugia malayi	latrophilin 2 splice variant baaae	0.0105	0.506	0.5863
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0049	0.0993	0.1061
Leishmania major	proteasome beta 5 subunit, putative	0.0073	0.2754	0.8418
Trypanosoma cruzi	PAB1-binding protein , putative	0.0078	0.3089	1
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0142	0.7727	0.7727
Brugia malayi	hypothetical protein	0.0058	0.1659	0.1848
Brugia malayi	Animal haem peroxidase family protein	0.0095	0.4334	0.5006
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.005	0.1048	0.1048
Leishmania major	hypothetical protein, conserved	0.0078	0.3089	1
Loa Loa (eye worm)	hypothetical protein	0.0083	0.3421	0.3928
Loa Loa (eye worm)	hypothetical protein	0.0048	0.0973	0.1038
Brugia malayi	Animal haem peroxidase family protein	0.0095	0.4334	0.5006
Loa Loa (eye worm)	animal heme peroxidase	0.0095	0.4334	0.5006
Echinococcus multilocularis	lysine specific demethylase 5A	0.0036	0.0094	0.0094
Trypanosoma cruzi	isocitrate dehydrogenase, putative	0.0049	0.0999	0.0123
Echinococcus multilocularis	aryl hydrocarbon receptor	0.0083	0.3441	0.3441
Brugia malayi	jmjC domain containing protein	0.0098	0.4538	0.5247
Echinococcus granulosus	NADP dependent isocitrate dehydrogenase	0.0049	0.0999	0.0999
Brugia malayi	Peroxidasin	0.0095	0.4334	0.5006
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0037	0.0144	0.0144
Onchocerca volvulus		0.0095	0.4334	1
Trypanosoma cruzi	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.0049	0.0999	0.0123
Trypanosoma brucei	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.0049	0.0999	0.0123
Trypanosoma brucei	proteasome subunit beta type-5, putative	0.0073	0.2754	0.8418
Loa Loa (eye worm)	hypothetical protein	0.0095	0.4334	0.5006

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 1.7 uM	Inhibition of 5-lipoxygenase in bovine PMNL cell assay.	ChEMBL.	8021931
IC50 (binding)	= 1.7 uM	Inhibition of 5-lipoxygenase in bovine PMNL cell assay.	ChEMBL.	8021931
IC50 (binding)	= 3.6 uM	Inhibition of Prostaglandin G/H synthase in bovine thrombocyte intact cell assay.	ChEMBL.	8021931
IC50 (binding)	= 3.6 uM	Inhibition of Prostaglandin G/H synthase in bovine thrombocyte intact cell assay.	ChEMBL.	8021931

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: CHEMBL301693
PubChem: 10317610

Bibliographic References

1 literature reference was 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 81634