TDR Targets

Basic information

Technical information

TDR Targets ID: 173008
Name: (6E)-6-[(2-chlorophenyl)methylidene]-8,9-dihy dro-7H-benzo[7]annulen-5-one
MW: 282.764 | Formula: C18H15ClO
H donors: 0 H acceptors: 1 LogP: 5.25 Rotable bonds: 1
Rule of 5 violations (Lipinski): 1
SMILES: Clc1ccccc1/C=C/1\CCCc2c(C1=O)cccc2
InChi: 1S/C18H15ClO/c19-17-11-4-2-7-14(17)12-15-9-5-8-13-6-1-3-10-16(13)18(15)20/h1-4,6-7,10-12H,5,8-9H2/b15-12+
InChiKey: TWKPCOVDXATRSQ-NTCAYCPXSA-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

(6E)-6-[(2-chlorophenyl)methylene]-8,9-dihydro-7H-benzo[7]annulen-5-one
(6E)-6-(2-chlorobenzylidene)-8,9-dihydro-7H-benzocyclohepten-5-one
6-[(2-chlorophenyl)methylidene]-8,9-dihydro-7H-benzo[7]annulen-5-one
6-[(2-chlorophenyl)methylene]-8,9-dihydro-7H-benzo[7]annulen-5-one
6-(2-chlorobenzylidene)-8,9-dihydro-7H-benzo[7]annulen-5-one
(6E)-6-(2-chlorobenzylidene)-8,9-dihydro-7H-benzo[7]annulen-5-one
ZINC00104781
ZINC04709573

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
Loa Loa (eye worm)	voltage and ligand gated potassium channel	0.0041	0.03	0.075
Toxoplasma gondii	DNA topoisomerase domain-containing protein	0.0404	0.3989	1
Brugia malayi	N-terminal motif family protein	0.0201	0.1924	0.4821
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.0041	0.03	0.0299
Schistosoma mansoni	RNA binding protein	0.0144	0.1344	0.337
Echinococcus multilocularis	zinc finger protein Ran binding	0.0144	0.1344	0.1343
Loa Loa (eye worm)	hypothetical protein	0.0144	0.1344	0.3369
Trypanosoma brucei	Zn-finger in Ran binding protein and others/FYVE zinc finger, putative	0.0144	0.1344	1
Echinococcus granulosus	tar DNA binding protein	0.0069	0.0583	0.0582
Leishmania major	hypothetical protein, conserved	0.0144	0.1344	1
Loa Loa (eye worm)	hypothetical protein	0.0144	0.1344	0.3369
Echinococcus granulosus	diuretic hormone 44 receptor GPRdih2	0.0017	0.0058	0.0057
Brugia malayi	RNA recognition motif domain containing protein	0.0069	0.0583	0.1458
Schistosoma mansoni	voltage-gated potassium channel	0.0011	0.0001	0.0003
Schistosoma mansoni	hypothetical protein	0.0017	0.0058	0.0146
Echinococcus granulosus	cadherin EGF LAG seven pass G type receptor	0.0017	0.0058	0.0057
Echinococcus granulosus	ring and YY1 binding protein	0.0144	0.1344	0.1343
Schistosoma mansoni	tar DNA-binding protein	0.0069	0.0583	0.1461
Loa Loa (eye worm)	TAR-binding protein	0.0069	0.0583	0.1458
Loa Loa (eye worm)	hypothetical protein	0.0054	0.0434	0.1085
Schistosoma mansoni	hypothetical protein	0.0017	0.0058	0.0146
Schistosoma mansoni	tar DNA-binding protein	0.0069	0.0583	0.1461
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0017	0.0058	0.0143
Echinococcus multilocularis	tumor protein p63	0.0995	1	1
Plasmodium falciparum	SWIB/MDM2 domain-containing protein	0.0404	0.3989	1
Mycobacterium ulcerans	cytochrome P450 185A4 Cyp185A4	0.0012	0.0005	0.5
Echinococcus granulosus	voltage gated potassium channel	0.0015	0.0035	0.0034
Brugia malayi	Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog	0.0015	0.0035	0.0086
Brugia malayi	Cytochrome P450 family protein	0.0012	0.0005	0.001
Schistosoma mansoni	hypothetical protein	0.0404	0.3989	1
Echinococcus multilocularis	diuretic hormone 44 receptor GPRdih2	0.0017	0.0058	0.0057
Schistosoma mansoni	tar DNA-binding protein	0.0069	0.0583	0.1461
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0039	0.0276	0.0689
Brugia malayi	SWIB/MDM2 domain containing protein	0.0404	0.3989	1
Schistosoma mansoni	zinc finger protein	0.0144	0.1344	0.337
Echinococcus granulosus	zinc finger protein Ran binding	0.0144	0.1344	0.1343
Trypanosoma cruzi	hypothetical protein, conserved	0.0144	0.1344	1
Trypanosoma brucei	mitochondrial RNA binding complex 1 subunit	0.0144	0.1344	1
Leishmania major	hypothetical protein, conserved	0.0144	0.1344	1
Brugia malayi	brahma associated protein 60 kDa	0.0404	0.3989	1
Plasmodium vivax	hypothetical protein, conserved	0.0404	0.3989	0.5
Trypanosoma cruzi	mitochondrial RNA binding complex 1 subunit, putative	0.0144	0.1344	1
Loa Loa (eye worm)	hypothetical protein	0.0037	0.026	0.0649
Onchocerca volvulus	Rap guanine nucleotide exchange factor 1 homolog	0.0201	0.1924	0.2191
Echinococcus granulosus	Zinc finger RanBP2 type	0.0144	0.1344	0.1343
Echinococcus multilocularis	voltage gated potassium channel	0.0015	0.0035	0.0034
Loa Loa (eye worm)	hypothetical protein	0.0015	0.0035	0.0086
Leishmania major	hypothetical protein, conserved	0.0144	0.1344	1
Loa Loa (eye worm)	hypothetical protein	0.0017	0.0058	0.0143
Schistosoma mansoni	cellular tumor antigen P53	0.0146	0.1365	0.3422
Brugia malayi	YY1-associated factor 2	0.0144	0.1344	0.3369
Schistosoma mansoni	hypothetical protein	0.0404	0.3989	1
Trichomonas vaginalis	conserved hypothetical protein	0.0404	0.3989	1
Loa Loa (eye worm)	CYP4Cod1	0.0012	0.0005	0.001
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.0015	0.0035	0.0034
Toxoplasma gondii	SWIB/MDM2 domain-containing protein	0.0404	0.3989	1
Schistosoma mansoni	brg-1 associated factor	0.0404	0.3989	1
Trypanosoma cruzi	Zn-finger in Ran binding protein and others/FYVE zinc finger, putative	0.0144	0.1344	1
Echinococcus multilocularis	Nuclear pore complex protein Nup153	0.0144	0.1344	0.1343
Echinococcus multilocularis	SWI:SNF matrix associated	0.0404	0.3989	0.3988
Loa Loa (eye worm)	hypothetical protein	0.0144	0.1344	0.3369
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0054	0.0434	0.1085
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0144	0.1344	0.3369
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0144	0.1344	0.3369
Schistosoma mansoni	voltage-gated potassium channel	0.0044	0.0334	0.0839
Echinococcus granulosus	SWI:SNF matrix associated	0.0404	0.3989	0.3988
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0144	0.1344	0.3369
Echinococcus granulosus	Nuclear pore complex protein Nup153	0.0144	0.1344	0.1343
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0017	0.0058	0.0143
Echinococcus multilocularis	GPCR, family 2	0.0017	0.0058	0.0057
Brugia malayi	RNA binding protein	0.0069	0.0583	0.1458
Schistosoma mansoni	hypothetical protein	0.0037	0.026	0.0652
Schistosoma mansoni	hyperpolarization activated cyclic nucleotide-gated potassium channel	0.0011	0.0001	0.0003
Trypanosoma brucei	hypothetical protein, conserved	0.0144	0.1344	1
Brugia malayi	Cytochrome P450 family protein	0.0012	0.0005	0.001
Schistosoma mansoni	tar DNA-binding protein	0.0069	0.0583	0.1461
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0144	0.1344	0.3369
Loa Loa (eye worm)	hypothetical protein	0.0146	0.1365	0.342
Loa Loa (eye worm)	hypothetical protein	0.0144	0.1344	0.3369
Echinococcus multilocularis	Zinc finger, RanBP2 type	0.0144	0.1344	0.1343
Onchocerca volvulus		0.0146	0.1365	0.0078
Schistosoma mansoni	voltage-gated potassium channel	0.0015	0.0035	0.0089
Echinococcus multilocularis	ring and YY1 binding protein	0.0144	0.1344	0.1343
Trypanosoma brucei	hypothetical protein, conserved	0.0144	0.1344	1
Loa Loa (eye worm)	cytochrome P450 family protein	0.0012	0.0005	0.001
Loa Loa (eye worm)	RNA binding protein	0.0069	0.0583	0.1458
Trypanosoma cruzi	mitochondrial RNA binding complex 1 subunit, putative	0.0144	0.1344	1
Schistosoma mansoni	hypothetical protein	0.0017	0.0058	0.0146
Schistosoma mansoni	voltage-gated potassium channel	0.0015	0.0035	0.0089
Echinococcus multilocularis	Upstream activation factor subunit UAF30	0.0404	0.3989	0.3988
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.0041	0.03	0.0299
Trypanosoma cruzi	WLM domain containing protein, putative	0.0144	0.1344	1
Loa Loa (eye worm)	hypothetical protein	0.0144	0.1344	0.3369
Brugia malayi	Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog	0.0041	0.03	0.075
Schistosoma mansoni	cyclic-nucleotide-gated cation channel	0.0011	0.0001	0.0003
Schistosoma mansoni	TRABID protein (C64 family)	0.0144	0.1344	0.337
Loa Loa (eye worm)	cytochrome P450 family protein	0.0012	0.0005	0.001
Echinococcus multilocularis	SWI:SNF matrix associated	0.0404	0.3989	0.3988
Trypanosoma cruzi	hypothetical protein, conserved	0.0144	0.1344	1
Onchocerca volvulus		0.0404	0.3989	1
Leishmania major	hypothetical protein, conserved	0.0144	0.1344	1
Plasmodium vivax	SWIB/MDM2 domain-containing protein, putative	0.0404	0.3989	0.5
Brugia malayi	latrophilin 2 splice variant baaae	0.0037	0.026	0.0649
Chlamydia trachomatis	SWIB complex protein	0.0404	0.3989	0.5
Schistosoma mansoni	cyclic-nucleotide-gated cation channel	0.0011	0.0001	0.0003
Schistosoma mansoni	tar DNA-binding protein	0.0069	0.0583	0.1461
Echinococcus granulosus	Upstream activation factor subunit UAF30	0.0404	0.3989	0.3988
Schistosoma mansoni	hypothetical protein	0.0144	0.1344	0.337
Trypanosoma cruzi	Zn-finger in Ran binding protein and others, putative	0.0144	0.1344	1
Schistosoma mansoni	fusion	0.0144	0.1344	0.337
Echinococcus granulosus	GPCR family 2	0.0017	0.0058	0.0057
Schistosoma mansoni	hyperpolarization activated cyclic nucleotide-gated potassium channel	0.0011	0.0001	0.0003
Chlamydia trachomatis	DNA topoisomerase I	0.0404	0.3989	0.5
Schistosoma mansoni	cyclic-nucleotide-gated cation channel	0.0011	0.0001	0.0003
Schistosoma mansoni	hypothetical protein	0.0404	0.3989	1
Echinococcus multilocularis	SWI:SNF matrix associated	0.0404	0.3989	0.3988
Brugia malayi	TAR-binding protein	0.0069	0.0583	0.1458
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0069	0.0583	0.1458
Plasmodium falciparum	SWIB/MDM2 domain-containing protein	0.0404	0.3989	1
Schistosoma mansoni	voltage-gated potassium channel	0.0044	0.0334	0.0839
Loa Loa (eye worm)	brahma associated protein	0.0404	0.3989	1
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0054	0.0434	0.1085
Echinococcus multilocularis	cadherin EGF LAG seven pass G type receptor	0.0017	0.0058	0.0057
Loa Loa (eye worm)	hypothetical protein	0.0032	0.0208	0.0519
Leishmania major	hypothetical protein, conserved	0.0144	0.1344	1
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0039	0.0276	0.0689
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.0015	0.0035	0.0034
Loa Loa (eye worm)	hypothetical protein	0.0201	0.1924	0.4821
Brugia malayi	brahma associated protein 60 kDa	0.0404	0.3989	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0144	0.1344	1
Echinococcus multilocularis	tar DNA binding protein	0.0069	0.0583	0.0582
Trypanosoma cruzi	Zn-finger in Ran binding protein and others, putative	0.0144	0.1344	1
Trypanosoma cruzi	WLM domain containing protein, putative	0.0144	0.1344	1
Schistosoma mansoni	hypothetical protein	0.0017	0.0058	0.0146
Loa Loa (eye worm)	SWIB/MDM2 domain-containing protein	0.0404	0.3989	1
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0054	0.0434	0.1085
Brugia malayi	Latrophilin receptor protein 2	0.0017	0.0058	0.0143

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 12.7 uM	Inhibitory activity against Murine P388 cells	ChEMBL.	12086496
IC50 (functional)	= 12.7 uM	Inhibitory activity against Murine P388 cells	ChEMBL.	12086496
IC50 (functional)	= 18.4 uM	Inhibitory concentration against CEM T-lymphocytes	ChEMBL.	12086496
IC50 (functional)	= 18.4 uM	Inhibitory concentration against CEM T-lymphocytes	ChEMBL.	12086496
IC50 (functional)	= 37.1 uM	Inhibitory concentration against proliferation of human Molt 4/C8 cells	ChEMBL.	12086496
IC50 (functional)	= 42.3 uM	Inhibitory activity against L1210 leukemia cells	ChEMBL.	12086496
IC50 (functional)	= 42.3 uM	Inhibitory activity against L1210 leukemia cells	ChEMBL.	12086496
logP (ADMET)	= 5.04	Partition coefficient (logP)	ChEMBL.	12086496

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Mus musculus	ChEMBL23	12086496
Homo sapiens	ChEMBL23	12086496

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

PubChem: 5702956

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 173008