TDR Targets

Basic information

Technical information

TDR Targets ID: 780839
Name: 2-(1H-benzimidazol-2-yl)-3-(3,4-dimethoxyphen yl)prop-2-enenitrile
MW: 305.331 | Formula: C18H15N3O2
H donors: 1 H acceptors: 2 LogP: 3.25 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: COc1cc(ccc1OC)/C=C(/c1nc2c([nH]1)cccc2)\C#N
InChi: 1S/C18H15N3O2/c1-22-16-8-7-12(10-17(16)23-2)9-13(11-19)18-20-14-5-3-4-6-15(14)21-18/h3-10H,1-2H3,(H,20,21)/b13-9+
InChiKey: SIPOTHFKLAFEAC-UKTHLTGXSA-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

(E)-2-(1H-benzimidazol-2-yl)-3-(3,4-dimethoxyphenyl)prop-2-enenitrile
2-(1H-benzimidazol-2-yl)-3-(3,4-dimethoxyphenyl)acrylonitrile
(E)-2-(1H-benzimidazol-2-yl)-3-(3,4-dimethoxyphenyl)acrylonitrile
CDS1_001002
DivK1c_002042
2-(1H-Benzoimidazol-2-yl)-3-(3,4-dimethoxy-phenyl)-acrylonitrile
BAS 00208804
ZINC04149762
A1887/0079324
BIM-0019893.P001
CBMicro_019847
Maybridge1_005754

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
Trichomonas vaginalis	esterase, putative	0.0036	0.0876	0.7301
Trichomonas vaginalis	DNA polymerase eta, putative	0.0022	0.0183	0.1283
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0133	0.5354	0.8925
Trypanosoma cruzi	hypothetical protein, conserved	0.0036	0.0876	1
Mycobacterium ulcerans	beta-lactamase	0.0036	0.0876	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.1334	0.1677
Treponema pallidum	bacterioferrin (TpF1)	0.0018	0.0035	0.5
Brugia malayi	ImpB/MucB/SamB family protein	0.0022	0.0183	0.0304
Brugia malayi	beta-lactamase family protein	0.0036	0.0876	0.1461
Schistosoma mansoni	ferritin light chain	0.0018	0.0035	0.0044
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0036	0.0876	0.1101
Echinococcus granulosus	ferritin	0.0018	0.0035	0.0044
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0043	0.1188	0.1493
Entamoeba histolytica	hypothetical protein	0.0036	0.0875	0.8264
Mycobacterium tuberculosis	Conserved protein	0.0036	0.0876	0.0845
Mycobacterium tuberculosis	Possible conserved lipoprotein LpqK	0.0036	0.0876	0.0845
Trichomonas vaginalis	penicillin-binding protein, putative	0.0036	0.0876	0.7301
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0056	0.1764	0.2941
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0036	0.0875	0.11
Mycobacterium ulcerans	hypothetical protein	0.0036	0.0876	1
Onchocerca volvulus		0.0036	0.0876	0.5
Loa Loa (eye worm)	RNA binding protein	0.0133	0.5354	0.8925
Toxoplasma gondii	histone lysine acetyltransferase GCN5-A	0.0043	0.1188	1
Echinococcus granulosus	beta LACTamase domain containing family member	0.0036	0.0876	0.1101
Schistosoma mansoni	ferritin	0.0018	0.0035	0.0044
Loa Loa (eye worm)	hypothetical protein	0.0038	0.0948	0.158
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0876	0.1461
Trichomonas vaginalis	penicillin-binding protein, putative	0.0036	0.0876	0.7301
Schistosoma mansoni	gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2	0.0147	0.5999	0.754
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0876	0.1461
Mycobacterium ulcerans	esterase/lipase LipP	0.0036	0.0876	1
Schistosoma mansoni	hypothetical protein	0.0189	0.7957	1
Schistosoma mansoni	ferritin light chain	0.0018	0.0035	0.0044
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0056	0.1764	0.2941
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0046	0.1334	0.2224
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0876	0.1461
Loa Loa (eye worm)	beta-LACTamase domain containing family member	0.0036	0.0876	0.1461
Trichomonas vaginalis	bromodomain-containing protein, putative	0.0043	0.1188	1
Toxoplasma gondii	histone lysine acetyltransferase GCN5-B	0.0043	0.1188	1
Mycobacterium leprae	conserved hypothetical protein	0.0036	0.0876	1
Brugia malayi	acetyltransferase, GNAT family protein	0.0147	0.5999	1
Schistosoma mansoni	apoferritin-2	0.0018	0.0035	0.0044
Trichomonas vaginalis	D-aminoacylase, putative	0.0036	0.0876	0.7301
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0046	0.1334	0.1677
Echinococcus granulosus	expressed protein	0.0018	0.0035	0.0044
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0876	0.1461
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.1334	0.1677
Mycobacterium ulcerans	DNA polymerase IV	0.0022	0.0183	0.1757
Mycobacterium tuberculosis	Probable esterase LipL	0.0036	0.0876	0.0845
Loa Loa (eye worm)	hypothetical protein	0.0056	0.1764	0.2941
Leishmania major	hypothetical protein, conserved	0.0036	0.0876	1
Trichomonas vaginalis	D-aminoacylase, putative	0.0036	0.0876	0.7301
Mycobacterium tuberculosis	Probable conserved lipoprotein	0.0036	0.0876	0.0845
Mycobacterium tuberculosis	Conserved protein	0.0036	0.0876	0.0845
Loa Loa (eye worm)	TAR-binding protein	0.0133	0.5354	0.8925
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0046	0.1334	0.2224
Brugia malayi	TAR-binding protein	0.0133	0.5354	0.8925
Schistosoma mansoni	DNA polymerase eta	0.0022	0.0183	0.0229
Mycobacterium tuberculosis	Conserved hypothetical protein	0.0022	0.0183	0.0148
Echinococcus multilocularis	expressed protein	0.0018	0.0035	0.0044
Entamoeba histolytica	acetyltransferase, GNAT family	0.004	0.1021	1
Echinococcus multilocularis	dna polymerase kappa	0.0022	0.0183	0.0229
Mycobacterium tuberculosis	Conserved protein	0.0036	0.0876	0.0845
Entamoeba histolytica	hypothetical protein	0.0036	0.0875	0.8264
Plasmodium falciparum	histone acetyltransferase GCN5	0.004	0.1021	0.5
Trichomonas vaginalis	cat eye syndrome critical region protein 2, cscr2, putative	0.0043	0.1188	1
Schistosoma mansoni	rab geranylgeranyl transferase alpha subunit	0.0022	0.0183	0.0229
Echinococcus multilocularis	gcn5proteinral control of amino acid synthesis	0.0147	0.5999	0.754
Brugia malayi	beta-lactamase	0.0036	0.0876	0.1461
Entamoeba histolytica	hypothetical protein	0.0036	0.0875	0.8264
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0036	0.0875	0.11
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0046	0.1334	0.1677
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0046	0.1334	0.1677
Mycobacterium tuberculosis	Probable esterase/lipase LipP	0.0036	0.0876	0.0845
Echinococcus granulosus	dna polymerase kappa	0.0022	0.0183	0.0229
Loa Loa (eye worm)	acetyltransferase	0.0147	0.5999	1
Trichomonas vaginalis	DNA polymerase IV / kappa, putative	0.0022	0.0183	0.1283
Echinococcus granulosus	dna polymerase eta	0.0022	0.0183	0.0229
Schistosoma mansoni	hypothetical protein	0.0038	0.0948	0.1191
Brugia malayi	hypothetical protein	0.0036	0.0875	0.1459
Trichomonas vaginalis	D-aminoacylase, putative	0.0036	0.0876	0.7301
Schistosoma mansoni	tar DNA-binding protein	0.0133	0.5354	0.6729
Schistosoma mansoni	apoferritin-2	0.0018	0.0035	0.0044
Brugia malayi	latrophilin 2 splice variant baaae	0.0038	0.0948	0.158
Mycobacterium ulcerans	fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE	0.0036	0.0876	1
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0876	0.1461
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0183	0.0304
Brugia malayi	Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative	0.0036	0.0876	0.1461
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0046	0.1334	0.1677
Brugia malayi	RNA binding protein	0.0133	0.5354	0.8925
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0876	0.1461
Schistosoma mansoni	tar DNA-binding protein	0.0133	0.5354	0.6729
Schistosoma mansoni	ferritin	0.0018	0.0035	0.0044
Schistosoma mansoni	tar DNA-binding protein	0.0133	0.5354	0.6729
Mycobacterium ulcerans	lipase LipD	0.0036	0.0876	1
Echinococcus multilocularis	beta LACTamase domain containing family member	0.0036	0.0876	0.1101
Trypanosoma cruzi	hypothetical protein, conserved	0.0036	0.0876	1
Loa Loa (eye worm)	ImpB/MucB/SamB family protein	0.0022	0.0183	0.0304
Echinococcus multilocularis	terminal deoxycytidyl transferase rev1	0.0022	0.0183	0.0229
Onchocerca volvulus		0.0036	0.0876	0.5
Schistosoma mansoni	transcription factor LCR-F1	0.0036	0.0875	0.11
Schistosoma mansoni	tar DNA-binding protein	0.0133	0.5354	0.6729
Trypanosoma brucei	hypothetical protein, conserved	0.0036	0.0876	1
Echinococcus multilocularis	dna polymerase eta	0.0022	0.0183	0.0229
Mycobacterium tuberculosis	Probable lipase LipD	0.0036	0.0876	0.0845
Echinococcus multilocularis	geminin	0.0189	0.7957	1
Mycobacterium leprae	Probable lipase LipE	0.0036	0.0876	1
Echinococcus multilocularis	tar DNA binding protein	0.0133	0.5354	0.6729
Wolbachia endosymbiont of Brugia malayi	bacterioferritin/cytochrome b1	0.0018	0.0035	0.5
Mycobacterium tuberculosis	Possible DNA-damage-inducible protein P DinP (DNA polymerase V) (pol IV 2) (DNA nucleotidyltransferase (DNA-directed))	0.0022	0.0183	0.0148
Loa Loa (eye worm)	beta-lactamase	0.0036	0.0876	0.1461
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.1334	0.1677
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0056	0.1764	0.2941
Giardia lamblia	Histone acetyltransferase GCN5	0.004	0.1021	1
Brugia malayi	RNA recognition motif domain containing protein	0.0133	0.5354	0.8925
Mycobacterium ulcerans	DNA polymerase IV	0.0022	0.0183	0.1757
Echinococcus multilocularis	ferritin	0.0018	0.0035	0.0044
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0036	0.0876	0.1101
Mycobacterium tuberculosis	Probable hydrolase	0.0036	0.0876	0.0845
Brugia malayi	beta-lactamase family protein	0.0036	0.0876	0.1461
Plasmodium vivax	histone acetyltransferase GCN5, putative	0.0043	0.1188	1
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0143	0.5808	0.7299
Schistosoma mansoni	tar DNA-binding protein	0.0133	0.5354	0.6729
Brugia malayi	ImpB/MucB/SamB family protein	0.0022	0.0183	0.0304
Echinococcus granulosus	tar DNA binding protein	0.0133	0.5354	0.6729
Schistosoma mansoni	ferritin	0.0018	0.0035	0.0044
Onchocerca volvulus		0.0036	0.0876	0.5
Echinococcus granulosus	geminin	0.0189	0.7957	1
Schistosoma mansoni	hypothetical protein	0.0036	0.0875	0.11
Echinococcus granulosus	terminal deoxycytidyl transferase rev1	0.0022	0.0183	0.0229
Entamoeba histolytica	hypothetical protein	0.0036	0.0875	0.8264
Schistosoma mansoni	terminal deoxycytidyl transferase	0.0022	0.0183	0.0229
Schistosoma mansoni	hypothetical protein	0.0189	0.7957	1
Mycobacterium tuberculosis	Probable lipase LipE	0.0036	0.0876	0.0845
Schistosoma mansoni	ferritin	0.0018	0.0035	0.0044

Activities

Activity type	Activity value	Assay description	Source	Reference
CC50 (ADMET)	> 50 uM	Cytotoxicity against human H9 cells by MTS assay	ChEMBL.	25847768
IC50 (binding)	> 100 uM	Inhibition of Clostridium botulinum BoNT/A light chain-mediated SNAP-25 substrate cleavage after 40 mins by FRET assay	ChEMBL.	22082667
IC50 (binding)	> 100 uM	Inhibition of Bacillus anthracis lethal factor using MCA-KKVYPYPME[dnp]Kamide peptide substrate after 30 mins by FRET assay	ChEMBL.	22082667

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: CHEMBL1933870
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Bibliographic References

No literature references available for this target.

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Detailed information for compound 780839