TDR Targets

Basic information

Technical information

TDR Targets ID: 421998
Name: 6-[2-(4-methylpiperazin-1-yl)ethyl]-3-[5-(3-p henoxyprop-1-ynyl)thiophen-3-yl]-1,4-dihydroi ndeno[1,2-c]pyrazole
MW: 494.65 | Formula: C30H30N4OS
H donors: 1 H acceptors: 1 LogP: 5.22 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: CN1CCN(CC1)CCc1ccc2c(c1)Cc1c2[nH]nc1c1csc(c1)C#CCOc1ccccc1
InChi: 1S/C30H30N4OS/c1-33-13-15-34(16-14-33)12-11-22-9-10-27-23(18-22)20-28-29(31-32-30(27)28)24-19-26(36-21-24)8-5-17-35-25-6-3-2-4-7-25/h2-4,6-7,9-10,18-19,21H,11-17,20H2,1H3,(H,31,32)
InChiKey: XJODRXDUZDKWPQ-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

6-[2-(4-methylpiperazin-1-yl)ethyl]-3-[5-(3-phenoxyprop-1-ynyl)-3-thienyl]-1,4-dihydroindeno[1,2-c]pyrazole
6-[2-(4-methyl-1-piperazinyl)ethyl]-3-[5-(3-phenoxyprop-1-ynyl)-3-thienyl]-1,4-dihydroindeno[1,2-c]pyrazole
6-[2-(4-methylpiperazino)ethyl]-3-[5-(3-phenoxyprop-1-ynyl)-3-thienyl]-1,4-dihydroindeno[1,2-c]pyrazole
6-[2-(4-methylpiperazin-1-yl)ethyl]-3-[5-[3-(phenoxy)prop-1-ynyl]thiophen-3-yl]-1,4-dihydroindeno[2,3-d]pyrazole
6-[2-(4-methylpiperazin-1-yl)ethyl]-3-[5-[3-(phenoxy)prop-1-ynyl]-3-thienyl]-1,4-dihydroindeno[2,3-d]pyrazole
6-[2-(4-methyl-1-piperazinyl)ethyl]-3-[5-[3-(phenoxy)prop-1-ynyl]-3-thienyl]-1,4-dihydroindeno[2,3-d]pyrazole

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	potassium voltage-gated channel, subfamily H (eag-related), member 2	Starlite/ChEMBL	References
Homo sapiens	kinase insert domain receptor	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma mansoni	voltage-gated potassium channel	Get druggable targets OG5_128858	All targets in OG5_128858
Schistosoma japonicum	ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Onchocerca volvulus	Tyrosine kinase homolog	Get druggable targets OG5_130320	All targets in OG5_130320
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Loa Loa (eye worm)	voltage and ligand gated potassium channel	Get druggable targets OG5_128858	All targets in OG5_128858
Echinococcus multilocularis	potassium voltage gated channel subfamily H	Get druggable targets OG5_128858	All targets in OG5_128858
Onchocerca volvulus		Get druggable targets OG5_130320	All targets in OG5_130320
Brugia malayi	Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog	Get druggable targets OG5_128858	All targets in OG5_128858
Brugia malayi	Immunoglobulin I-set domain containing protein	Get druggable targets OG5_130320	All targets in OG5_130320
Schistosoma japonicum	Potassium voltage-gated channel subfamily H member 2, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Echinococcus granulosus	potassium voltage gated channel subfamily H	Get druggable targets OG5_128858	All targets in OG5_128858
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_128858	All targets in OG5_128858
Loa Loa (eye worm)	TK/KIN16 protein kinase	Get druggable targets OG5_130320	All targets in OG5_130320
Schistosoma mansoni	voltage-gated potassium channel	Get druggable targets OG5_128858	All targets in OG5_128858
Schistosoma japonicum	ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative	Get druggable targets OG5_128858	All targets in OG5_128858

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)	hypothetical protein	0.0039	0.0151	0.0143
Loa Loa (eye worm)	hypothetical protein	0.0013	0.0028	0.002
Brugia malayi	Fibronectin type III domain containing protein	0.0011	0.002	0.0139
Schistosoma mansoni	cyclic-nucleotide-gated cation channel	0.0009	0.0009	0.043
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0042	0.0165	1
Schistosoma mansoni	voltage-gated potassium channel	0.0049	0.0199	1
Loa Loa (eye worm)	voltage and ligand gated potassium channel	0.0045	0.0179	0.0171
Loa Loa (eye worm)	hypothetical protein	0.0011	0.002	0.0012
Loa Loa (eye worm)	hypothetical protein	0.2102	1	1
Schistosoma mansoni	voltage-gated potassium channel	0.0049	0.0199	1
Schistosoma mansoni	cyclic-nucleotide-gated cation channel	0.0009	0.0009	0.043
Loa Loa (eye worm)	TK/KIN16 protein kinase	0.0183	0.0838	0.083
Loa Loa (eye worm)	inward rectifying k channel family protein 1	0.2102	1	1
Echinococcus granulosus	voltage gated potassium channel	0.0013	0.0028	0.1145
Schistosoma mansoni	voltage-gated potassium channel	0.0009	0.0009	0.043
Echinococcus granulosus	twitchin	0.0014	0.0034	0.1481
Loa Loa (eye worm)	hypothetical protein	0.0011	0.002	0.0012
Toxoplasma gondii	hypothetical protein	0.2102	1	0.5
Schistosoma mansoni	cell adhesion molecule	0.0015	0.0038	0.1893
Echinococcus multilocularis	basement membrane specific heparan sulfate	0.0011	0.002	0.0678
Schistosoma mansoni	vesicular amine transporter	0.0014	0.0034	0.1717
Schistosoma mansoni	Neurotrimin precursor (hNT)	0.0011	0.002	0.1012
Echinococcus granulosus	neurotracting:lsamp:neurotrimin:obcam	0.0015	0.0038	0.1703
Schistosoma mansoni	tyrosine kinase	0.0008	0.0003	0.0128
Schistosoma mansoni	hyperpolarization activated cyclic nucleotide-gated potassium channel	0.0009	0.0009	0.043
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0011	0.002	0.0139
Loa Loa (eye worm)	hypothetical protein	0.2102	1	1
Schistosoma mansoni	voltage-gated potassium channel	0.0013	0.0028	0.1414
Loa Loa (eye worm)	hypothetical protein	0.0015	0.0038	0.0029
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.0045	0.0179	1
Echinococcus granulosus	Immunoglobulin	0.0011	0.002	0.0678
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0051	0.0043
Echinococcus multilocularis	Immunoglobulin	0.0011	0.002	0.0678
Schistosoma mansoni	defective proboscis extension response (dpr)-related	0.0011	0.002	0.1012
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0183	0.0838	1
Loa Loa (eye worm)	hypothetical protein	0.0011	0.002	0.0012
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.0013	0.0028	0.1145
Echinococcus granulosus	roundabout 2	0.0018	0.0051	0.2506
Schistosoma mansoni	hyperpolarization activated cyclic nucleotide-gated potassium channel	0.0009	0.0009	0.043
Echinococcus multilocularis	Immunoglobulin	0.0011	0.002	0.0678
Echinococcus multilocularis	neuroglian	0.0014	0.0034	0.1481
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.0045	0.0179	1
Brugia malayi	Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog	0.0013	0.0028	0.0235
Loa Loa (eye worm)	hypothetical protein	0.0011	0.002	0.0012
Echinococcus multilocularis	roundabout 2	0.0018	0.0051	0.2506
Brugia malayi	hypothetical protein	0.0011	0.002	0.0139
Loa Loa (eye worm)	hypothetical protein	0.0011	0.002	0.0012
Echinococcus multilocularis	voltage gated potassium channel	0.0013	0.0028	0.1145
Schistosoma mansoni	cyclic-nucleotide-gated cation channel	0.0009	0.0009	0.043
Schistosoma mansoni	voltage-gated potassium channel	0.0013	0.0028	0.1414
Brugia malayi	Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog	0.0045	0.0179	0.2056
Schistosoma mansoni	nephrin	0.0014	0.0034	0.1702
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0042	0.0165	1
Echinococcus granulosus	defective proboscis extension response	0.0011	0.002	0.0678
Loa Loa (eye worm)	hypothetical protein	0.0011	0.002	0.0012
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.0013	0.0028	0.1145
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0051	0.0043
Onchocerca volvulus	Tyrosine kinase homolog	0.0171	0.0781	1
Echinococcus granulosus	neuroglian	0.0014	0.0034	0.1481

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 5 nM	Inhibition of human KDR kinase by HTRF assay	ChEMBL.	17425296
IC50 (binding)	= 5 nM	Inhibition of human KDR kinase by HTRF assay	ChEMBL.	17425296
IC50 (functional)	= 58 nM	Inhibition of VEGF-induced phosphorylation of human KDR expressed in mouse NIH3T3 cell line by Western blot	ChEMBL.	17425296
IC50 (functional)	= 58 nM	Inhibition of VEGF-induced phosphorylation of human KDR expressed in mouse NIH3T3 cell line by Western blot	ChEMBL.	17425296
IC50 (binding)	= 5.87 uM	Displacement of [3H]dofetilide from hERG expressed in HEK293 cells	ChEMBL.	17425296
IC50 (binding)	= 5.87 uM	Displacement of [3H]dofetilide from hERG expressed in HEK293 cells	ChEMBL.	17425296

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: CHEMBL390353
PubChem: 16220960

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 421998