TDR Targets

Basic information

Technical information

TDR Targets ID: 332224
Name: (3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylid ene]-5-hydroxy-1H-indol-2-one
MW: 254.284 | Formula: C15H14N2O2
H donors: 3 H acceptors: 2 LogP: 2.13 Rotable bonds: 1
Rule of 5 violations (Lipinski): 1
SMILES: Oc1ccc2c(c1)/C(=C/c1[nH]c(cc1C)C)/C(=O)N2
InChi: 1S/C15H14N2O2/c1-8-5-9(2)16-14(8)7-12-11-6-10(18)3-4-13(11)17-15(12)19/h3-7,16,18H,1-2H3,(H,17,19)/b12-7-
InChiKey: GUXYHZUGDWFOBA-GHXNOFRVSA-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

(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-5-hydroxy-indolin-2-one
(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-5-hydroxy-2-indolinone
(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-5-hydroxy-oxindole

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	3-phosphoinositide dependent protein kinase 1	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
Echinococcus granulosus	3-phosphoinositide-dependent protein kinase 1	Get druggable targets OG5_128785	All targets in OG5_128785
Candida albicans	similar to S. cerevisiae protein kinases PKH1 (YDR490C) and PKH2 (YOL100W) involved in MAPKKK cascade	Get druggable targets OG5_128785	All targets in OG5_128785
Loa Loa (eye worm)	TK/KIN16 protein kinase	Get druggable targets OG5_130320	All targets in OG5_130320
Brugia malayi	Immunoglobulin I-set domain containing protein	Get druggable targets OG5_130320	All targets in OG5_130320
Echinococcus multilocularis	3 phosphoinositide dependent protein kinase 1	Get druggable targets OG5_128785	All targets in OG5_128785
Schistosoma mansoni	serine/threonine protein kinase	Get druggable targets OG5_128785	All targets in OG5_128785
Trichomonas vaginalis	AGC family protein kinase	Get druggable targets OG5_128785	All targets in OG5_128785
Brugia malayi	phosphoinositide-dependent protein kinase I	Get druggable targets OG5_128785	All targets in OG5_128785
Trichomonas vaginalis	AGC family protein kinase	Get druggable targets OG5_128785	All targets in OG5_128785
Candida albicans	similar to S. cerevisiae protein kinases PKH1 (YDR490C) and PKH2 (YOL100W) involved in MAPKKK cascade	Get druggable targets OG5_128785	All targets in OG5_128785
Schistosoma japonicum	ko:K06276 3-phosphoinositide dependent protein kinase-1, putative	Get druggable targets OG5_128785	All targets in OG5_128785
Onchocerca volvulus	Tyrosine kinase homolog	Get druggable targets OG5_130320	All targets in OG5_130320
Entamoeba histolytica	protein kinase, putative	Get druggable targets OG5_128785	All targets in OG5_128785
Loa Loa (eye worm)	AGC/PDK1 protein kinase	Get druggable targets OG5_128785	All targets in OG5_128785
Loa Loa (eye worm)	AGC/PDK1 protein kinase	Get druggable targets OG5_128785	All targets in OG5_128785
Trichomonas vaginalis	AGC family protein kinase	Get druggable targets OG5_128785	All targets in OG5_128785
Brugia malayi	Protein kinase domain containing protein	Get druggable targets OG5_128785	All targets in OG5_128785
Onchocerca volvulus		Get druggable targets OG5_130320	All targets in OG5_130320

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
Echinococcus multilocularis	basement membrane specific heparan sulfate	0.0011	0.021	0.0277
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0011	0.021	0.0162
Loa Loa (eye worm)	RGC/RGC protein kinase	0.0009	0.0108	0.0059
Echinococcus granulosus	defective proboscis extension response	0.0011	0.021	0.0277
Echinococcus granulosus	3-phosphoinositide-dependent protein kinase 1	0.0059	0.2929	0.4953
Schistosoma mansoni	protein kinase	0.0009	0.0108	0.02
Echinococcus multilocularis	Immunoglobulin	0.0011	0.021	0.0277
Echinococcus granulosus	neuroglian	0.0014	0.0374	0.0559
Echinococcus granulosus	tyrosine kinase	0.0009	0.0108	0.01
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0879	0.0834
Schistosoma mansoni	tyrosine kinase	0.0009	0.0108	0.02
Onchocerca volvulus	Poor gastrulation protein homolog	0.0015	0.0398	0.0377
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0584	0.0537
Schistosoma mansoni	hypothetical protein	0.0015	0.0398	0.074
Echinococcus multilocularis	Immunoglobulin	0.0011	0.021	0.0277
Schistosoma mansoni	cell adhesion molecule	0.0015	0.042	0.078
Echinococcus multilocularis	metabotropic glutamate receptor 2	0.0075	0.3852	0.654
Schistosoma mansoni	glutamate receptor NMDA	0.0008	0.0049	0.0092
Brugia malayi	phosphoinositide-dependent protein kinase I	0.0059	0.2929	0.2894
Loa Loa (eye worm)	RGC/RGC protein kinase	0.0009	0.0108	0.0059
Schistosoma mansoni	tyrosine kinase	0.0009	0.0108	0.02
Echinococcus granulosus	twitchin	0.0015	0.0406	0.0614
Echinococcus multilocularis	metabotropic glutamate receptor 5	0.011	0.5864	1
Echinococcus multilocularis	tyrosine kinase	0.0009	0.0108	0.01
Entamoeba histolytica	protein kinase, putative	0.0059	0.2929	1
Echinococcus granulosus	GPCR family 3 C terminal	0.0015	0.0398	0.0601
Echinococcus multilocularis	receptor type guanylyl cyclase	0.0009	0.0108	0.01
Brugia malayi	metabotropic glutamate receptor type 2	0.0044	0.2061	0.2022
Schistosoma mansoni	metabotropic glutamate receptor	0.0044	0.2061	0.3829
Loa Loa (eye worm)	TK/KIN16 protein kinase	0.0183	1	1
Loa Loa (eye worm)	hypothetical protein	0.0011	0.021	0.0162
Loa Loa (eye worm)	AGC/PDK1 protein kinase	0.0059	0.2929	0.2894
Loa Loa (eye worm)	hypothetical protein	0.0011	0.021	0.0162
Schistosoma mansoni	metabotropic glutamate receptor 2 3 (mglur group 2)	0.0102	0.5383	1
Echinococcus granulosus	roundabout 2	0.0018	0.0584	0.0919
Loa Loa (eye worm)	RGC/RGC protein kinase	0.0009	0.0108	0.0059
Onchocerca volvulus		0.0009	0.0108	0.0063
Loa Loa (eye worm)	hypothetical protein	0.011	0.5864	0.5843
Brugia malayi	Fibronectin type III domain containing protein	0.0011	0.021	0.0162
Loa Loa (eye worm)	receptor family ligand binding region containing protein	0.0023	0.0879	0.0834
Echinococcus granulosus	metabotropic glutamate receptor 5	0.011	0.5864	1
Echinococcus granulosus	neurotracting:lsamp:neurotrimin:obcam	0.0015	0.042	0.0637
Loa Loa (eye worm)	hypothetical protein	0.0009	0.0108	0.0059
Echinococcus multilocularis	3 phosphoinositide dependent protein kinase 1	0.0059	0.2929	0.4953
Brugia malayi	Receptor family ligand binding region containing protein	0.0009	0.0108	0.0059
Echinococcus granulosus	Immunoglobulin	0.0011	0.021	0.0277
Loa Loa (eye worm)	hypothetical protein	0.0011	0.021	0.0162
Schistosoma mansoni	serine/threonine protein kinase	0.0059	0.2929	0.5441
Loa Loa (eye worm)	hypothetical protein	0.0015	0.0398	0.0351
Loa Loa (eye worm)	hypothetical protein	0.0011	0.021	0.0162
Brugia malayi	Guanylyl cyclase protein 23	0.0009	0.0108	0.0059
Trypanosoma cruzi	extracellular receptor, putative	0.0008	0.0049	0.5
Brugia malayi	hypothetical protein	0.0011	0.021	0.0162
Echinococcus granulosus	receptor type guanylyl cyclase	0.0009	0.0108	0.01
Loa Loa (eye worm)	hypothetical protein	0.0011	0.021	0.0162
Loa Loa (eye worm)	glutamate receptor	0.0035	0.158	0.1538
Trichomonas vaginalis	AGC family protein kinase	0.0059	0.2929	0.5
Brugia malayi	Protein kinase domain containing protein	0.0059	0.2929	0.2894
Trichomonas vaginalis	AGC family protein kinase	0.0059	0.2929	0.5
Echinococcus multilocularis	neuroglian	0.0014	0.0374	0.0559
Loa Loa (eye worm)	metabotropic GABA-B receptor subtype 2	0.0023	0.0879	0.0834
Brugia malayi	metabotropic glutamate receptor subtype 5a (mGluR5a), putative	0.0081	0.4201	0.4173
Loa Loa (eye worm)	AGC/PDK1 protein kinase	0.0059	0.2929	0.2894
Brugia malayi	Metabotropic glutamate receptor precursor.	0.009	0.4682	0.4656
Onchocerca volvulus	Atrial natriuretic peptide receptor 3 homolog	0.0009	0.0108	0.0063
Schistosoma mansoni	vesicular amine transporter	0.0011	0.021	0.0391
Onchocerca volvulus		0.0167	0.909	0.976
Loa Loa (eye worm)	hypothetical protein	0.0015	0.042	0.0372
Schistosoma mansoni	nephrin	0.0014	0.0374	0.0695
Echinococcus multilocularis	GPCR, family 3, C terminal	0.0015	0.0398	0.0601
Schistosoma mansoni	Neurotrimin precursor (hNT)	0.0011	0.021	0.0391
Schistosoma mansoni	defective proboscis extension response (dpr)-related	0.0011	0.021	0.0391
Brugia malayi	metabotropic GABA-B receptor subtype 2	0.0015	0.0398	0.0351
Onchocerca volvulus	Tyrosine kinase homolog	0.0171	0.9313	1
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0584	0.0537
Brugia malayi	Receptor family ligand binding region containing protein	0.0023	0.0879	0.0834
Leishmania major	extracellular receptor, putative	0.0008	0.0049	0.5
Schistosoma mansoni	metabotropic glutamate receptor	0.0075	0.3852	0.7156
Trichomonas vaginalis	AGC family protein kinase	0.0059	0.2929	0.5
Loa Loa (eye worm)	glutamate receptor	0.009	0.4682	0.4656
Loa Loa (eye worm)	hypothetical protein	0.0011	0.021	0.0162
Onchocerca volvulus	Metabotropic glutamate receptor homolog	0.0015	0.0398	0.0377
Echinococcus multilocularis	roundabout 2	0.0018	0.0584	0.0919
Echinococcus granulosus	metabotropic glutamate receptor 2	0.0075	0.3852	0.654

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 1100 nM	Inhibition of PDK1 mediated cAKT2 phosphorylation by AKT2 activation assay	ChEMBL.	17531483
IC50 (binding)	= 1100 nM	Inhibition of PDK1 mediated cAKT2 phosphorylation by AKT2 activation assay	ChEMBL.	17531483
IC50 (binding)	= 0.1 uM	In vitro inhibition of KDR	ChEMBL.	16107139
IC50 (binding)	= 0.1 uM	In vitro inhibition of KDR	ChEMBL.	16107139
IC50 (functional)	= 1 uM	In vitro inhibitory concentration on the production of pro-inflammatory cytokine IL-2 in PBMC (Peripheral blood mononuclear cells) determined by IL-2 PBMC assay	ChEMBL.	16107139
IC50 (functional)	= 1 uM	In vitro inhibitory concentration on the production of pro-inflammatory cytokine IL-2 in PBMC (Peripheral blood mononuclear cells) determined by IL-2 PBMC assay	ChEMBL.	16107139
Inhibition (functional)	= -12 %	In vivo percent inhibition of multiple sclerosis (MS) by the compound upon intraperitonial administration at a dose of 50 mg/kg on EAE model (mice immunized for EAE induction and assessed clinically for 21 days); non significant effect	ChEMBL.	16107139
Inhibition (functional)	= -12 %	In vivo percent inhibition of multiple sclerosis (MS) by the compound upon intraperitonial administration at a dose of 50 mg/kg on EAE model (mice immunized for EAE induction and assessed clinically for 21 days); non significant effect	ChEMBL.	16107139

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	16107139

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: CHEMBL426078
PubChem: 10131254

Bibliographic References

2 literature references were 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 332224