TDR Targets

Basic information

Technical information

TDR Targets ID: 152845
Name: (E)-3-[3-[2-butoxy-3,5-di(propan-2-yl)phenyl] -1-methylindol-5-yl]but-2-enoic acid
MW: 447.609 | Formula: C29H37NO3
H donors: 1 H acceptors: 2 LogP: 7.68 Rotable bonds: 9
Rule of 5 violations (Lipinski): 1
SMILES: CCCCOc1c(cc(cc1c1cn(c2c1cc(cc2)/C(=C/C(=O)O)/C)C)C(C)C)C(C)C
InChi: 1S/C29H37NO3/c1-8-9-12-33-29-23(19(4)5)15-22(18(2)3)16-25(29)26-17-30(7)27-11-10-21(14-24(26)27)20(6)13-28(31)32/h10-11,13-19H,8-9,12H2,1-7H3,(H,31,32)/b20-13+
InChiKey: VVRKVTWLLQOKMZ-DEDYPNTBSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

(E)-3-[3-(2-butoxy-3,5-diisopropyl-phenyl)-1-methyl-indol-5-yl]but-2-enoic acid
(E)-3-[3-(2-butoxy-3,5-diisopropylphenyl)-1-methyl-5-indolyl]-2-butenoic acid
(E)-3-[3-[2-butoxy-3,5-di(propan-2-yl)phenyl]-1-methyl-indol-5-yl]but-2-enoic acid
(E)-3-[3-(2-butoxy-3,5-diisopropylphenyl)-1-methyl-5-indolyl]but-2-enoic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	retinoic acid receptor, gamma	Starlite/ChEMBL	References
Homo sapiens	retinoid X receptor, alpha	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_131607	All targets in OG5_131607
Schistosoma japonicum	ko:K08524 nuclear receptor, subfamily 2, group B, member 1, putative	Get druggable targets OG5_130073	All targets in OG5_130073
Brugia malayi	nuclear hormone receptor	Get druggable targets OG5_131607	All targets in OG5_131607
Echinococcus multilocularis	retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha	Get druggable targets OG5_130073	All targets in OG5_130073
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	Get druggable targets OG5_131607	All targets in OG5_131607
Echinococcus granulosus	retinoic acid receptor rxr beta a	Get druggable targets OG5_130073	All targets in OG5_130073
Loa Loa (eye worm)	nuclear receptor nhr-7B	Get druggable targets OG5_131607	All targets in OG5_131607
Schistosoma mansoni	retinoic acid receptor RXR	Get druggable targets OG5_130073	All targets in OG5_130073

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	ecdysteroid receptor	retinoid X receptor, alpha	435 aa	352 aa	23.9 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0046	0.0405	0.1651
Echinococcus granulosus	lysine specific histone demethylase 1A	0.0058	0.0598	0.2437
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.0405	0.1651
Schistosoma mansoni	hypothetical protein	0.017	0.2453	1
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0046	0.0405	0.1651
Brugia malayi	MH2 domain containing protein	0.012	0.1624	0.4018
Loa Loa (eye worm)	MH2 domain-containing protein	0.012	0.1624	0.4018
Plasmodium vivax	protoporphyrinogen oxidase, putative	0.0058	0.0598	0.5
Plasmodium vivax	hypothetical protein, conserved	0.0058	0.0598	0.5
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.0405	0.1651
Loa Loa (eye worm)	hypothetical protein	0.0114	0.1529	0.3782
Mycobacterium ulcerans	flavin-containing monoamine oxidase AofH	0.0628	1	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.0405	0.1651
Loa Loa (eye worm)	hypothetical protein	0.0256	0.3875	0.9589
Plasmodium vivax	lysine-specific histone demethylase 1, putative	0.0058	0.0598	0.5
Mycobacterium leprae	PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO)	0.0058	0.0598	0.5
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0046	0.0405	0.1002
Trypanosoma cruzi	UDP-galactopyranose mutase	0.0058	0.0598	0.5
Schistosoma mansoni	hypothetical protein	0.017	0.2453	1
Loa Loa (eye worm)	hypothetical protein	0.0058	0.0598	0.1479
Echinococcus multilocularis	retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha	0.0129	0.1777	0.7244
Chlamydia trachomatis	protoporphyrinogen oxidase	0.0058	0.0598	0.5
Leishmania major	UDP-galactopyranose mutase	0.0058	0.0598	0.5
Plasmodium falciparum	lysine-specific histone demethylase 1, putative	0.0058	0.0598	0.5
Brugia malayi	hypothetical protein	0.0058	0.0598	0.1479
Toxoplasma gondii	histone lysine-specific demethylase	0.0058	0.0598	0.5
Brugia malayi	SWIRM domain containing protein	0.012	0.1627	0.4027
Plasmodium falciparum	protoporphyrinogen oxidase	0.0058	0.0598	0.5
Echinococcus granulosus	geminin	0.017	0.2453	1
Schistosoma mansoni	amine oxidase	0.0058	0.0598	0.2437
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0046	0.0405	0.1651
Plasmodium vivax	hypothetical protein, conserved	0.0058	0.0598	0.5
Loa Loa (eye worm)	nuclear receptor nhr-7B	0.0266	0.4041	1
Trypanosoma cruzi	UDP-galactopyranose mutase	0.0058	0.0598	0.5
Loa Loa (eye worm)	hypothetical protein	0.0058	0.0598	0.1479
Echinococcus multilocularis	protoporphyrinogen oxidase	0.0058	0.0598	0.2437
Loa Loa (eye worm)	hypothetical protein	0.0064	0.0696	0.1723
Echinococcus granulosus	lysine specific histone demethylase 1A	0.0114	0.1529	0.6233
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.0278	0.4228	1
Mycobacterium tuberculosis	Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO)	0.057	0.905	1
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.014	0.1963	0.8003
Loa Loa (eye worm)	hypothetical protein	0.012	0.1627	0.4027
Schistosoma mansoni	retinoic acid receptor RXR	0.014	0.1963	0.8003
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0046	0.0405	0.1002
Brugia malayi	nuclear hormone receptor	0.0266	0.4041	1
Onchocerca volvulus		0.012	0.1627	0.385
Toxoplasma gondii	histone lysine-specific demethylase LSD1/BHC110/KDMA1A	0.0058	0.0598	0.5
Brugia malayi	amine oxidase, flavin-containing family protein	0.0064	0.0696	0.1723
Schistosoma mansoni	Protoporphyrinogen oxidase chloroplast/mitochondrial precursor	0.0058	0.0598	0.2437
Echinococcus multilocularis	geminin	0.017	0.2453	1
Schistosoma mansoni	Lysine-specific histone demethylase 1	0.0114	0.1529	0.6233
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0046	0.0405	0.1651
Plasmodium falciparum	conserved Plasmodium protein, unknown function	0.0058	0.0598	0.5
Echinococcus multilocularis		0.0058	0.0598	0.2437
Echinococcus multilocularis	lysine specific histone demethylase 1A	0.0114	0.1529	0.6233
Schistosoma mansoni	amine oxidase	0.0058	0.0598	0.2437
Loa Loa (eye worm)	transcription factor SMAD2	0.012	0.1624	0.4018
Loa Loa (eye worm)	hypothetical protein	0.0114	0.1529	0.3782

Activities

Activity type	Activity value	Assay description	Source	Reference
EC50 (functional)	0 nM	Effective concentration required for agonistic activity in CV-1 cells expressing RXR-alpha; ND means no data	ChEMBL.	15125928
EC50 (functional)	= 1533 nM	Effective concentration for antagonistic activity against RXR-alpha expressed in CV-1 cells	ChEMBL.	15125928
EC50 (functional)	= 1533 nM	Effective concentration for antagonistic activity against RXR-alpha expressed in CV-1 cells	ChEMBL.	15125928
Efficacy (functional)	= 2.52 %	Agonistic efficacy in CV-1 cells (LGD1069 was used as reference)	ChEMBL.	15125928
Efficacy (functional)	= 2.52 %	Agonistic efficacy in CV-1 cells (LGD1069 was used as reference)	ChEMBL.	15125928
Efficacy (functional)	= 86 %	Antagonistic efficacy in CV-1 cells (LGD1069 was used as reference)	ChEMBL.	15125928
Efficacy (functional)	= 86 %	Antagonistic efficacy in CV-1 cells (LGD1069 was used as reference)	ChEMBL.	15125928
Ki (binding)	= 740 nM	Ability to displace [3H]-9-cis-RA from Retinoid X receptor alpha in CV-1 cells	ChEMBL.	15125928
Ki (binding)	= 740 nM	Ability to displace [3H]-9-cis-RA from Retinoid X receptor alpha in CV-1 cells	ChEMBL.	15125928
Ki (binding)	> 10000 nM	Ability to displace [3H]-ATRA from Retinoic acid receptor gamma in CV-1 cells	ChEMBL.	15125928
Ki (binding)	> 10000 nM	Ability to displace [3H]-ATRA from Retinoic acid receptor gamma in CV-1 cells	ChEMBL.	15125928
Ratio (functional)	= 49	Ratio between agonistic efficacy in PPAR gamma	ChEMBL.	15125928
Ratio (functional)	= 611.9	Ratio between effective concentrations(Agonist) in PPAR gamma	ChEMBL.	15125928
Ratio (functional)	= 49	Ratio between agonistic efficacy in PPAR gamma	ChEMBL.	15125928
Ratio (functional)	= 611.9	Ratio between effective concentrations(Agonist) in PPAR gamma	ChEMBL.	15125928
Synergy (functional)	= 2.5	RAR agonist synergy calculated using 3 nM of TTNPB	ChEMBL.	15125928

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: CHEMBL421748
PubChem: 10225689

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 152845