TDR Targets

Basic information

Technical information

TDR Targets ID: 90037
Name: methyl 6-methoxy-1-[2-(propanoylamino)ethyl]i ndole-2-carboxylate
MW: 304.341 | Formula: C16H20N2O4
H donors: 1 H acceptors: 2 LogP: 1.88 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: COC(=O)c1cc2c(n1CCNC(=O)CC)cc(cc2)OC
InChi: 1S/C16H20N2O4/c1-4-15(19)17-7-8-18-13-10-12(21-2)6-5-11(13)9-14(18)16(20)22-3/h5-6,9-10H,4,7-8H2,1-3H3,(H,17,19)
InChiKey: CMZCZSHUBFQBDA-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-methoxy-1-[2-(1-oxopropylamino)ethyl]-2-indolecarboxylic acid methyl ester
6-methoxy-1-(2-propionamidoethyl)indole-2-carboxylic acid methyl ester

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	melatonin receptor 1B	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	hypothetical protein	melatonin receptor 1B	362 aa	329 aa	18.8 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0037	0.0732	0.0924
Mycobacterium leprae	Probable fructose bisphosphate aldolase Fba	0.0148	0.4593	1
Brugia malayi	Voltage-gated potassium channel, KCNQ (Kv7-like) alpha-subunit. C. elegans kqt-1 ortholog	0.0106	0.315	0.9457
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.1084	0.1369
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.0148	0.4593	1
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0052	0.1232	0.37
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0303	1	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0037	0.0732	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0732	0.0924
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0303	1	1
Schistosoma mansoni	voltage-gated potassium channel KCNQ	0.0106	0.315	0.398
Loa Loa (eye worm)	hypothetical protein	0.0082	0.2298	0.2903
Loa Loa (eye worm)	hypothetical protein	0.0082	0.2298	0.2903
Echinococcus multilocularis	potassium voltage gated channel subfamily KQT	0.0106	0.315	0.398
Loa Loa (eye worm)	voltage-gated potassium channel	0.0103	0.3036	0.3835
Mycobacterium tuberculosis	Possible penicillin-binding protein	0.0238	0.7749	1
Loa Loa (eye worm)	hypothetical protein	0.0052	0.1232	0.1557
Schistosoma mansoni	leukotriene A4 hydrolase (M01 family)	0.0243	0.7916	1
Brugia malayi	beta-lactamase family protein	0.0037	0.0732	0.2196
Schistosoma mansoni	hypothetical protein	0.0175	0.5558	0.7021
Trypanosoma cruzi	hypothetical protein, conserved	0.0037	0.0732	0.5
Echinococcus granulosus	geminin	0.0175	0.5558	0.7021
Loa Loa (eye worm)	hypothetical protein	0.0076	0.21	0.2653
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0047	0.1084	0.1369
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0732	0.0924
Loa Loa (eye worm)	beta-lactamase	0.0037	0.0732	0.0924
Mycobacterium ulcerans	ion transport protein	0.0077	0.2137	0.3639
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0052	0.1232	0.37
Giardia lamblia	Fructose-bisphosphate aldolase	0.0303	1	0.5
Echinococcus multilocularis	leukotriene A 4 hydrolase	0.0243	0.7916	1
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0303	1	0.5
Leishmania major	hypothetical protein, conserved	0.0037	0.0732	0.5
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0303	1	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0303	1	1
Onchocerca volvulus		0.0082	0.2298	1
Loa Loa (eye worm)	leukotriene A4 hydrolase	0.0243	0.7916	1
Brugia malayi	Cation transporter family protein	0.0082	0.2298	0.6899
Loa Loa (eye worm)	beta-LACTamase domain containing family member	0.0037	0.0732	0.0924
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.1084	0.1369
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0037	0.0732	0.0924
Trypanosoma brucei	hypothetical protein, conserved	0.0037	0.0732	0.5
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0047	0.1084	0.3254
Brugia malayi	hypothetical protein	0.0112	0.3331	1
Echinococcus granulosus	leukotriene A 4 hydrolase	0.0243	0.7916	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.1084	0.1369
Echinococcus granulosus	potassium channel KvQLT family member kqt 1	0.0106	0.315	0.398
Toxoplasma gondii	ABC1 family protein	0.0037	0.0732	0.5
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0303	1	1
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0047	0.1084	0.1369
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0052	0.1232	0.1557
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0047	0.1084	0.1369
Schistosoma mansoni	hypothetical protein	0.0175	0.5558	0.7021
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0732	0.0924
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0732	0.0924
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0047	0.1084	0.1369
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0303	1	1
Brugia malayi	beta-lactamase	0.0037	0.0732	0.2196
Plasmodium vivax	hypothetical protein, conserved	0.0037	0.0732	0.5
Brugia malayi	beta-lactamase family protein	0.0037	0.0732	0.2196
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0047	0.1084	0.1369
Schistosoma mansoni	nAChR subunit (ShAR1-alpha-like)	0.0082	0.2298	0.2903
Treponema pallidum	fructose-bisphosphate aldolase	0.0303	1	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0732	0.0924
Onchocerca volvulus		0.0082	0.2298	1
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.0148	0.4593	0.5503
Brugia malayi	Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative	0.0037	0.0732	0.2196
Onchocerca volvulus		0.0082	0.2298	1
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0732	0.0924
Loa Loa (eye worm)	hypothetical protein	0.0035	0.0662	0.0836
Schistosoma mansoni	nAChR subunit (ShAR1-beta-like)	0.0082	0.2298	0.2903
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0303	1	1
Echinococcus granulosus	beta LACTamase domain containing family member	0.0037	0.0732	0.0924
Brugia malayi	latrophilin 2 splice variant baaae	0.0035	0.0662	0.1987
Echinococcus multilocularis	beta LACTamase domain containing family member	0.0037	0.0732	0.0924
Schistosoma mansoni	hypothetical protein	0.0035	0.0662	0.0836
Echinococcus multilocularis	geminin	0.0175	0.5558	0.7021
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0303	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	0	Activity considered from GTP-gamma-S index and cAMP index; A = Agonist	ChEMBL.	9207941
IC50 (binding)	= 0.83 nM	Inhibitory activity against melatonin receptor in the quail optica tecta using 2-[125] iodomelatonin as labelled ligand	ChEMBL.	9207941
IC50 (binding)	= 0.83 nM	Inhibitory activity against melatonin receptor in the quail optica tecta using 2-[125] iodomelatonin as labelled ligand	ChEMBL.	9207941
Index (functional)	= 0.93	GTPgammaS index is the ratio of the IC50 of compound with GTP and without GTP to the IC50 of melatonin with GTP and without GTP	ChEMBL.	9207941
Index (functional)	= 1.02	Inhibition of forskolin stimulated cAMP accumulation and represented as cAMP index which is the ratio of percent inhibition of the compound to percent inhibition of melatonin	ChEMBL.	9207941
Ki (binding)	= 0.23 nM	Binding affinity against melatonin receptor in the quail optica tecta using 2-[125] iodomelatonin (100 pM) as labelled ligand	ChEMBL.	9207941
Ki (binding)	= 0.23 nM	Binding affinity against melatonin receptor in the quail optica tecta using 2-[125] iodomelatonin (100 pM) as labelled ligand	ChEMBL.	9207941
pRA (binding)	= 0.42	Negative logarithm of relative affinity (pRA) towards melatonin receptor (relative to N-actyl-5-methoxytryptamine (aMT))	ChEMBL.	9748358
Ratio (binding)	= 0.38	Ratio of the IC50 of compound to the IC50 of melatonin	ChEMBL.	9207941

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

PubChem: 10542533

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 90037