TDR Targets

Basic information

Technical information

TDR Targets ID: 142893
Name: prop-2-enyl 4-amino-1-pentylpyrazolo[3,4-b]py ridine-5-carboxylate
MW: 288.345 | Formula: C15H20N4O2
H donors: 1 H acceptors: 3 LogP: 2.93 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: CCCCCn1ncc2c1ncc(c2N)C(=O)OCC=C
InChi: 1S/C15H20N4O2/c1-3-5-6-7-19-14-11(10-18-19)13(16)12(9-17-14)15(20)21-8-4-2/h4,9-10H,2-3,5-8H2,1H3,(H2,16,17)
InChiKey: ODTGVULWOPUHFS-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

allyl 4-amino-1-pentyl-pyrazolo[3,4-b]pyridine-5-carboxylate
4-amino-1-pentyl-5-pyrazolo[3,4-b]pyridinecarboxylic acid allyl ester
prop-2-enyl 4-azanyl-1-pentyl-pyrazolo[3,4-b]pyridine-5-carboxylate
4-amino-1-amyl-pyrazolo[3,4-b]pyridine-5-carboxylic acid allyl ester
prop-2-enyl 4-amino-1-pentylpyrazolo[4,5-e]pyridine-5-carboxylate
allyl 4-amino-1-pentyl-pyrazolo[4,5-e]pyridine-5-carboxylate
4-amino-1-pentyl-5-pyrazolo[4,5-e]pyridinecarboxylic acid allyl ester
4-amino-1-amyl-pyrazolo[4,5-e]pyridine-5-carboxylic acid allyl ester
prop-2-enyl 4-amino-1-pentyl-pyrazolo[4,5-e]pyridine-5-carboxylate

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	GABA-A receptor; anion channel	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
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	441 aa	33.8 %
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	GABA-A receptor; anion channel	467 aa	454 aa	29.5 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	446 aa	28.0 %
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	446 aa	29.1 %
Brugia malayi	nicotinic acetylcholine receptor alpha subunit, putative	GABA-A receptor; anion channel	467 aa	384 aa	19.5 %
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	GABA-A receptor; anion channel	467 aa	479 aa	29.2 %
Onchocerca volvulus	Acetylcholine receptor subunit alpha-type homolog	GABA-A receptor; anion channel	467 aa	418 aa	19.6 %
Brugia malayi	Cation transporter family protein	GABA-A receptor; anion channel	467 aa	453 aa	28.5 %
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	461 aa	27.8 %
Onchocerca volvulus	Eukaryotic initiation factor 4A-III homolog	GABA-A receptor; anion channel	467 aa	453 aa	26.9 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	434 aa	26.7 %
Echinococcus multilocularis	glycine receptor subunit beta	GABA-A receptor; anion channel	467 aa	478 aa	28.7 %
Echinococcus granulosus	glycine receptor subunit beta	GABA-A receptor; anion channel	467 aa	439 aa	29.6 %
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	494 aa	25.5 %
Echinococcus multilocularis	glycine receptor subunit alpha 1	GABA-A receptor; anion channel	467 aa	430 aa	32.3 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	447 aa	25.7 %
Onchocerca volvulus	Gamma-aminobutyric acid receptor subunit beta homolog	GABA-A receptor; anion channel	467 aa	433 aa	34.6 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	454 aa	30.4 %
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	GABA-A receptor; anion channel	467 aa	375 aa	21.9 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	468 aa	28.6 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	435 aa	29.7 %
Echinococcus granulosus	glycine receptor subunit alpha 1	GABA-A receptor; anion channel	467 aa	430 aa	32.3 %
Loa Loa (eye worm)	nicotinic acetylcholine receptor alpha subunit	GABA-A receptor; anion channel	467 aa	379 aa	19.3 %
Onchocerca volvulus	Large subunit GTPase 1 homolog	GABA-A receptor; anion channel	467 aa	496 aa	26.0 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	bromodomain containing protein	0.0072	0.6381	0.6381
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.0023	0.048	0.048
Onchocerca volvulus		0.0023	0.048	0.5
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0049	0.3665	0.4596
Loa Loa (eye worm)	nicotinic acetylcholine receptor non-alpha subunit	0.0023	0.048	0.065
Echinococcus multilocularis	Cys loop ligand gated ion channel subunit	0.0023	0.048	0.0815
Echinococcus multilocularis	nicotinic acetylcholine receptor beta 1 subunit	0.0023	0.048	0.0815
Loa Loa (eye worm)	LGC-31 protein	0.0023	0.048	0.065
Echinococcus granulosus	fetal alzheimer antigen falz	0.0026	0.0844	0.1432
Trichomonas vaginalis	ap endonuclease, putative	0.0019	0	0.5
Leishmania major	apurinic/apyrimidinic endonuclease-redox protein	0.0019	0	0.5
Brugia malayi	Cation transporter family protein	0.0023	0.048	0.0602
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Loa Loa (eye worm)	hypothetical protein	0.0048	0.3577	0.4838
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0019	0.0098	0.0098
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Onchocerca volvulus		0.0023	0.048	0.5
Echinococcus multilocularis	nicotinic acetylcholine receptor alpha subunit	0.0023	0.048	0.0815
Loa Loa (eye worm)	PHD-finger family protein	0.0023	0.0584	0.079
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.0023	0.048	0.0815
Loa Loa (eye worm)	ACC-1 protein	0.0023	0.048	0.065
Schistosoma mansoni	zinc finger protein	0.0022	0.0441	0.0441
Schistosoma mansoni	hypothetical protein	0.0023	0.0584	0.0584
Echinococcus multilocularis	nAChR subunit	0.0023	0.048	0.0815
Wolbachia endosymbiont of Brugia malayi	exonuclease III	0.0019	0	0.5
Brugia malayi	excitatory GABA receptor EXP-1A	0.0023	0.048	0.0602
Loa Loa (eye worm)	bromodomain containing protein	0.002	0.0181	0.0245
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Echinococcus granulosus	nicotinic acetylcholine receptor alpha subunit	0.0023	0.048	0.0815
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0023	0.048	0.0602
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Brugia malayi	acetylcholine receptor protein, alpha-like chain, putative	0.0023	0.048	0.0602
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Onchocerca volvulus		0.0023	0.048	0.5
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0023	0.048	0.0602
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Echinococcus granulosus	nicotinic acetylcholine receptor subunit alpha 8	0.0023	0.048	0.0815
Onchocerca volvulus		0.0023	0.048	0.5
Echinococcus granulosus	methyl CpG binding domain protein 2	0.0019	0.0098	0.0166
Plasmodium vivax	AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative	0.0019	0	0.5
Brugia malayi	Bromodomain containing protein	0.0044	0.2986	0.3744
Echinococcus granulosus	bromodomain adjacent to zinc finger domain	0.0068	0.5894	1
Toxoplasma gondii	exonuclease III APE	0.0019	0	0.5
Schistosoma mansoni	nAChR subunit	0.0023	0.048	0.048
Brugia malayi	Cation transporter family protein	0.0023	0.048	0.0602
Plasmodium falciparum	AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative	0.0019	0	0.5
Echinococcus granulosus	nAChR subunit	0.0023	0.048	0.0815
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Trypanosoma cruzi	apurinic/apyrimidinic endonuclease, putative	0.0019	0	0.5
Echinococcus granulosus	nicotinic acetylcholine receptor subunit type	0.0023	0.048	0.0815
Echinococcus granulosus	zinc finger protein	0.0022	0.0441	0.0748
Loa Loa (eye worm)	acetylcholine receptor alpha subunit	0.0023	0.048	0.065
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.0023	0.048	0.0602
Schistosoma mansoni	nAChR subunit	0.0023	0.048	0.048
Loa Loa (eye worm)	hypothetical protein	0.0034	0.1803	0.2439
Schistosoma mansoni	nAChR subunit	0.0023	0.048	0.048
Schistosoma mansoni	methyl-cpg binding protein mbd	0.0019	0.0098	0.0098
Onchocerca volvulus	Putative nachr subunit	0.0023	0.048	0.5
Brugia malayi	nicotinic acetylcholine receptor alpha subunit, putative	0.0023	0.048	0.0602
Echinococcus granulosus	bromodomain adjacent to zinc finger domain	0.0041	0.2664	0.4519
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.0023	0.048	0.048
Loa Loa (eye worm)	ligand-Gated ion Channel family member	0.0023	0.048	0.065
Schistosoma mansoni	methyl-cpg binding protein mbd	0.0019	0.0098	0.0098
Echinococcus granulosus	Cys loop ligand gated ion channel subunit	0.0023	0.048	0.0815
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.0023	0.048	0.0815
Echinococcus multilocularis	zinc finger protein	0.0022	0.0441	0.0748
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Echinococcus multilocularis	glycine receptor subunit beta	0.0023	0.048	0.0815
Treponema pallidum	exodeoxyribonuclease (exoA)	0.0019	0	0.5
Brugia malayi	Cation transporter family protein	0.0023	0.048	0.0602
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0049	0.3665	0.4958
Echinococcus granulosus	acetylcholine receptor subunit beta 1	0.0023	0.048	0.0815
Loa Loa (eye worm)	nicotinic acetylcholine receptor alpha subunit	0.0023	0.048	0.065
Echinococcus granulosus	nicotinic acetylcholine receptor a11 subunit	0.0023	0.048	0.0815
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.0023	0.048	0.0815
Brugia malayi	nicotinic acetylcholine receptor beta-1 chain precursor	0.0023	0.048	0.0602
Schistosoma mansoni	hypothetical protein	0.0034	0.1803	0.1803
Trypanosoma cruzi	apurinic/apyrimidinic endonuclease	0.0019	0	0.5
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0023	0.048	0.0602
Echinococcus granulosus	glycine receptor subunit alpha 1	0.0023	0.048	0.0815
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.0023	0.048	0.0602
Schistosoma mansoni	nAChR subunit (ShAR1-beta-like)	0.0023	0.048	0.048
Loa Loa (eye worm)	ACC-1 protein	0.0023	0.048	0.065
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0023	0.048	0.0602
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Echinococcus granulosus	glycine receptor subunit alpha 1	0.0023	0.048	0.0815
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Echinococcus multilocularis	glycine receptor subunit beta	0.0023	0.048	0.0815
Giardia lamblia	Endonuclease/Exonuclease/phosphatase	0.0019	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0049	0.3665	0.4958
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Brugia malayi	latrophilin 2 splice variant baaae	0.0034	0.1803	0.2261
Echinococcus multilocularis	bromodomain adjacent to zinc finger domain	0.0068	0.5894	1
Echinococcus granulosus	nicotinic acetylcholine receptor beta 1 subunit	0.0023	0.048	0.0815
Loa Loa (eye worm)	hypothetical protein	0.0044	0.2995	0.4052
Echinococcus multilocularis	nicotinic acetylcholine receptor subunit alpha 8	0.0023	0.048	0.0815
Schistosoma mansoni	nAChR subunit	0.0023	0.048	0.048
Echinococcus granulosus	glycine receptor subunit beta	0.0023	0.048	0.0815
Echinococcus multilocularis	nicotinic acetylcholine receptor a11 subunit	0.0023	0.048	0.0815
Schistosoma mansoni	nAChR subunit	0.0023	0.048	0.048
Loa Loa (eye worm)	excitatory GABA receptor EXP-1A	0.0023	0.048	0.065
Echinococcus multilocularis	acetylcholine receptor subunit beta 1	0.0023	0.048	0.0815
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0019	0.0098	0.0098
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.0023	0.048	0.0602
Brugia malayi	Hypothetical glycine receptor like protein T20B12.9 in chromosome III	0.0023	0.048	0.0602
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.0023	0.048	0.048
Brugia malayi	gamma-aminobutyric-acid receptor beta subunit precursor	0.0023	0.048	0.0602
Trypanosoma brucei	RNA helicase, putative	0.0102	1	1
Loa Loa (eye worm)	hypothetical protein	0.0019	0.0098	0.0132
Trichomonas vaginalis	ap endonuclease, putative	0.0019	0	0.5
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0023	0.048	0.0602
Loa Loa (eye worm)	hypothetical protein	0.008	0.7393	1
Schistosoma mansoni	nAChR subunit (ShAR1-alpha-like)	0.0023	0.048	0.048
Onchocerca volvulus		0.0023	0.048	0.5
Echinococcus multilocularis	bromodomain adjacent to zinc finger domain	0.0041	0.2664	0.4519
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0049	0.3665	0.4596
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Brugia malayi	acetylcholine receptor, alpha-type subunit unc-38 precursor	0.0023	0.048	0.0602
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Schistosoma mansoni	nAChR subunit	0.0023	0.048	0.048
Entamoeba histolytica	exodeoxyribonuclease III, putative	0.0019	0	0.5
Echinococcus multilocularis	neuronal acetylcholine receptor subunit alpha 4	0.0023	0.048	0.0815
Echinococcus multilocularis	histone lysine methyltransferase setb histone lysine methyltransferase eggless	0.0019	0.0098	0.0166
Mycobacterium tuberculosis	Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI)	0.0019	0	0.5
Brugia malayi	PHD-finger family protein	0.0028	0.1166	0.1462
Echinococcus granulosus	glycine receptor subunit alpha 1	0.0023	0.048	0.0815
Onchocerca volvulus		0.0023	0.048	0.5
Echinococcus granulosus	glycine receptor subunit beta	0.0023	0.048	0.0815
Loa Loa (eye worm)	hypothetical protein	0.0046	0.3317	0.4487
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Loa Loa (eye worm)	hypothetical protein	0.0023	0.048	0.065
Brugia malayi	Bromodomain containing protein	0.0085	0.7974	1
Loa Loa (eye worm)	glutamate-gated chloride channel alpha3A subunit	0.0023	0.048	0.065
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0023	0.048	0.0602
Echinococcus granulosus	neuronal acetylcholine receptor subunit alpha 4	0.0023	0.048	0.0815
Schistosoma mansoni	acetyl-CoA C-acetyltransferase	0.0026	0.0844	0.0844
Schistosoma mansoni	nAChR subunit (ShAR1-beta2-like)	0.0023	0.048	0.048
Echinococcus granulosus	histone lysine methyltransferase setb	0.0019	0.0098	0.0166
Mycobacterium ulcerans	exodeoxyribonuclease III protein XthA	0.0019	0	0.5
Schistosoma mansoni	nAChR subunit	0.0023	0.048	0.048
Echinococcus multilocularis	fetal alzheimer antigen, falz	0.0026	0.0844	0.1432
Echinococcus multilocularis	methyl CpG binding domain protein 2	0.0019	0.0098	0.0166
Brugia malayi	acetylcholine receptor alpha subunit precursor, putative	0.0023	0.048	0.0602

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 16 nM	Inhibition of [3H]-flunitrazepam binding to GABA-A benzodiazepine receptor of rat cerebral cortex	ChEMBL.	2573731
IC50 (binding)	= 16 nM	Inhibition of [3H]-flunitrazepam binding to GABA-A benzodiazepine receptor of rat cerebral cortex	ChEMBL.	2573731
MED (functional)	0 mg kg-1	Minimum effective dose of the compound (po) tested for its anxiolytic activity in rat using the shock-induced suppression of drinking (SSD) test; NS is No Significant activity at 100 MG/kG	ChEMBL.	2573731

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: CHEMBL86444
PubChem: 10356767

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 142893