TDR Targets

Basic information

Technical information

TDR Targets ID: 422549
Name: N-cyclopentyl-3-[(2-fluorophenyl)methyl]-5-ph enyltriazolo[4,5-d]pyrimidin-7-amine
MW: 388.441 | Formula: C22H21FN6
H donors: 1 H acceptors: 4 LogP: 4.67 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: Fc1ccccc1Cn1nnc2c1nc(nc2NC1CCCC1)c1ccccc1
InChi: 1S/C22H21FN6/c23-18-13-7-4-10-16(18)14-29-22-19(27-28-29)21(24-17-11-5-6-12-17)25-20(26-22)15-8-2-1-3-9-15/h1-4,7-10,13,17H,5-6,11-12,14H2,(H,24,25,26)
InChiKey: AKMVZWIYTSGYAG-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

N-cyclopentyl-3-[(2-fluorophenyl)methyl]-5-phenyl-triazolo[4,5-d]pyrimidin-7-amine
N-cyclopentyl-3-[(2-fluorophenyl)methyl]-5-phenyl-7-triazolo[4,5-d]pyrimidinamine
N-cyclopentyl-3-[(2-fluorophenyl)methyl]-5-phenyl-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine
cyclopentyl-[3-(2-fluorobenzyl)-5-phenyl-triazolo[4,5-d]pyrimidin-7-yl]amine
N-cyclopentyl-3-[(2-fluorophenyl)methyl]-5-phenyltriazolo[4,5-e]pyrimidin-7-amine
N-cyclopentyl-3-[(2-fluorophenyl)methyl]-5-phenyl-triazolo[4,5-e]pyrimidin-7-amine
N-cyclopentyl-3-[(2-fluorophenyl)methyl]-5-phenyl-7-triazolo[4,5-e]pyrimidinamine
cyclopentyl-[3-(2-fluorobenzyl)-5-phenyl-triazolo[4,5-e]pyrimidin-7-yl]amine
N-cyclopentyl-3-[(2-fluorophenyl)methyl]-5-phenyl-[1,2,3]triazolo[4,5-e]pyrimidin-7-amine

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Bos taurus	Adenosine A1 receptor	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
Onchocerca volvulus		Adenosine A1 receptor	326 aa	307 aa	21.2 %
Loa Loa (eye worm)	neuropeptide F receptor	Adenosine A1 receptor	326 aa	316 aa	19.3 %
Schistosoma mansoni	opsin-like receptor	Adenosine A1 receptor	326 aa	315 aa	23.8 %
Schistosoma japonicum	ko:K04134 cholinergic receptor, invertebrate, putative	Adenosine A1 receptor	326 aa	331 aa	25.7 %
Echinococcus multilocularis	allatostatin A receptor	Adenosine A1 receptor	326 aa	306 aa	26.1 %
Echinococcus granulosus	allatostatin A receptor	Adenosine A1 receptor	326 aa	304 aa	25.3 %
Schistosoma mansoni	opsin-like receptor	Adenosine A1 receptor	326 aa	312 aa	22.1 %
Schistosoma mansoni	neuropeptide receptor	Adenosine A1 receptor	326 aa	314 aa	21.7 %
Schistosoma japonicum	5-hydroxytryptamine receptor 4, putative	Adenosine A1 receptor	326 aa	301 aa	25.6 %
Onchocerca volvulus		Adenosine A1 receptor	326 aa	311 aa	21.9 %
Brugia malayi	hypothetical protein	Adenosine A1 receptor	326 aa	311 aa	21.9 %
Loa Loa (eye worm)	hypothetical protein	Adenosine A1 receptor	326 aa	296 aa	22.6 %
Onchocerca volvulus		Adenosine A1 receptor	326 aa	326 aa	20.2 %
Schistosoma mansoni	neuropeptide receptor	Adenosine A1 receptor	326 aa	277 aa	23.8 %
Schistosoma mansoni	peptide (allatostatin)-like receptor	Adenosine A1 receptor	326 aa	312 aa	24.0 %
Onchocerca volvulus	Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog	Adenosine A1 receptor	326 aa	286 aa	22.7 %
Schistosoma japonicum	ko:K04209 neuropeptide Y receptor, invertebrate, putative	Adenosine A1 receptor	326 aa	318 aa	22.3 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0063	0.0487	0.0487
Echinococcus multilocularis	geminin	0.0501	0.5278	0.5991
Echinococcus multilocularis	beta LACTamase domain containing family member	0.0036	0.0188	0.0214
Loa Loa (eye worm)	3-hydroxyacyl-CoA dehydrogenase type II	0.0063	0.0487	0.6224
Loa Loa (eye worm)	oxidoreductase	0.0063	0.0487	0.6224
Mycobacterium ulcerans	fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE	0.0036	0.0188	0.0188
Schistosoma mansoni	dihydropteridine reductase	0.0063	0.0487	0.0923
Loa Loa (eye worm)	retinol dehydrogenase 12	0.0063	0.0487	0.6224
Mycobacterium ulcerans	enoyl-(acyl carrier protein) reductase	0.0932	1	1
Schistosoma mansoni	3-oxoacyl-[ACP] reductase	0.0063	0.0487	0.0923
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.009	0.0783	0.0889
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0188	0.2403
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.009	0.0783	0.1483
Trypanosoma brucei	hypothetical protein, conserved	0.0036	0.0188	0.386
Mycobacterium tuberculosis	Conserved protein	0.0036	0.0188	0.0188
Mycobacterium tuberculosis	Conserved protein	0.0036	0.0188	0.0188
Trichomonas vaginalis	D-aminoacylase, putative	0.0036	0.0188	0.0188
Plasmodium falciparum	enoyl-acyl carrier reductase	0.0932	1	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0036	0.0188	0.386
Echinococcus granulosus	beta LACTamase domain containing family member	0.0036	0.0188	0.0356
Mycobacterium ulcerans	3-ketoacyl-ACP reductase	0.0063	0.0487	0.0487
Trichomonas vaginalis	hypothetical protein	0.0932	1	1
Trichomonas vaginalis	D-aminoacylase, putative	0.0036	0.0188	0.0188
Brugia malayi	oxidoreductase, short chain dehydrogenase/reductase family protein	0.0063	0.0487	0.6224
Plasmodium vivax	3-oxoacyl-[acyl-carrier-protein] reductase, putative	0.0063	0.0487	0.0487
Echinococcus multilocularis	3 oxoacyl acyl carrier protein reductase	0.0063	0.0487	0.0553
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.009	0.0783	0.1483
Echinococcus multilocularis	atpase aaa+ type core atpase aaa type core	0.0823	0.8809	1
Brugia malayi	Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative	0.0036	0.0188	0.2403
Loa Loa (eye worm)	hypothetical protein	0.0063	0.0487	0.6224
Leishmania major	pteridine reductase 1	0.0063	0.0487	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0036	0.0188	0.386
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0063	0.0487	0.0487
Mycobacterium tuberculosis	Probable lipase LipE	0.0036	0.0188	0.0188
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.009	0.0783	0.1483
Mycobacterium tuberculosis	NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase)	0.0932	1	1
Loa Loa (eye worm)	beta-lactamase	0.0036	0.0188	0.2403
Mycobacterium ulcerans	3-ketoacyl-ACP reductase	0.0063	0.0487	0.0487
Mycobacterium tuberculosis	Probable 3-oxoacyl-[acyl-carrier protein] reductase FabG2 (3-ketoacyl-acyl carrier protein reductase)	0.0063	0.0487	0.0487
Schistosoma mansoni	hypothetical protein	0.0501	0.5278	1
Trichomonas vaginalis	D-aminoacylase, putative	0.0036	0.0188	0.0188
Trichomonas vaginalis	penicillin-binding protein, putative	0.0036	0.0188	0.0188
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Trypanosoma cruzi	beta-ketoacyl-ACP reductase	0.0063	0.0487	1
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0188	0.2403
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0063	0.0487	0.0487
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Mycobacterium tuberculosis	Probable esterase LipL	0.0036	0.0188	0.0188
Loa Loa (eye worm)	beta-LACTamase domain containing family member	0.0036	0.0188	0.2403
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.009	0.0783	1
Mycobacterium ulcerans	3-oxoacyl-ACP reductase	0.0063	0.0487	0.0487
Leishmania major	dehydrogenase/oxidoreductase-like protein	0.0063	0.0487	1
Mycobacterium tuberculosis	Probable esterase/lipase LipP	0.0036	0.0188	0.0188
Leishmania major	oxidoreductase-like protein	0.0063	0.0487	1
Trichomonas vaginalis	esterase, putative	0.0036	0.0188	0.0188
Trypanosoma brucei	pteridine reductase 1	0.0063	0.0487	1
Mycobacterium ulcerans	lipase LipD	0.0036	0.0188	0.0188
Plasmodium falciparum	3-oxoacyl-[acyl-carrier-protein] reductase	0.0063	0.0487	0.0487
Mycobacterium ulcerans	hypothetical protein	0.0036	0.0188	0.0188
Entamoeba histolytica	3-oxoacyl-(acyl-carrier protein) reductase, putative	0.0063	0.0487	1
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0188	0.2403
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Mycobacterium leprae	POSSIBLE OXIDOREDUCTASE	0.0063	0.0487	0.0305
Schistosoma mansoni	hypothetical protein	0.0501	0.5278	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.009	0.0783	0.1483
Mycobacterium tuberculosis	Probable short-chain type dehydrogenase/reductase	0.0063	0.0487	0.0487
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.009	0.0783	0.1483
Mycobacterium tuberculosis	Conserved protein	0.0036	0.0188	0.0188
Trypanosoma brucei	oxidoreductase-like protein	0.0063	0.0487	1
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0063	0.0487	0.0487
Toxoplasma gondii	short chain dehydrogenase family protein, putative	0.0063	0.0487	0.0487
Giardia lamblia	Endonuclease/Exonuclease/phosphatase	0.0019	0	0.5
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Trichomonas vaginalis	penicillin-binding protein, putative	0.0036	0.0188	0.0188
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.009	0.0783	1
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Mycobacterium tuberculosis	Probable oxidoreductase	0.0063	0.0487	0.0487
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0036	0.0188	0.0356
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Wolbachia endosymbiont of Brugia malayi	enoyl-ACP reductase	0.0932	1	1
Onchocerca volvulus		0.0063	0.0487	1
Mycobacterium ulcerans	esterase/lipase LipP	0.0036	0.0188	0.0188
Toxoplasma gondii	2,4-dienoyl CoA reductase 2, peroxisomal family protein	0.0063	0.0487	0.0487
Mycobacterium ulcerans	3-ketoacyl-ACP reductase	0.0063	0.0487	0.0487
Mycobacterium ulcerans	oxidoreductase	0.0063	0.0487	0.0487
Mycobacterium ulcerans	beta-lactamase	0.0036	0.0188	0.0188
Mycobacterium tuberculosis	Probable short-chain type dehydrogenase/reductase	0.0063	0.0487	0.0487
Toxoplasma gondii	enoyl-acyl carrier reductase ENR	0.0932	1	1
Trypanosoma cruzi	oxidoreductase-like protein, putative	0.0063	0.0487	1
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Mycobacterium tuberculosis	Probable lipase LipD	0.0036	0.0188	0.0188
Mycobacterium tuberculosis	Possible oxidoreductase	0.0063	0.0487	0.0487
Treponema pallidum	exodeoxyribonuclease (exoA)	0.0019	0	0.5
Mycobacterium tuberculosis	Probable conserved lipoprotein	0.0036	0.0188	0.0188
Brugia malayi	beta-lactamase family protein	0.0036	0.0188	0.2403
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Toxoplasma gondii	ABC1 family protein	0.0036	0.0188	0.0188
Onchocerca volvulus		0.0063	0.0487	1
Mycobacterium tuberculosis	Probable dehydrogenase/reductase	0.0063	0.0487	0.0487
Brugia malayi	beta-lactamase family protein	0.0036	0.0188	0.2403
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0063	0.0487	0.0487
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0036	0.0188	0.0356
Toxoplasma gondii	3-ketoacyl-(acyl-carrier-protein) reductase	0.0063	0.0487	0.0487
Mycobacterium ulcerans	3-alpha-hydroxysteroid dehydrogenase	0.0063	0.0487	0.0487
Trypanosoma cruzi	beta-ketoacyl-ACP reductase	0.0063	0.0487	1
Mycobacterium tuberculosis	Possible oxidoreductase	0.0063	0.0487	0.0487
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0188	0.2403
Mycobacterium tuberculosis	Probable hydrolase	0.0036	0.0188	0.0188
Mycobacterium ulcerans	20-beta-hydroxysteroid dehydrogenase FabG3	0.0063	0.0487	0.0487
Mycobacterium tuberculosis	Possible 20-beta-hydroxysteroid dehydrogenase FabG3 (cortisone reductase) ((R)-20-hydroxysteroid dehydrogenase)	0.0063	0.0487	0.0487
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0063	0.0487	0.0487
Mycobacterium tuberculosis	Possible conserved lipoprotein LpqK	0.0036	0.0188	0.0188
Brugia malayi	oxidoreductase, short chain dehydrogenase/reductase family protein	0.0063	0.0487	0.6224
Leishmania major	hypothetical protein, conserved	0.0036	0.0188	0.386
Mycobacterium ulcerans	3-ketoacyl-ACP reductase	0.0063	0.0487	0.0487
Mycobacterium ulcerans	3-oxoacyl-ACP reductase	0.0063	0.0487	0.0487
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0188	0.2403
Mycobacterium tuberculosis	Possible penicillin-binding protein	0.0229	0.23	0.23
Leishmania major	dehydrogenase/oxidoreductase-like protein	0.0063	0.0487	1
Leishmania major	3-oxoacyl-ACP reductase, putative	0.0063	0.0487	1
Plasmodium vivax	enoyl-acyl carrier protein reductase	0.0932	1	1
Mycobacterium leprae	NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE)	0.0932	1	1
Wolbachia endosymbiont of Brugia malayi	Short-chain alcohol dehydrogenase family enzyme	0.0063	0.0487	0.0487
Echinococcus granulosus	3 oxoacyl acyl carrier protein reductase	0.0063	0.0487	0.0923
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0188	0.2403
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.009	0.0783	0.0889
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Trypanosoma brucei	beta-ketoacyl-ACP reductase	0.0063	0.0487	1
Echinococcus granulosus	geminin	0.0501	0.5278	1
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0063	0.0487	0.0487
Brugia malayi	beta-lactamase	0.0036	0.0188	0.2403
Plasmodium vivax	hypothetical protein, conserved	0.0036	0.0188	0.0188
Mycobacterium tuberculosis	Probable short-chain type dehydrogenase/reductase	0.0063	0.0487	0.0487
Mycobacterium ulcerans	3-ketoacyl-ACP reductase	0.0063	0.0487	0.0487
Mycobacterium ulcerans	short chain dehydrogenase	0.0063	0.0487	0.0487
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0063	0.0487	0.0487
Mycobacterium leprae	3-OXOACYL-[ACYL-CARRIER PROTEIN] REDUCTASE FABG1 (3-KETOACYL-ACYL CARRIER PROTEIN REDUCTASE) (MYCOLIC ACID BIOSYNTHESIS A PROTEI	0.0063	0.0487	0.0305

Activities

Activity type	Activity value	Assay description	Source	Reference
Inhibition (binding)	< 50 %	Displacement of [3H]ZM241385 from human recombinant adenosine A2A receptor expressed in CHO cells at 1 uM	ChEMBL.	17028066
Inhibition (binding)	< 50 %	Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed in CHO cells at 1 uM	ChEMBL.	17028066
Inhibition (binding)	< 50 %	Displacement of [3H]ZM241385 from human recombinant adenosine A2A receptor expressed in CHO cells at 1 uM	ChEMBL.	17028066
Inhibition (binding)	< 50 %	Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed in CHO cells at 1 uM	ChEMBL.	17028066
Ki (binding)	= 2.1739	Binding affinity to bovine adenosine A1 receptor	ChEMBL.	17418915
Ki (binding)	= 6.7 nM	Displacement of [3H]DPCPX from bovine cerbral cortex adenosine A1 receptor	ChEMBL.	17028066
Ki (binding)	= 6.7 nM	Displacement of [3H]DPCPX from bovine cerbral cortex adenosine A1 receptor	ChEMBL.	17028066

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: CHEMBL388520
PubChem: 16111766

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 422549