TDR Targets

Basic information

Technical information

TDR Targets ID: 1633515
Name: 2-amino-9-[(2R,4S,5R)-5-ethynyl-4-hydroxy-5-( hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
MW: 291.263 | Formula: C12H13N5O4
H donors: 4 H acceptors: 4 LogP: -1.85 Rotable bonds: 2
Rule of 5 violations (Lipinski): 1
SMILES: OC[C@@]1(C#C)O[C@H](C[C@@H]1O)n1cnc2c1nc(N)[nH]c2=O
InChi: 1S/C12H13N5O4/c1-2-12(4-18)6(19)3-7(21-12)17-5-14-8-9(17)15-11(13)16-10(8)20/h1,5-7,18-19H,3-4H2,(H3,13,15,16,20)/t6-,7+,12+/m0/s1
InChiKey: MPCMLKLBMSFTTJ-QRPMWFLTSA-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

2-amino-9-[(2R,4S,5R)-5-ethynyl-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3H-purin-6-one
2-amino-9-[(2R,4S,5R)-5-ethynyl-4-hydroxy-5-(hydroxymethyl)-2-tetrahydrofuranyl]-3H-purin-6-one
2-amino-9-[(2R,4S,5R)-5-ethynyl-4-hydroxy-5-methylol-tetrahydrofuran-2-yl]-3H-purin-6-one
306305-14-6
4'-C-ethynyl dGuo
4'-E-dG
4'-Ethynyl--2'-deoxyguanosine
9-(2-Deoxy-4-C-ethynyl-.beta.-D-ribo-pentofuranosyl)guanine
AIDS-096855
9-(2-Deoxy-4-C-ethynyl-beta-D-ribo-pentofuranosyl)guanine
AIDS096855

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Plasmodium yoelii	integrase-related	Get druggable targets OG5_139608	All targets in OG5_139608
Trypanosoma congolense	RNA helicase, putative	Get druggable targets OG5_139608	All targets in OG5_139608
Trypanosoma brucei	RNA helicase, putative	Get druggable targets OG5_139608	All targets in OG5_139608
Schistosoma mansoni	hypothetical protein	Get druggable targets OG5_139608	All targets in OG5_139608

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
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.4119	1	1
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.1104	0.1742	0.1742
Trypanosoma brucei	cysteine peptidase C (CPC)	0.1597	0.3093	0.5289
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2036	0.4296	1
Onchocerca volvulus		0.2036	0.4296	1
Echinococcus multilocularis	cysteine protease	0.2036	0.4296	0.4296
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Echinococcus multilocularis	cysteine protease	0.2036	0.4296	0.4296
Plasmodium vivax	unspecified product	0.1104	0.1742	0.4054
Brugia malayi	cathepsin F-like cysteine proteinase	0.0636	0.046	0.046
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2036	0.4296	1
Echinococcus multilocularis	cathepsin L cysteine protease	0.2036	0.4296	0.4296
Toxoplasma gondii	cathepsin CPL	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.2036	0.4296	1
Echinococcus granulosus	cathepsin L	0.1104	0.1742	0.1742
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.2036	0.4296	0.4296
Plasmodium vivax	vivapain-3	0.1104	0.1742	0.4054
Echinococcus granulosus	cathepsin l1	0.2036	0.4296	0.4296
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.2036	0.4296	1
Loa Loa (eye worm)	hypothetical protein	0.4119	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2036	0.4296	1
Loa Loa (eye worm)	ctsf protein	0.2036	0.4296	0.4296
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.4119	1	1
Trypanosoma cruzi	cysteine peptidase (N-terminal), putative	0.1104	0.1742	0.1742
Entamoeba histolytica	cysteine proteinase, putative	0.2036	0.4296	1
Trypanosoma cruzi	cysteine peptidase, putative	0.2036	0.4296	0.4296
Trypanosoma cruzi	cysteine proteinase, putative	0.1104	0.1742	0.1742
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Entamoeba histolytica	cysteine proteinase, putative	0.1104	0.1742	0.4054
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1104	0.1742	0.4054
Entamoeba histolytica	cysteine proteinase 2	0.1104	0.1742	0.4054
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2036	0.4296	1
Brugia malayi	cathepsin L-like precursor	0.14	0.2555	0.2555
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2036	0.4296	1
Brugia malayi	Papain family cysteine protease containing protein	0.2036	0.4296	0.4296
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Brugia malayi	Cathepsin L-like precursor	0.2036	0.4296	0.4296
Echinococcus multilocularis	cathepsin b	0.4119	1	1
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.14	0.2555	0.5946
Leishmania major	cathepsin L-like protease	0.2036	0.4296	1
Trypanosoma cruzi	cruzipain precursor, putative	0.0636	0.046	0.046
Onchocerca volvulus		0.2036	0.4296	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.4119	1	1
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Leishmania major	cathepsin L-like protease	0.2036	0.4296	1
Onchocerca volvulus	Cathepsin F homolog	0.2036	0.4296	1
Loa Loa (eye worm)	hypothetical protein	0.14	0.2555	0.2555
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2036	0.4296	1
Loa Loa (eye worm)	fibroinase	0.2036	0.4296	0.4296
Brugia malayi	Papain family cysteine protease containing protein	0.1104	0.1742	0.1742
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0636	0.046	0.046
Onchocerca volvulus		0.2036	0.4296	1
Plasmodium vivax	unspecified product	0.0636	0.046	0.1071
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Leishmania major	cathepsin L-like protease	0.2036	0.4296	1
Entamoeba histolytica	cysteine protease, putative	0.2036	0.4296	1
Brugia malayi	Cathepsin L-like precursor	0.14	0.2555	0.2555
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2036	0.4296	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.2036	0.4296	0.4296
Loa Loa (eye worm)	hypothetical protein	0.0636	0.046	0.046
Onchocerca volvulus		0.14	0.2555	0.5946
Schistosoma mansoni	cathepsin F (C01 family)	0.2036	0.4296	0.4296
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.1104	0.1742	0.1742
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Leishmania major	cathepsin L-like protease	0.2036	0.4296	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2036	0.4296	1
Brugia malayi	Cathepsin L-like precursor	0.2036	0.4296	0.4296
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Brugia malayi	Cathepsin L-like precursor	0.2036	0.4296	0.4296
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Entamoeba histolytica	cysteine proteinase, putative	0.1104	0.1742	0.4054
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2036	0.4296	1
Giardia lamblia	Cathepsin B precursor	0.1597	0.3093	1
Plasmodium falciparum	cysteine proteinase falcipain 1	0.1104	0.1742	0.4054
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Loa Loa (eye worm)	cathepsin B	0.1597	0.3093	0.3093
Trypanosoma cruzi	cysteine peptidase, putative	0.0636	0.046	0.046
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2036	0.4296	1
Leishmania major	cathepsin L-like protease	0.2036	0.4296	1
Echinococcus granulosus	cathepsin L cysteine protease	0.1104	0.1742	0.1742
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Schistosoma mansoni	SmCL2-like peptidase (C01 family)	0.1104	0.1742	0.1742
Loa Loa (eye worm)	hypothetical protein	0.14	0.2555	0.2555
Onchocerca volvulus	Cathepsin L homolog	0.2036	0.4296	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2036	0.4296	1
Toxoplasma gondii	cathepsin B	0.1597	0.3093	0.7199
Loa Loa (eye worm)	hypothetical protein	0.0636	0.046	0.046
Echinococcus granulosus	cathepsin l1	0.14	0.2555	0.2555
Echinococcus granulosus	cysteine protease	0.1104	0.1742	0.1742
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Plasmodium vivax	vivapain-2	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.14	0.2555	0.5946
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.14	0.2555	0.2555
Trypanosoma cruzi	cysteine protease, putative	0.1104	0.1742	0.1742
Loa Loa (eye worm)	hypothetical protein	0.2036	0.4296	0.4296
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Onchocerca volvulus		0.2036	0.4296	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.2036	0.4296	0.4296
Giardia lamblia	Cathepsin B precursor	0.1597	0.3093	1
Brugia malayi	Papain family cysteine protease containing protein	0.1104	0.1742	0.1742
Loa Loa (eye worm)	cysteine protease	0.2036	0.4296	0.4296
Brugia malayi	Cathepsin L-like cysteine proteinase	0.14	0.2555	0.2555
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.4119	1	1
Plasmodium falciparum	cysteine proteinase falcipain 3	0.2036	0.4296	1
Echinococcus granulosus	cathepsin L cysteine proteinase	0.2036	0.4296	0.4296
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Loa Loa (eye worm)	hypothetical protein	0.14	0.2555	0.2555
Onchocerca volvulus		0.2036	0.4296	1
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2036	0.4296	1
Entamoeba histolytica	cysteine proteinase 1, putative	0.1104	0.1742	0.4054
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2036	0.4296	1
Leishmania major	cathepsin L-like protease	0.2036	0.4296	1
Trypanosoma cruzi	cysteine peptidase, putative	0.2036	0.4296	0.4296
Brugia malayi	cathepsin L-like cysteine proteinase, identical	0.0636	0.046	0.046
Trypanosoma cruzi	cruzipain precursor, putative	0.2036	0.4296	0.4296
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.1597	0.3093	0.7199
Leishmania major	cathepsin L-like protease	0.2036	0.4296	1
Schistosoma mansoni	cathepsin F (C01 family)	0.14	0.2555	0.2555
Entamoeba histolytica	cysteine proteinase, putative	0.2036	0.4296	1
Giardia lamblia	Cathepsin B precursor	0.1597	0.3093	1
Leishmania major	cathepsin L-like protease	0.2036	0.4296	1
Entamoeba histolytica	cysteine proteinase, putative	0.1104	0.1742	0.4054
Plasmodium vivax	vivapain-2	0.2036	0.4296	1
Brugia malayi	Cathepsin L-like precursor	0.2036	0.4296	0.4296
Trypanosoma cruzi	cysteine proteinase, putative	0.1104	0.1742	0.1742
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Trypanosoma cruzi	cysteine peptidase, putative	0.2036	0.4296	0.4296
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Loa Loa (eye worm)	hypothetical protein	0.0636	0.046	0.046
Onchocerca volvulus		0.2036	0.4296	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.2036	0.4296	1
Echinococcus granulosus	cathepsin b	0.4119	1	1
Entamoeba histolytica	cysteine protease, putative	0.1104	0.1742	0.4054
Leishmania major	cysteine peptidase A (CPA)	0.2036	0.4296	1
Trypanosoma cruzi	cysteine peptidase, putative	0.1104	0.1742	0.1742
Entamoeba histolytica	cysteine proteinase, putative	0.1104	0.1742	0.4054
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.4119	1	1
Plasmodium vivax	vivapain-1	0.1104	0.1742	0.4054
Entamoeba histolytica	cysteine proteinase, putative	0.14	0.2555	0.5946
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Trypanosoma cruzi	cysteine peptidase, putative	0.2036	0.4296	0.4296
Echinococcus multilocularis	cathepsin b	0.4119	1	1
Echinococcus granulosus	cathepsin b	0.4119	1	1
Brugia malayi	Cathepsin L-like precursor	0.2036	0.4296	0.4296
Brugia malayi	Cathepsin L-like precursor	0.2036	0.4296	0.4296
Echinococcus multilocularis	cathepsin L cysteine protease	0.2036	0.4296	0.4296
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1597	0.3093	0.3093
Onchocerca volvulus	Cathepsin L homolog	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Brugia malayi	Cathepsin L-like precursor	0.0636	0.046	0.046
Brugia malayi	Cathepsin L-like precursor	0.14	0.2555	0.2555
Onchocerca volvulus		0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.2036	0.4296	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.2036	0.4296	0.4296
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.2036	0.4296	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.1104	0.1742	0.4054
Echinococcus multilocularis	cathepsin L	0.1104	0.1742	0.1742
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.1597	0.3093	0.3093
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.2036	0.4296	0.4296
Schistosoma mansoni	cathepsin s	0.0636	0.046	0.046
Schistosoma mansoni	cathepsin F (C01 family)	0.2036	0.4296	0.4296

Activities

Activity type	Activity value	Assay description	Source	Reference
CC50 (ADMET)	= 1.4 uM	Cytotoxicity against human MT4 cells after 4 days by MTT assay	ChEMBL.	23795238
CC50 (functional)	= 1.5 uM	Tested in vitro against MT-4 cells using MTT assay	ChEMBL.	11087576
EC50 (functional)	= 0.0014 uM	Tested in vitro against HIV-1 LAI from MT-4 cells using MTT assay	ChEMBL.	11087576
EC50 (functional)	= 0.0054 uM	Tested in vitro against HIV-1 MDR using MAGI assay	ChEMBL.	11087576
EC50 (functional)	= 0.0071 uM	Tested in vitro against HIV-1 104pre from HeLa-CD4-LT4-beta gal-cells using MAGI assay	ChEMBL.	11087576
SI (functional)	= 1071	Selectivity index expressed as CC50/EC50	ChEMBL.	11087576

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	11087576

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: CHEMBL2012671

Bibliographic References

No literature references available for this target.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 1633515