Detailed information for compound 116661

Basic information

Technical information
  • TDR Targets ID: 116661
  • Name: 4-[2-(4-cyanoanilino)-5-nitropyrimidin-4-yl]o xy-3,5-dimethylbenzonitrile
  • MW: 386.364 | Formula: C20H14N6O3
  • H donors: 1 H acceptors: 6 LogP: 3.94 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#Cc1ccc(cc1)Nc1ncc(c(n1)Oc1c(C)cc(cc1C)C#N)[N+](=O)[O-]
  • InChi: 1S/C20H14N6O3/c1-12-7-15(10-22)8-13(2)18(12)29-19-17(26(27)28)11-23-20(25-19)24-16-5-3-14(9-21)4-6-16/h3-8,11H,1-2H3,(H,23,24,25)
  • InChiKey: KTXLAHKXAQGXAY-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[2-(4-cyanoanilino)-5-nitro-pyrimidin-4-yl]oxy-3,5-dimethyl-benzonitrile
  • 4-[[2-(4-cyanoanilino)-5-nitro-4-pyrimidinyl]oxy]-3,5-dimethylbenzonitrile
  • 4-[2-[(4-cyanophenyl)amino]-5-nitro-pyrimidin-4-yl]oxy-3,5-dimethyl-benzenecarbonitrile
  • 4-[2-[(4-cyanophenyl)amino]-5-nitropyrimidin-4-yl]oxy-3,5-dimethylbenzonitrile
  • 4-[2-[(4-cyanophenyl)amino]-5-nitro-pyrimidin-4-yl]oxy-3,5-dimethyl-benzonitrile
  • 4-[[2-[(4-cyanophenyl)amino]-5-nitro-4-pyrimidinyl]oxy]-3,5-dimethylbenzonitrile
  • 4-{2-[(4-Cyanophenyl)amino]-5-nitropyrimidin-4-yloxy}-3,5-dimethylbenzenecarbonitrile
  • AIDS-108517
  • AIDS108517

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0126 0.515 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.0923 0.0679
Echinococcus granulosus cathepsin L cysteine proteinase 0.0033 0.079 0.0772
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0126 0.515 1
Trichomonas vaginalis D-aminoacylase, putative 0.0036 0.0923 1
Mycobacterium leprae Probable lipase LipE 0.0036 0.0923 0.5
Echinococcus granulosus peptidyl glycine alpha amidating monooxygenase 0.0225 0.9788 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0277 0.2704
Trichomonas vaginalis D-aminoacylase, putative 0.0036 0.0923 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0126 0.515 1
Plasmodium vivax ataxin-2 like protein, putative 0.0025 0.0418 0.4293
Loa Loa (eye worm) hypothetical protein 0.0036 0.0923 0.0679
Brugia malayi beta-lactamase family protein 0.0036 0.0923 0.0943
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0126 0.515 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0036 0.0923 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0036 0.0923 1
Trypanosoma cruzi hypothetical protein, conserved 0.0036 0.0923 0.1732
Onchocerca volvulus 0.0036 0.0923 1
Leishmania major hypothetical protein, conserved 0.0036 0.0923 0.1068
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0036 0.0923 0.0943
Leishmania major cysteine peptidase A (CPA) 0.0033 0.079 0.0787
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Brugia malayi hypothetical protein 0.0025 0.0418 0.0427
Leishmania major cathepsin L-like protease 0.0126 0.515 1
Trypanosoma cruzi cysteine peptidase, putative 0.0033 0.079 0.1472
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Brugia malayi Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein 0.0059 0.1998 0.2042
Leishmania major cathepsin L-like protease 0.0033 0.079 0.0787
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0033 0.079 0.0772
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0033 0.079 0.8498
Echinococcus granulosus cathepsin l1 0.0022 0.0277 0.0245
Leishmania major cathepsin L-like protease 0.0033 0.079 0.0787
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Mycobacterium ulcerans hypothetical protein 0.0036 0.0923 0.5
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0033 0.079 0.8498
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.0033 0.079 0.0539
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0036 0.0923 0.0679
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0033 0.079 0.8498
Schistosoma mansoni cathepsin F (C01 family) 0.0033 0.079 0.0772
Loa Loa (eye worm) transcription factor SMAD2 0.0119 0.4824 0.4781
Schistosoma mansoni cathepsin F (C01 family) 0.0033 0.079 0.0772
Loa Loa (eye worm) hypothetical protein 0.0036 0.0923 0.0679
Onchocerca volvulus Cathepsin L homolog 0.0033 0.079 0.7941
Loa Loa (eye worm) beta-lactamase 0.0036 0.0923 0.0679
Schistosoma mansoni dopamine-beta-monooxygenase 0.012 0.4841 0.4927
Loa Loa (eye worm) hypothetical protein 0.0225 0.9788 1
Onchocerca volvulus 0.0033 0.079 0.7941
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0115 0.4637 0.8997
Brugia malayi Cathepsin L-like precursor 0.0022 0.0277 0.0283
Trypanosoma cruzi hypothetical protein, conserved 0.0036 0.0923 0.1732
Onchocerca volvulus 0.0036 0.0923 1
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0033 0.079 0.0539
Onchocerca volvulus 0.0033 0.079 0.7941
Loa Loa (eye worm) hypothetical protein 0.0036 0.0923 0.0679
Echinococcus multilocularis peptidyl glycine alpha amidating monooxygenase 0.0225 0.9788 1
Mycobacterium ulcerans lipase LipD 0.0036 0.0923 0.5
Brugia malayi Papain family cysteine protease containing protein 0.0017 0.0038 0.0039
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0126 0.515 1
Echinococcus multilocularis cathepsin L cysteine protease 0.0033 0.079 0.0772
Trypanosoma cruzi cysteine peptidase, putative 0.0126 0.515 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Brugia malayi Cathepsin L-like precursor 0.0033 0.079 0.0807
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0418 0.5052
Brugia malayi Cathepsin L-like precursor 0.0033 0.079 0.0807
Loa Loa (eye worm) hypothetical protein 0.0036 0.0923 0.0679
Brugia malayi Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein 0.0225 0.9788 1
Schistosoma mansoni peptidyl-glycine monooxygenase 0.0225 0.9788 1
Leishmania major cathepsin L-like protease 0.0126 0.515 1
Leishmania major cathepsin L-like protease 0.0033 0.079 0.0787
Brugia malayi Cathepsin L-like precursor 0.0033 0.079 0.0807
Onchocerca volvulus 0.0033 0.079 0.7941
Schistosoma mansoni peptidylglycine monooxygenase 0.012 0.4841 0.4927
Brugia malayi Cathepsin L-like cysteine proteinase 0.0022 0.0277 0.0283
Schistosoma mansoni cathepsin F (C01 family) 0.0022 0.0277 0.0245
Trichomonas vaginalis esterase, putative 0.0036 0.0923 1
Brugia malayi Papain family cysteine protease containing protein 0.0017 0.0038 0.0039
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0126 0.515 1
Brugia malayi MH2 domain containing protein 0.0119 0.4824 0.4929
Trypanosoma cruzi cysteine peptidase, putative 0.0126 0.515 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0033 0.079 0.8498
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Loa Loa (eye worm) hypothetical protein 0.0036 0.0923 0.0679
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0126 0.515 1
Onchocerca volvulus 0.0033 0.079 0.7941
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 0.0277 0.2704
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Loa Loa (eye worm) hypothetical protein 0.012 0.4841 0.4799
Entamoeba histolytica cysteine proteinase, putative 0.0033 0.079 1
Entamoeba histolytica cysteine proteinase, putative 0.0022 0.0277 0.3182
Plasmodium vivax hypothetical protein, conserved 0.0036 0.0923 1
Loa Loa (eye worm) cysteine protease 0.0033 0.079 0.0539
Brugia malayi beta-lactamase family protein 0.0036 0.0923 0.0943
Brugia malayi Cathepsin L-like precursor 0.0033 0.079 0.0807
Echinococcus granulosus cathepsin l cysteine peptidase 0.0033 0.079 0.0772
Leishmania major cathepsin L-like protease 0.0033 0.079 0.0787
Loa Loa (eye worm) hypothetical protein 0.0025 0.0418 0.0148
Trypanosoma brucei PAB1-binding protein , putative 0.0025 0.0418 0.0743
Plasmodium falciparum cysteine proteinase falcipain 2a 0.0033 0.079 1
Onchocerca volvulus Cathepsin F homolog 0.0033 0.079 0.7941
Trypanosoma cruzi cruzipain precursor, putative 0.0126 0.515 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Plasmodium vivax vivapain-2 0.0033 0.079 0.8498
Echinococcus multilocularis cathepsin L cysteine protease 0.0033 0.079 0.0772
Toxoplasma gondii ABC1 family protein 0.0036 0.0923 1
Plasmodium falciparum cysteine proteinase falcipain 2b 0.0033 0.079 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0126 0.515 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0033 0.079 0.8498
Toxoplasma gondii cathepsin CPL 0.0033 0.079 0.7368
Trichomonas vaginalis D-aminoacylase, putative 0.0036 0.0923 1
Trypanosoma cruzi cysteine peptidase, putative 0.0126 0.515 1
Onchocerca volvulus 0.0033 0.079 0.7941
Onchocerca volvulus 0.0033 0.079 0.7941
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Leishmania major cathepsin L-like protease 0.0033 0.079 0.0787
Loa Loa (eye worm) fibroinase 0.0033 0.079 0.0539
Brugia malayi Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein 0.012 0.4841 0.4946
Echinococcus multilocularis cysteine protease 0.0033 0.079 0.0772
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0126 0.515 1
Brugia malayi Cathepsin L-like precursor 0.0033 0.079 0.0807
Trypanosoma cruzi major cysteine proteinase, putative 0.0099 0.3885 0.7525
Echinococcus multilocularis beta LACTamase domain containing family member 0.0036 0.0923 0.0908
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0418 0.0743
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0033 0.079 0.8498
Entamoeba histolytica cysteine proteinase, putative 0.0033 0.079 1
Brugia malayi Papain family cysteine protease containing protein 0.0033 0.079 0.0807
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0033 0.079 0.8498
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Echinococcus granulosus cathepsin l1 0.0033 0.079 0.0772
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0033 0.079 0.8498
Onchocerca volvulus 0.0036 0.0923 1
Mycobacterium ulcerans esterase/lipase LipP 0.0036 0.0923 0.5
Brugia malayi cathepsin L-like precursor 0.0022 0.0277 0.0283
Onchocerca volvulus Cathepsin L homolog 0.0033 0.079 0.7941
Loa Loa (eye worm) MH2 domain-containing protein 0.0119 0.4824 0.4781
Brugia malayi Cathepsin L-like precursor 0.0033 0.079 0.0807
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0126 0.515 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0036 0.0923 0.0908
Plasmodium vivax vivapain-2 0.0033 0.079 0.8498
Trypanosoma brucei hypothetical protein, conserved 0.0036 0.0923 0.1732
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0033 0.079 0.8498
Mycobacterium ulcerans beta-lactamase 0.0036 0.0923 0.5
Echinococcus granulosus beta LACTamase domain containing family member 0.0036 0.0923 0.0908
Brugia malayi beta-lactamase 0.0036 0.0923 0.0943
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0036 0.0923 0.5
Plasmodium falciparum cysteine proteinase falcipain 3 0.0033 0.079 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0033 0.079 0.8498
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0418 0.5052
Brugia malayi Copper type II ascorbate-dependent monooxygenase, N-terminal domain containing protein 0.0061 0.2082 0.2127
Entamoeba histolytica cysteine protease, putative 0.0033 0.079 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0036 0.0923 0.0908
Leishmania major cathepsin L-like protease 0.0126 0.515 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0033 0.079 0.0772
Loa Loa (eye worm) ctsf protein 0.0033 0.079 0.0539
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0126 0.515 1
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0418 0.0743
Brugia malayi Cathepsin L-like precursor 0.0022 0.0277 0.0283
Onchocerca volvulus 0.0033 0.079 0.7941
Echinococcus multilocularis cysteine protease 0.0033 0.079 0.0772
Loa Loa (eye worm) hypothetical protein 0.0033 0.079 0.0539
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0033 0.079 0.8498
Mycobacterium leprae conserved hypothetical protein 0.0036 0.0923 0.5
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0033 0.079 0.8498

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 0.01 uM Inhibitory activity against 103N strain of HIV-I in MT-4 cells ChEMBL. 11527705
IC50 (functional) = 0.018 uM Inhibitory activity against LAI strain of HIV-I in MT-4 cells ChEMBL. 11527705
IC50 (functional) = 0.121 uM Inhibitory activity against 100I strain of HIV-I in MT-4 cells ChEMBL. 11527705
IC50 (functional) = 0.194 uM Inhibitory activity against 103N strain and 181C strain of HIV-I in MT-4 cells ChEMBL. 11527705
IC50 (functional) = 0.304 uM Inhibitory activity against 181C strain of HIV-I in MT-4 cells ChEMBL. 11527705
IC50 (functional) = 0.782 uM Inhibitory activity against 188L strain of HIV-I in MT-4 cells ChEMBL. 11527705
IC50 (functional) > 10 uM Inhibitory activity against 100I strain and 103N strain of HIV-I in MT-4 cells ChEMBL. 11527705
log(1/C) (binding) = 7.74 Inhibition of HIV1 wild type reverse transcriptase ChEMBL. 18457904

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

Bibliographic References

1 literature reference was collected for this gene.

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