Detailed information for compound 210052

Basic information

Technical information
  • TDR Targets ID: 210052
  • Name: 5-nitro-6-phenylmethoxypyrimidine-2,4-diamine
  • MW: 261.237 | Formula: C11H11N5O3
  • H donors: 2 H acceptors: 4 LogP: 1.69 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1nc(OCc2ccccc2)c(c(n1)N)[N+](=O)[O-]
  • InChi: 1S/C11H11N5O3/c12-9-8(16(17)18)10(15-11(13)14-9)19-6-7-4-2-1-3-5-7/h1-5H,6H2,(H4,12,13,14,15)
  • InChiKey: VLVHHGNPHBVEIG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 6-benzyloxy-5-nitro-pyrimidine-2,4-diamine
  • 6-benzyloxy-5-nitropyrimidine-2,4-diamine
  • 5-nitro-6-phenylmethoxy-pyrimidine-2,4-diamine
  • (2-amino-6-benzoxy-5-nitro-pyrimidin-4-yl)amine
  • 5-nitro-6-(phenylmethoxy)pyrimidine-2,4-diamine
  • [2-amino-6-(benzyloxy)-5-nitro-pyrimidin-4-yl]amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens O-6-methylguanine-DNA methyltransferase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans similar to bacterial Ada regulatory protein Get druggable targets OG5_127355 All targets in OG5_127355
Treponema pallidum methylated-DNA-protein-cysteine S-methyltransferase (dat) Get druggable targets OG5_127355 All targets in OG5_127355
Candida albicans 6-O-methylguanine-DNA methylase Get druggable targets OG5_127355 All targets in OG5_127355
Leishmania mexicana hypothetical protein, conserved Get druggable targets OG5_127355 All targets in OG5_127355
Leishmania braziliensis hypothetical protein, conserved Get druggable targets OG5_127355 All targets in OG5_127355
Mycobacterium tuberculosis Methylated-DNA--protein-cysteine methyltransferase Ogt (6-O-methylguanine-DNA methyltransferase) (O-6-methylguanine-DNA-alkyltra Get druggable targets OG5_127355 All targets in OG5_127355
Chlamydia trachomatis methylated-DNA protein-cysteine methyltransferase Get druggable targets OG5_127355 All targets in OG5_127355
Mycobacterium leprae PROBABLE METHYLATED-DNA--PROTEIN-CYSTEINE METHYLTRANSFERASE OGT (6-O-methylguanine-DNA methyltransferase) (O-6-methylguanine-DNA Get druggable targets OG5_127355 All targets in OG5_127355
Leishmania donovani methylated-DNA-[protein]-cysteine S-methyltransferase, putative Get druggable targets OG5_127355 All targets in OG5_127355
Trypanosoma cruzi O-6 methyl-guanine alkyl transferase, putative Get druggable targets OG5_127355 All targets in OG5_127355
Candida albicans 6-O-methylguanine-DNA methylase Get druggable targets OG5_127355 All targets in OG5_127355
Candida albicans similar to bacterial Ada regulatory protein Get druggable targets OG5_127355 All targets in OG5_127355
Leishmania major hypothetical protein, conserved Get druggable targets OG5_127355 All targets in OG5_127355
Leishmania infantum hypothetical protein, conserved Get druggable targets OG5_127355 All targets in OG5_127355
Trypanosoma cruzi O-6 methyl-guanine alkyl transferase, putative Get druggable targets OG5_127355 All targets in OG5_127355
Mycobacterium ulcerans methylated-DNA--protein-cysteine methyltransferase Ogt Get druggable targets OG5_127355 All targets in OG5_127355
Trichomonas vaginalis methylated-DNA--protein-cysteine methyltransferase, putative Get druggable targets OG5_127355 All targets in OG5_127355
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
Loa Loa (eye worm) hypothetical protein 0.0076 0.0167 0.0167
Onchocerca volvulus 0.0069 0 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0111 0.1084 0.1084
Onchocerca volvulus 0.0069 0 0.5
Schistosoma mansoni hypothetical protein 0.0076 0.0167 1
Onchocerca volvulus 0.0069 0 0.5
Onchocerca volvulus Dopamine\/Ecdysteroid receptor homolog 0.0069 0 0.5
Trypanosoma cruzi O-6 methyl-guanine alkyl transferase, putative 0.0077 0.0191 0.5
Onchocerca volvulus 0.0069 0 0.5
Brugia malayi Calcitonin receptor-like protein seb-1 0.0111 0.1084 0.1084
Onchocerca volvulus 0.0069 0 0.5
Onchocerca volvulus 0.0069 0 0.5
Onchocerca volvulus 0.0069 0 0.5
Trypanosoma cruzi O-6 methyl-guanine alkyl transferase, putative 0.0077 0.0191 0.5
Mycobacterium leprae PROBABLE METHYLATED-DNA--PROTEIN-CYSTEINE METHYLTRANSFERASE OGT (6-O-methylguanine-DNA methyltransferase) (O-6-methylguanine-DNA 0.0233 0.4281 0.5
Mycobacterium ulcerans methylated-DNA--protein-cysteine methyltransferase Ogt 0.0233 0.4281 0.5
Treponema pallidum methylated-DNA-protein-cysteine S-methyltransferase (dat) 0.0077 0.0191 0.5
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0376 0.8019 1
Onchocerca volvulus 0.0069 0 0.5
Brugia malayi latrophilin 2 splice variant baaae 0.0076 0.0167 0.0167
Trichomonas vaginalis methylated-DNA--protein-cysteine methyltransferase, putative 0.0077 0.0191 0.5
Onchocerca volvulus 0.0069 0 0.5
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0376 0.8019 1
Leishmania major hypothetical protein, conserved 0.0077 0.0191 0.5
Onchocerca volvulus 0.0069 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0452 1 1
Onchocerca volvulus 0.0069 0 0.5
Onchocerca volvulus 0.0069 0 0.5
Onchocerca volvulus 0.0069 0 0.5
Onchocerca volvulus 0.0069 0 0.5
Onchocerca volvulus 0.0069 0 0.5
Onchocerca volvulus Neuropeptide F receptor homolog 0.0069 0 0.5
Mycobacterium tuberculosis Methylated-DNA--protein-cysteine methyltransferase Ogt (6-O-methylguanine-DNA methyltransferase) (O-6-methylguanine-DNA-alkyltra 0.0233 0.4281 0.5
Chlamydia trachomatis methylated-DNA protein-cysteine methyltransferase 0.0077 0.0191 0.5
Onchocerca volvulus 0.0069 0 0.5
Onchocerca volvulus 0.0069 0 0.5

Activities

Activity type Activity value Assay description Source Reference
Dose-modifying factor (ADMET) b 0 The compound was tested for its ability to enhance the cytotoxicity of ACNU toward HeLa S3 cells at 10 microM dose; 'b' means toxicity appeared at this dose ChEMBL. 9484500
Dose-modifying factor (functional) = 1.2 The compound was tested for its ability to enhance the cytotoxicity of ACNU toward HeLa S3 cells at 0.1 microM dose ChEMBL. 9484500
Dose-modifying factor (functional) = 4 The compound was tested for its ability to enhance the cytotoxicity of ACNU toward HeLa S3 cells at 1 microM dose ChEMBL. 9484500
ED50 (binding) = 0.02 uM AGT-inactivating activity was determined by 50% inactivation in HT-29 cells upon incubation for 4 h ChEMBL. 7830279
ED50 (binding) = 0.02 uM AGT-inactivating activity was determined by 50% inactivation in HT-29 cells upon incubation for 4 h ChEMBL. 7830279
ED50 (binding) = 0.06 uM AGT-inactivating activity was determined by 50% inactivation in HT-29 cell free extract upon incubation for 30 min ChEMBL. 7830279
ED50 (binding) = 0.06 uM AGT-inactivating activity was determined by 50% inactivation in HT-29 cell free extract upon incubation for 30 min ChEMBL. 7830279
IC50 (binding) = 1.3 uM In vitro inhibitory activity against human O6-alkylguanine-DNA alkyltransferase (AGAT) ChEMBL. 9484500
IC50 (binding) = 1.3 uM In vitro inhibitory activity against human O6-alkylguanine-DNA alkyltransferase (AGAT) ChEMBL. 9484500

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.
 
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External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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