Detailed information for compound 165144

Basic information

Technical information
  • TDR Targets ID: 165144
  • Name: (6aR)-3-amino-5,6,6a,7-tetrahydro-4H-[1,3]oxa zolo[3,4-f]pteridine-1,9-dione
  • MW: 223.189 | Formula: C8H9N5O3
  • H donors: 3 H acceptors: 4 LogP: -0.47 Rotable bonds: 0
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1nc(O)c2c(n1)NCC1N2C(=O)OC1
  • InChi: 1S/C8H9N5O3/c9-7-11-5-4(6(14)12-7)13-3(1-10-5)2-16-8(13)15/h3H,1-2H2,(H4,9,10,11,12,14)
  • InChiKey: XAZOBOCYEGBXHD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5,6-Cyclic-Tetrahydropteridine
  • 3-amino-5,6,6a,7-tetrahydro-4H-[1,3]oxazolo[3,4-f]pteridine-1,9-dione
  • 3-amino-5,6,6a,7-tetrahydro-4H-oxazolo[3,4-f]pteridine-1,9-dione
  • 3-azanyl-5,6,6a,7-tetrahydro-4H-[1,3]oxazolo[3,4-f]pteridine-1,9-dione
  • 3-amino-5,6,6a,7-tetrahydro-4H-oxazolo[3,4-f]pteridine-1,9-quinone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens nitric oxide synthase 3 (endothelial cell) 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi flavodoxin family protein 0.0032 0.0137 0.0104
Leishmania major p450 reductase, putative 0.0032 0.0137 0.0302
Echinococcus multilocularis dihydrofolate reductase 0.0044 0.0557 0.0426
Loa Loa (eye worm) hypothetical protein 0.009 0.2296 0.227
Echinococcus granulosus thymidylate synthase 0.0107 0.2919 0.282
Schistosoma mansoni hypothetical protein 0.0168 0.5219 0.5153
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.015 0.4544 0.5
Brugia malayi dihydrofolate reductase family protein 0.0044 0.0557 0.0526
Mycobacterium ulcerans thymidylate synthase 0.0107 0.2919 1
Schistosoma mansoni tyrosine kinase 0.0159 0.4878 0.4807
Brugia malayi thymidylate synthase 0.0107 0.2919 0.2895
Onchocerca volvulus 0.0107 0.2919 1
Loa Loa (eye worm) hypothetical protein 0.0032 0.0137 0.0104
Schistosoma mansoni tyrosine kinase 0.0095 0.2468 0.2364
Echinococcus multilocularis epidermal growth factor receptor 0.0296 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.015 0.4544 1
Brugia malayi Sodium:neurotransmitter symporter family protein 0.009 0.2296 0.227
Mycobacterium tuberculosis Hypothetical protein 0.0051 0.0828 0.1148
Schistosoma mansoni sodium/chloride dependent transporter 0.009 0.2296 0.2189
Echinococcus multilocularis insulin receptor 0.0095 0.2468 0.2364
Loa Loa (eye worm) solute carrier family 6 member 4 0.009 0.2296 0.227
Loa Loa (eye worm) thymidylate synthase 0.0107 0.2919 0.2895
Echinococcus multilocularis epidermal growth factor receptor 0.0159 0.4878 0.4807
Schistosoma mansoni tyrosine kinase 0.0296 1 1
Echinococcus granulosus dihydrofolate reductase 0.0044 0.0557 0.0426
Brugia malayi Protein kinase domain containing protein 0.0095 0.2468 0.2443
Echinococcus granulosus geminin 0.0168 0.5219 0.5153
Loa Loa (eye worm) TK/INSR protein kinase 0.0095 0.2468 0.2443
Chlamydia trachomatis dihydrofolate reductase 0.0044 0.0557 0.5
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.009 0.2296 0.2189
Echinococcus granulosus insulin growth factor 1 receptor beta 0.0095 0.2468 0.2364
Echinococcus granulosus insulin receptor 0.0095 0.2468 0.2364
Echinococcus granulosus epidermal growth factor receptor 0.0159 0.4878 0.4807
Echinococcus multilocularis thymidylate synthase 0.0107 0.2919 0.282
Trichomonas vaginalis sulfite reductase, putative 0.0032 0.0137 0.1655
Loa Loa (eye worm) hypothetical protein 0.009 0.2296 0.227
Echinococcus granulosus serotonin transporter 0.009 0.2296 0.2189
Schistosoma mansoni tyrosine kinase 0.0157 0.4816 0.4744
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0032 0.0137 0.0302
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0032 0.0137 0.0302
Brugia malayi hypothetical protein 0.0051 0.0828 0.0798
Loa Loa (eye worm) TK/EGFR protein kinase 0.0296 1 1
Schistosoma mansoni hypothetical protein 0.0168 0.5219 0.5153
Trichomonas vaginalis conserved hypothetical protein 0.0051 0.0828 1
Brugia malayi Dihydrofolate reductase 0.0044 0.0557 0.0526
Schistosoma mansoni tyrosine kinase 0.0095 0.2468 0.2364
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0051 0.0828 0.1568
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.015 0.4544 1
Loa Loa (eye worm) FAD binding domain-containing protein 0.0032 0.0137 0.0104
Echinococcus multilocularis 0.0092 0.2357 0.2251
Echinococcus multilocularis geminin 0.0168 0.5219 0.5153
Brugia malayi FAD binding domain containing protein 0.0032 0.0137 0.0104
Schistosoma mansoni dihydrofolate reductase 0.0044 0.0557 0.0426
Schistosoma mansoni tyrosine kinase 0.0157 0.4816 0.4744
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0044 0.0557 0.151
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0107 0.2919 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.015 0.4544 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.015 0.4544 1
Giardia lamblia Nitric oxide synthase, inducible 0.0029 0 0.5
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0095 0.2468 0.2364
Schistosoma mansoni tyrosine kinase 0.0157 0.4816 0.4744
Echinococcus multilocularis serotonin transporter 0.009 0.2296 0.2189
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0159 0.4878 0.4807
Loa Loa (eye worm) norepinephrine transporter 0.009 0.2296 0.227
Treponema pallidum sodium- and chloride- dependent transporter 0.009 0.2296 0.5
Loa Loa (eye worm) serotonin transporter b 0.009 0.2296 0.227
Giardia lamblia Hypothetical protein 0.0029 0 0.5
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0107 0.2919 1
Echinococcus granulosus epidermal growth factor receptor 0.0296 1 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0107 0.2919 0.282
Schistosoma mansoni tyrosine kinase 0.0159 0.4878 0.4807
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.015 0.4544 1
Loa Loa (eye worm) dihydrofolate reductase 0.0044 0.0557 0.0526
Loa Loa (eye worm) hypothetical protein 0.009 0.2296 0.227

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 10.05 uM Inhibitory activity against human Nitric oxide synthase-III with 2 uM H4Bip for 30 min ChEMBL. 16033258
IC50 (binding) = 10.05 uM Inhibitory activity against human Nitric oxide synthase-III with 2 uM H4Bip for 30 min ChEMBL. 16033258
IC50 (binding) = 22.35 uM Inhibitory activity against human Nitric oxide synthase-I with 2 uM H4Bip for 30 min ChEMBL. 16033258
IC50 (binding) = 22.35 uM Inhibitory activity against human Nitric oxide synthase-I with 2 uM H4Bip for 30 min ChEMBL. 16033258
IC50 (binding) = 37.44 uM Inhibitory activity against human Nitric oxide synthase-II with 2 uM H4Bip for 30 min ChEMBL. 16033258
IC50 (binding) = 37.44 uM Inhibitory activity against human Nitric oxide synthase-II with 2 uM H4Bip for 30 min ChEMBL. 16033258
IC50 (binding) = 40 uM Inhibitory activity against human neuronal nitric oxide synthase (NOS-I) ChEMBL. 12086480
IC50 (binding) = 40 uM Inhibitory activity against human neuronal nitric oxide synthase (NOS-I) ChEMBL. 12086480
Selectivity (binding) = 0.27 Selectivity for human Nitric oxide synthase-III and Nitric oxide synthase-II in presence of 2 uM H4Bip ChEMBL. 16033258
Selectivity (binding) = 0.45 Selectivity for human Nitric oxide synthase-III and Nitric oxide synthase-I in presence of 2 uM H4Bip ChEMBL. 16033258
Selectivity (binding) = 1.68 Selectivity for human Nitric oxide synthase-II and Nitric oxide synthase-I in presence of 2 uM H4Bip ChEMBL. 16033258

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

2 literature references were collected for this gene.

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