Detailed information for compound 335127

Basic information

Technical information
  • TDR Targets ID: 335127
  • Name: [(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin -9-yl]cyclopent-2-en-1-yl]methyl dihydrogen p hosphate
  • MW: 366.312 | Formula: C14H19N6O4P
  • H donors: 4 H acceptors: 6 LogP: -0.23 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1nc(NC2CC2)c2c(n1)n(cn2)[C@H]1C=C[C@H](C1)COP(=O)(O)O
  • InChi: 1S/C14H19N6O4P/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-24-25(21,22)23/h1,4,7-10H,2-3,5-6H2,(H2,21,22,23)(H3,15,17,18,19)/t8-,10+/m1/s1
  • InChiKey: YQBOXVWMECPEJS-SCZZXKLOSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [(1S,4R)-4-[2-amino-6-(cyclopropylamino)-9-purinyl]-1-cyclopent-2-enyl]methyl dihydrogen phosphate
  • [(1S,4R)-4-[2-azanyl-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methyl dihydrogen phosphate
  • [(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]-1-cyclopent-2-enyl]methyl dihydrogen phosphate
  • 1592U89-5'-monophosphate
  • 1592U89-MP
  • AIDS-060004
  • AIDS060004

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
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0387 0.2769 0.3084
Onchocerca volvulus 0.0237 0.1413 1
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0387 0.2769 0.5836
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0605 0.4745 1
Schistosoma mansoni carbonic anhydrase-related 0.0387 0.2769 0.5271
Echinococcus multilocularis serotonin receptor 0.0144 0.0567 0.1195
Loa Loa (eye worm) hypothetical protein 0.0387 0.2769 0.3084
Schistosoma mansoni carbonic anhydrase 0.0357 0.2503 0.4633
Echinococcus multilocularis serotonin receptor 0.0144 0.0567 0.1195
Plasmodium falciparum carbonic anhydrase 0.0387 0.2769 0.5
Schistosoma mansoni carbonic anhydrase-related 0.0387 0.2769 0.5271
Echinococcus granulosus carbonic anhydrase II 0.0605 0.4745 1
Toxoplasma gondii hypothetical protein 0.0387 0.2769 0.5
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0605 0.4745 0.5
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0387 0.2769 0.5836
Echinococcus granulosus carbonic anhydrase 0.0387 0.2769 0.5836
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0605 0.4745 1
Echinococcus granulosus carbonic anhydrase 0.0387 0.2769 0.5836
Leishmania major carbonic anhydrase-like protein 0.0605 0.4745 1
Mycobacterium tuberculosis Probable transmembrane carbonic anhydrase (carbonate dehydratase) (carbonic dehydratase) 0.0331 0.2263 0.0669
Schistosoma mansoni hypothetical protein 0.0387 0.2769 0.5271
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0605 0.4745 0.5
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0605 0.4745 0.5285
Echinococcus multilocularis carbonic anhydrase II 0.0605 0.4745 1
Trichomonas vaginalis conserved hypothetical protein 0.1186 1 0.5
Brugia malayi Putative carbonic anhydrase 5 precursor 0.0605 0.4745 1
Loa Loa (eye worm) carbonic anhydrase 3 0.0605 0.4745 0.5285
Loa Loa (eye worm) hypothetical protein 0.1073 0.898 1
Schistosoma mansoni carbonic anhydrase 0.0387 0.2769 0.5271
Schistosoma mansoni carbonic anhydrase-related 0.0387 0.2769 0.5271
Mycobacterium tuberculosis Beta-carbonic anhydrase 0.1129 0.9482 1
Entamoeba histolytica carbonic anhydrase, putative 0.0357 0.2503 0.5
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0387 0.2769 0.5836
Onchocerca volvulus Putative sulfate transporter 0.0237 0.1413 1
Mycobacterium tuberculosis Beta-carbonic anhydrase CanB 0.03 0.1985 0.031
Echinococcus multilocularis carbonic anhydrase 0.0387 0.2769 0.5836
Echinococcus multilocularis carbonic anhydrase 0.0387 0.2769 0.5836
Mycobacterium leprae CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) 0.0357 0.2503 1
Trichomonas vaginalis conserved hypothetical protein 0.1186 1 0.5
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0387 0.2769 0.5836
Trypanosoma brucei carbonic anhydrase-like protein 0.0605 0.4745 0.5
Echinococcus multilocularis carbonic anhydrase 0.0387 0.2769 0.5836
Loa Loa (eye worm) hypothetical protein 0.0144 0.0567 0.0631
Loa Loa (eye worm) hypothetical protein 0.0387 0.2769 0.3084
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0387 0.2769 0.5836
Echinococcus granulosus biogenic amine 5HT receptor 0.0144 0.0567 0.1195
Loa Loa (eye worm) hypothetical protein 0.0144 0.0567 0.0631
Echinococcus granulosus carbonic anhydrase 0.0387 0.2769 0.5836
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0605 0.4745 1

Activities

Activity type Activity value Assay description Source Reference
AUC (ADMET) 0 uM*h Area under the plasma concentration-time curve of the compound was determined in monkey after per oral dosage; NC=not calculated ChEMBL. 15887959
AUC (ADMET) = 0.4 uM*h Area under the plasma concentration-time curve of the compound was determined in monkey after intravenous dosage ChEMBL. 15887959
CC50 (functional) > 4 uM Cytostatic concentration required to inhibit C3H/3T3 cell proliferation ChEMBL. 15887959
CC50 (functional) > 4 uM Cytostatic concentration required to inhibit C3H/3T3 cell proliferation ChEMBL. 15887959
CC50 (functional) = 13 uM Cytostatic concentration required to inhibit CEM cell proliferation ChEMBL. 15887959
CC50 (functional) = 13 uM Cytostatic concentration required to inhibit CEM cell proliferation ChEMBL. 15887959
CC50 (functional) = 17 uM Cytostatic concentration required to inhibit Hep G2.2.15 cell proliferation ChEMBL. 15887959
CC50 (functional) = 17 uM Cytostatic concentration required to inhibit Hep G2.2.15 cell proliferation ChEMBL. 15887959
CC50 (functional) = 110 uM Cytostatic concentration required to inhibit HEL cell proliferation ChEMBL. 15887959
CC50 (functional) = 110 uM Cytostatic concentration required to inhibit HEL cell proliferation ChEMBL. 15887959
CL (ADMET) NA 0 l hr-1 kg-1 Total plasma clearance of the compound was determined in monkey after intravenous dosage; (n=3); NA=not applicable ChEMBL. 15887959
Cmax (ADMET) = 0.1 hr Maximum concentration of the compound was observed in monkey after oral dosage ChEMBL. 15887959
Concentration (functional) = 280 pmol/10E9 cells Intracellular concentration of metabolites (ABCMP) from 6-8 hrs in CEM cells after incubation with the compound (10 uM) ChEMBL. 15887959
Concentration (functional) = 280 pmol/10E9 cells Intracellular concentration of metabolites (ABCMP) from 6-8 hrs in CEM cells after incubation with the compound (10 uM) ChEMBL. 15887959
Concentration (functional) = 3020 pmol/10E9 cells Intracellular concentration of metabolites (CBVTP) from 35-38 hrs in CEM cells after incubation with the compound (10 uM) ChEMBL. 15887959
Concentration (functional) = 3020 pmol/10E9 cells Intracellular concentration of metabolites (CBVTP) from 35-38 hrs in CEM cells after incubation with the compound (10 uM) ChEMBL. 15887959
Concentration (functional) = 3494 pmol/10E9 cells Intracellular concentration of metabolites (CBVDP) from 19-21 hrs in CEM cells after incubation with the compound (10 uM) ChEMBL. 15887959
Concentration (functional) = 3494 pmol/10E9 cells Intracellular concentration of metabolites (CBVDP) from 19-21 hrs in CEM cells after incubation with the compound (10 uM) ChEMBL. 15887959
Concentration (functional) = 5004 pmol/10E9 cells Intracellular concentration of metabolites (ABC + proABC + CBV) from 2-3 hrs in CEM cells after incubation with the compound (10 uM) ChEMBL. 15887959
Concentration (functional) = 5004 pmol/10E9 cells Intracellular concentration of metabolites (ABC + proABC + CBV) from 2-3 hrs in CEM cells after incubation with the compound (10 uM) ChEMBL. 15887959
Concentration (functional) = 12410 pmol/10E9 cells Intracellular concentration of metabolites (CBVMP +alaninyl-ABCMP) from 11-13 hrs in CEM cells after incubation with the compound (10 uM) ChEMBL. 15887959
Concentration (functional) = 12410 pmol/10E9 cells Intracellular concentration of metabolites (CBVMP +alaninyl-ABCMP) from 11-13 hrs in CEM cells after incubation with the compound (10 uM) ChEMBL. 15887959
EC50 (functional) = 0.008 uM Effective concentration of the compound against human immunodeficiency virus type 1 in PBL cells ChEMBL. 15887959
EC50 (functional) = 0.07 uM Effective concentration of the compound against human immunodeficiency virus type 1 in CEM cells ChEMBL. 15887959
EC50 (functional) = 0.09 uM Effective concentration of the compound against human immunodeficiency virus type 2 (ROD) in CEM cells ChEMBL. 15887959
EC50 (functional) = 0.55 uM Effective concentration of the compound against hepatitis B virus in Hep G2.2.15 cells ChEMBL. 15887959
EC50 (functional) = 1.6 uM Effective concentration of the compound against murine moloney sarcoma virus in C3H/3T3 cells ChEMBL. 15887959
EC50 (functional) = 20 uM Effective concentration of the compound against thymidine kinase competent herpes simplex virus (HSV-1) in KOS cells ChEMBL. 15887959
EC50 (functional) = 20 uM Effective concentration of the compound against thymidine kinase competent herpes simplex virus (HSV-2) in G cells ChEMBL. 15887959
EC50 (functional) = 20 uM Effective concentration of the compound against thymidine kinase deficient herpes simplex virus (HSV-2) in B2006 cells ChEMBL. 15887959
EC50 (functional) = 20 uM Effective concentration of the compound against thymidine kinase deficient herpes simplex virus (HSV-2) in VMW-1837 cells ChEMBL. 15887959
Kcat (binding) = 1.63 /s Activity of recombinant human ADAL1 expressed in Escherichia coli by UV-spectrophotometry ChEMBL. 21755941
Kcat/Km (binding) = 0.22 /s/microM Kcat/Km ratio of recombinant human ADAL1 expressed in Escherichia coli ChEMBL. 21755941
Km (binding) = 7.37 uM Activity of recombinant human ADAL1 expressed in Escherichia coli by UV-spectrophotometry ChEMBL. 21755941
SI (functional) = 150 Ratio of CC50 of the compound to that of EC50 against human immunodeficiency virus type 2 in CEM cells ChEMBL. 15887959
SI (functional) = 190 Ratio of CC50 of the compound to that of EC50 against human immunodeficiency virus type 1 in CEM cells ChEMBL. 15887959
T max (ADMET) = 1.3 hr Time of maximum concentration of the compound was observed in monkey after oral dosage ChEMBL. 15887959
T1/2 (ADMET) NA 0 hr Terminal elimination half-life of the compound was determined in monkey after intravenous dosage; NA=not applicable ChEMBL. 15887959
T1/2 app (ADMET) 0 hr Appearent half life value of the compound was determined in monkey after oral dosage; NC=not calculated ChEMBL. 15887959

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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