Detailed information for compound 349850

Basic information

Technical information
  • TDR Targets ID: 349850
  • Name: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihy droxyoxolan-2-yl]methyl N-(2-aminobenzoyl)sul famate
  • MW: 465.44 | Formula: C17H19N7O7S
  • H donors: 5 H acceptors: 8 LogP: -1.31 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: O[C@@H]1[C@@H](COS(=O)(=O)NC(=O)c2ccccc2N)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
  • InChi: 1S/C17H19N7O7S/c18-9-4-2-1-3-8(9)16(27)23-32(28,29)30-5-10-12(25)13(26)17(31-10)24-7-22-11-14(19)20-6-21-15(11)24/h1-4,6-7,10,12-13,17,25-26H,5,18H2,(H,23,27)(H2,19,20,21)/t10-,12-,13-,17-/m1/s1
  • InChiKey: NCXSMTGXTNNIKQ-CNEMSGBDSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl N-(2-aminobenzoyl)sulfamate
  • N-[(2-aminophenyl)-oxomethyl]sulfamic acid [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-2-tetrahydrofuranyl]methyl ester
  • [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-(2-aminophenyl)carbonylsulfamate
  • N-anthraniloylsulfamic acid [(2R,3S,4R,5R)-5-adenin-9-yl-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mycobacterium tuberculosis Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase Get druggable targets OG5_146698 All targets in OG5_146698
Mycobacterium ulcerans bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ACP synthetase Get druggable targets OG5_146698 All targets in OG5_146698
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis P-hydroxybenzoyl-AMP ligase FadD22 Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase 565 aa 475 aa 27.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) macrophage migration inhibitory factor 2 0.0083 0.0907 0.347
Leishmania major macrophage migration inhibitory factor-like protein 0.0194 0.2613 0.5
Plasmodium falciparum macrophage migration inhibitory factor 0.0194 0.2613 0.5
Echinococcus granulosus GPCR family 2 0.0024 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0075 0.0783 0.2998
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0075 0.0783 0.2998
Loa Loa (eye worm) macrophage migration inhibitory factor 2 0.0083 0.0907 0.347
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0024 0 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0075 0.0783 0.2998
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0024 0 0.5
Mycobacterium ulcerans bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ACP synthetase 0.0675 1 0.5
Giardia lamblia Macrophage migration inhibitory factor 0.0194 0.2613 0.5
Toxoplasma gondii macrophage migration inhibitory factor, putative 0.0194 0.2613 0.5
Leishmania major macrophage migration inhibitory factor-like protein 0.0194 0.2613 0.5
Brugia malayi latrophilin 2 splice variant baaae 0.0051 0.0421 0.161
Schistosoma mansoni hypothetical protein 0.0051 0.0421 1
Loa Loa (eye worm) hypothetical protein 0.0051 0.0421 0.161
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0024 0 0.5
Loa Loa (eye worm) macrophage migration inhibitory factor 0.0194 0.2613 1
Plasmodium vivax macrophage migration inhibitory factor, putative 0.0194 0.2613 0.5
Brugia malayi Calcitonin receptor-like protein seb-1 0.0075 0.0783 0.2998
Entamoeba histolytica macrophage migration inhibitory factor-like protein 0.0194 0.2613 0.5
Echinococcus multilocularis GPCR, family 2 0.0024 0 0.5
Brugia malayi Bm-MIF-1, identical 0.0194 0.2613 1
Trichomonas vaginalis macrophage migration inhibitory factor, mif, putative 0.0194 0.2613 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0194 0.2613 0.5
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0024 0 0.5

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) > 100 ug ml-1 Cytotoxicity against P388 murine leukemia cell line at 100-200 uM ChEMBL. 16392788
ED50 (functional) > 100 ug ml-1 Cytotoxicity against P388 murine leukemia cell line at 100-200 uM ChEMBL. 16392788
Ki (binding) = 0.77 uM Inhibition of Mycobacterium tuberculosis recombinant MbtA expressed in Escherichia coli by ATP/PPi exchange assay ChEMBL. 17967002
MIC50 (functional) = 30.9 uM Inhibitory activity against Mycobacterium tuberculosis H37Rv ChEMBL. 16392788
MIC50 (functional) = 30.9 uM Inhibitory activity against Mycobacterium tuberculosis H37Rv ChEMBL. 16392788
MIC99 (functional) > 100 uM Inhibitory activity against Mycobacterium tuberculosis H37Rv ChEMBL. 16392788
MIC99 (functional) > 100 uM Inhibitory activity against Mycobacterium tuberculosis H37Rv ChEMBL. 16392788
MIC99 (functional) > 200 uM Antimycobacterial activity against Mycobacterium tuberculosis H37Rv in iron deficient GAST medium ChEMBL. 17967002
MIC99 (functional) > 200 uM Antimycobacterial activity against Mycobacterium tuberculosis H37Rv in iron rich GAST medium ChEMBL. 17967002

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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