Detailed information for compound 368421

Basic information

Technical information
  • TDR Targets ID: 368421
  • Name: sodium (5R,6Z)-6-(6,7-dihydro-5H-pyrazolo[5,1 -b][1,3]oxazin-2-ylmethylidene)-7-oxo-4-thia- 1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
  • MW: 327.291 | Formula: C13H10N3NaO4S
  • H donors: 0 H acceptors: 4 LogP: 1.05 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1/C(=C/c2nn3c(c2)OCCC3)/[C@@H]2N1C(=CS2)C(=O)[O-].[Na+]
  • InChi: 1S/C13H11N3O4S.Na/c17-11-8(12-16(11)9(6-21-12)13(18)19)4-7-5-10-15(14-7)2-1-3-20-10;/h4-6,12H,1-3H2,(H,18,19);/q;+1/p-1/b8-4-;/t12-;/m1./s1
  • InChiKey: DUZDUHWRVNZELT-VTYRZHMASA-M  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • sodium (5R,6Z)-6-(6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazin-2-ylmethylene)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
  • sodium (5R,6Z)-6-(6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazin-2-ylmethylene)-7-keto-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Enterobacter cloacae Beta-lactamase Starlite/ChEMBL References
Escherichia coli Beta-lactamase TEM Starlite/ChEMBL References
Enterobacter cloacae Imipenem-hydrolyzing beta-lactamase Starlite/ChEMBL References
Bacteroides fragilis Beta-lactamase type II Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Class a beta-lactamase BlaC Get druggable targets OG5_143180 All targets in OG5_143180
Mycobacterium tuberculosis Possible penicillin-binding protein Get druggable targets OG5_149948 All targets in OG5_149948
Mycobacterium ulcerans class a beta-lactamase, BlaC Get druggable targets OG5_143180 All targets in OG5_143180
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Beta-lactamase type II   249 aa 253 aa 20.6 %
Mycobacterium tuberculosis Nicotinic acid phosphoribosyltransferase PncB2 Beta-lactamase type II   249 aa 214 aa 19.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma brucei beta lactamase 0.0154 0.371 0.5
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0278 0.8387 0.7436
Schistosoma mansoni lipoxygenase 0.0056 0 0.5
Mycobacterium leprae PROBABLE CONSERVED LIPOPROTEIN LPQF 0.0154 0.371 0.5
Mycobacterium ulcerans class a beta-lactamase, BlaC 0.0321 1 1
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0056 0 0.5
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0056 0 0.5

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) 0 Antibacterial activity against Enterobacter aerogenes expressing AmpC in iv dosed murine acute lethal infection model in presence of piperacillin ChEMBL. 16854068
ED50 (functional) = 90 mg kg-1 Antibacterial activity against Escherichia coli expressing TEM1 in iv dosed murine acute lethal infection model in presence of piperacillin ChEMBL. 16854068
ED50 (functional) = 90 mg kg-1 Antibacterial activity against Escherichia coli expressing TEM1 in iv dosed murine acute lethal infection model in presence of piperacillin ChEMBL. 16854068
IC50 (binding) = 5 nM Inhibition of Enterobacter cloacae AmpC ChEMBL. 16854068
IC50 (binding) = 5 nM Inhibition of Enterobacter cloacae AmpC ChEMBL. 16854068
IC50 (binding) = 6 nM Inhibition of Escherichia coli TEM1 ChEMBL. 16854068
IC50 (binding) = 6 nM Inhibition of Escherichia coli TEM1 ChEMBL. 16854068
IC50 (binding) = 140 nM Inhibition of Bacteroides fragilis CcrA ChEMBL. 16854068
IC50 (binding) = 140 nM Inhibition of Bacteroides fragilis CcrA ChEMBL. 16854068
IC50 (binding) = 413 nM Inhibition of Enterobacter cloacae Imi1 ChEMBL. 16854068
IC50 (binding) = 413 nM Inhibition of Enterobacter cloacae Imi1 ChEMBL. 16854068
MIC (functional) = 1 ug ml-1 Antibacterial activity against Pseudomonas aeruginosa expressing AmpC ChEMBL. 16854068
MIC (functional) = 1 ug ml-1 Antibacterial activity against Serratia marcescens expressing AmpC and Smel ChEMBL. 16854068
MIC (functional) = 4 ug ml-1 Antibacterial activity against Escherichia coli expressing TEM1 ChEMBL. 16854068
MIC (functional) = 4 ug ml-1 Antibacterial activity against Enterobacter cloacae expressing P99 ChEMBL. 16854068
MIC (functional) = 4 ug ml-1 Antibacterial activity against Escherichia coli expressing TEM1 ChEMBL. 16854068
Stabilty (ADMET) = 37 % Stability of the compuond assessed as human DHP-mediated hydrolysis relative to imipenem ChEMBL. 16854068
Stabilty (ADMET) = 86 % Stability of the compuond assessed as mouse DHP-mediated hydrolysis relative to imipenem ChEMBL. 16854068
Stabilty (ADMET) = 89 % Stability of the compuond assessed as hog DHP-mediated hydrolysis relative to imipenem ChEMBL. 16854068

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.