Detailed information for compound 142977

Basic information

Technical information
  • TDR Targets ID: 142977
  • Name: (2S,2'R,5R,6S)-2'-cyclohexyloxy-3,3-dimethyl- 4,4,7-trioxospiro[4$l^{6}-thia-1-azabicyclo[3 .2.0]heptane-6,1'-cyclopropane]-2-carboxylic acid
  • MW: 357.422 | Formula: C16H23NO6S
  • H donors: 1 H acceptors: 5 LogP: 0.71 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)[C@@H]1N2C(=O)[C@]3([C@H]2S(=O)(=O)C1(C)C)C[C@H]3OC1CCCCC1
  • InChi: 1S/C16H23NO6S/c1-15(2)11(12(18)19)17-13(20)16(14(17)24(15,21)22)8-10(16)23-9-6-4-3-5-7-9/h9-11,14H,3-8H2,1-2H3,(H,18,19)/t10-,11+,14-,16+/m1/s1
  • InChiKey: KBFIEDQJOLWBJX-KTMIJUKYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S,2'R,5R,6S)-2'-(cyclohexoxy)-3,3-dimethyl-4,4,7-trioxo-spiro[4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-6,1'-cyclopropane]-2-carboxylic acid
  • (2S,2'R,5R,6S)-2'-(cyclohexoxy)-3,3-dimethyl-4,4,7-trioxo-2-spiro[4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-6,1'-cyclopropane]carboxylic acid
  • (2S,2'R,5R,6S)-2'-cyclohexyloxy-3,3-dimethyl-4,4,7-trioxo-spiro[4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-6,1'-cyclopropane]-2-carboxylic acid
  • (2S,2'R,5R,6S)-2'-(cyclohexoxy)-4,4,7-triketo-3,3-dimethyl-spiro[4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-6,1'-cyclopropane]-2-carboxylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Enterobacter cloacae Beta-lactamase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Possible penicillin-binding protein Get druggable targets OG5_149948 All targets in OG5_149948
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 Calcitonin receptor-like protein seb-1 0.0058 0.0382 0.0382
Brugia malayi ImpB/MucB/SamB family protein 0.0044 0.0213 0.0213
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.01 0.0897 0.0773
Trypanosoma cruzi NADPH--cytochrome P450 reductase, putative 0.0325 0.363 0.363
Trypanosoma cruzi NADH-dependent fumarate reductase, putative 0.0097 0.0857 0.0857
Leishmania major DNA polymerase eta, putative 0.0031 0.0055 0.0055
Trypanosoma cruzi NADPH-dependent FMN/FAD containing oxidoreductase, putative 0.0851 1 1
Trypanosoma cruzi oxidoreductase-like protein, putative 0.0097 0.0857 0.0857
Brugia malayi beta-lactamase 0.0043 0.0211 0.0211
Brugia malayi FAD binding domain containing protein 0.0851 1 1
Schistosoma mansoni cytochrome B5 0.0097 0.0857 0.0732
Toxoplasma gondii NADH-cytochrome b5 reductase 1, putative 0.0097 0.0857 0.1784
Trichomonas vaginalis NADPH cytochrome P450, putative 0.0325 0.363 0.3493
Loa Loa (eye worm) hypothetical protein 0.0851 1 1
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.0851 1 1
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0851 1 1
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0278 0.3052 1
Brugia malayi beta-lactamase family protein 0.0043 0.0211 0.0211
Trypanosoma cruzi DNA polymerase eta, putative 0.0044 0.0213 0.0213
Toxoplasma gondii ferredoxin NADP+ oxidoreductase FNR 0.0097 0.0857 0.1784
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.0325 0.363 0.363
Trypanosoma brucei oxidoreductase-protein, putative 0.0097 0.0857 0.0857
Trypanosoma brucei NADH-dependent fumarate reductase, putative 0.0097 0.0857 0.0857
Trypanosoma cruzi NADH-dependent fumarate reductase, putative 0.0097 0.0857 0.0857
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0851 1 1
Loa Loa (eye worm) hypothetical protein 0.0043 0.0211 0.0211
Trypanosoma cruzi NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0851 1 1
Echinococcus multilocularis cytochrome b5 reductase 4 0.0097 0.0857 0.0732
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.01 0.0897 0.0773
Entamoeba histolytica type A flavoprotein, putative 0.0325 0.363 1
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0851 1 1
Plasmodium vivax oxidoreductase NAD-binding domain containing protein 0.0097 0.0857 0.0857
Trypanosoma cruzi hypothetical protein, conserved 0.0043 0.0211 0.0211
Giardia lamblia Nitric oxide synthase, inducible 0.0754 0.8827 1
Giardia lamblia Hypothetical protein 0.0754 0.8827 1
Trichomonas vaginalis NADPH cytochrome P450, putative 0.0325 0.363 0.3493
Leishmania major hypothetical protein, conserved 0.0043 0.0211 0.0211
Leishmania major reductase, putative 0.0097 0.0857 0.0857
Brugia malayi flavodoxin family protein 0.0325 0.363 0.363
Loa Loa (eye worm) FAD binding domain-containing protein 0.0525 0.6054 0.6054
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0043 0.0211 0.0211
Trypanosoma brucei hypothetical protein, conserved 0.0043 0.0211 0.0211
Leishmania major cytochrome-b5 reductase, putative 0.0097 0.0857 0.0857
Loa Loa (eye worm) FAD binding domain-containing protein 0.0851 1 1
Trypanosoma cruzi NADH-dependent fumarate reductase, putative 0.0097 0.0857 0.0857
Loa Loa (eye worm) flavodoxin family protein 0.0325 0.363 0.363
Echinococcus granulosus dna polymerase eta 0.0044 0.0213 0.0079
Plasmodium falciparum S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.0325 0.363 0.363
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.01 0.0897 0.0773
Loa Loa (eye worm) cytochrome b5 reductase 4 0.0097 0.0857 0.0857
Mycobacterium tuberculosis Probable oxidoreductase 0.0097 0.0857 0.2273
Trypanosoma brucei NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.01 0.0897 0.0773
Trichomonas vaginalis NADPH cytochrome P450, putative 0.0325 0.363 0.3493
Trypanosoma cruzi NADH-dependent fumarate reductase, putative 0.0097 0.0857 0.0857
Mycobacterium ulcerans flavodoxin oxidoreductase 0.0097 0.0857 0.066
Mycobacterium ulcerans formate dehydrogenase H FdhF 0.0851 1 1
Plasmodium falciparum NADPH--cytochrome P450 reductase, putative 0.0325 0.363 0.363
Trichomonas vaginalis sulfite reductase, putative 0.0851 1 1
Schistosoma mansoni NADH-cytochrome B5 reductase 0.0097 0.0857 0.0732
Loa Loa (eye worm) hypothetical protein 0.0058 0.0382 0.0382
Entamoeba histolytica type A flavoprotein, putative 0.0325 0.363 1
Mycobacterium tuberculosis Hypothetical oxidoreductase 0.0097 0.0857 0.2273
Toxoplasma gondii flavodoxin domain-containing protein 0.0422 0.4803 1
Trypanosoma cruzi NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Onchocerca volvulus 0.0097 0.0857 1
Trypanosoma brucei NADH-dependent fumarate reductase, putative 0.0097 0.0857 0.0857
Echinococcus multilocularis beta LACTamase domain containing family member 0.0043 0.0211 0.0077
Loa Loa (eye worm) hypothetical protein 0.0043 0.0211 0.0211
Plasmodium vivax hypothetical protein, conserved 0.0325 0.363 0.363
Leishmania major hypothetical protein, conserved 0.0325 0.363 0.363
Trypanosoma cruzi reductase, putative 0.0097 0.0857 0.0857
Brugia malayi latrophilin 2 splice variant baaae 0.0039 0.0161 0.0161
Brugia malayi diaphorase 0.0097 0.0857 0.0857
Trypanosoma cruzi nitrate reductase, putative 0.0097 0.0857 0.0857
Mycobacterium tuberculosis Probable monooxygenase 0.0097 0.0857 0.2273
Echinococcus multilocularis dna polymerase eta 0.0044 0.0213 0.0079
Trypanosoma brucei nitrate reductase, putative 0.0097 0.0857 0.0857
Trypanosoma brucei NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Echinococcus granulosus beta LACTamase domain containing family member 0.0043 0.0211 0.0077
Loa Loa (eye worm) hypothetical protein 0.0043 0.0211 0.0211
Mycobacterium ulcerans electron transfer protein FdxB 0.0097 0.0857 0.066
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.01 0.0897 0.0773
Leishmania major NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Leishmania major oxidoreductase-like protein 0.0097 0.0857 0.0857
Trypanosoma cruzi oxidoreductase-protein, putative 0.0097 0.0857 0.0857
Mycobacterium leprae conserved hypothetical protein 0.0043 0.0211 0.5
Schistosoma mansoni DNA polymerase eta 0.0044 0.0213 0.0079
Toxoplasma gondii ABC1 family protein 0.0043 0.0211 0.0439
Echinococcus granulosus methionine synthase reductase 0.0525 0.6054 0.6
Leishmania major cytochrome P450 reductase, putative 0.0754 0.8827 0.8827
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.0211 0.0077
Trichomonas vaginalis NADPH fad oxidoreductase, putative 0.0754 0.8827 0.8802
Leishmania major p450 reductase, putative 0.0851 1 1
Chlamydia trachomatis sulfite reductase 0.0525 0.6054 1
Mycobacterium tuberculosis Possible electron transfer protein FdxB 0.0097 0.0857 0.2273
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.0211 0.0077
Trypanosoma cruzi NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Leishmania major DNA polymerase eta, putative 0.0044 0.0213 0.0213
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.0851 1 1
Treponema pallidum flavodoxin 0.0325 0.363 1
Trypanosoma brucei S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.0325 0.363 0.363
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0058 0.0382 0.0382
Trypanosoma cruzi p450 reductase, putative 0.0851 1 1
Echinococcus multilocularis NADH cytochrome b5 reductase 3 0.0097 0.0857 0.0732
Mycobacterium ulcerans oxidoreductase 0.0097 0.0857 0.066
Entamoeba histolytica type A flavoprotein, putative 0.0325 0.363 1
Loa Loa (eye worm) hypothetical protein 0.0039 0.0161 0.0161
Loa Loa (eye worm) beta-lactamase 0.0043 0.0211 0.0211
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0851 1 1
Brugia malayi hypothetical protein 0.0037 0.0135 0.0135
Trypanosoma cruzi hypothetical protein, conserved 0.0043 0.0211 0.0211
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.0325 0.363 0.363
Trypanosoma cruzi NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Trypanosoma cruzi cytochrome-b5 reductase, putative 0.0097 0.0857 0.0857
Trypanosoma brucei NADPH-cytochrome p450 reductase, putative 0.0851 1 1
Trypanosoma cruzi p450 reductase, putative 0.0097 0.0857 0.0857
Loa Loa (eye worm) hypothetical protein 0.0043 0.0211 0.0211
Mycobacterium ulcerans monooxygenase 0.0097 0.0857 0.066
Loa Loa (eye worm) hypothetical protein 0.0043 0.0211 0.0211
Mycobacterium ulcerans flavodoxin reductase Hmp 0.0097 0.0857 0.066
Mycobacterium leprae Probable lipase LipE 0.0043 0.0211 0.5
Schistosoma mansoni hypothetical protein 0.0039 0.0161 0.0026
Leishmania major NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Brugia malayi FAD binding domain containing protein 0.0525 0.6054 0.6054
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0851 1 1
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0043 0.0211 0.0211
Entamoeba histolytica type A flavoprotein, putative 0.0325 0.363 1
Trypanosoma brucei NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Schistosoma mansoni cytochrome P450 reductase 0.0851 1 1
Schistosoma mansoni diflavin oxidoreductase 0.0422 0.4803 0.4732
Trypanosoma brucei NADPH-dependent diflavin oxidoreductase 1 0.0851 1 1
Echinococcus granulosus cytochrome b5 reductase 4 0.0097 0.0857 0.0732
Loa Loa (eye worm) diaphorase 0.0097 0.0857 0.0857
Echinococcus granulosus NADH cytochrome b5 reductase 3 0.0097 0.0857 0.0732
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.01 0.0897 0.0773
Mycobacterium tuberculosis Possible oxygenase 0.0097 0.0857 0.2273
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.01 0.0897 0.0773
Plasmodium falciparum ferredoxin--NADP reductase 0.0097 0.0857 0.0857
Loa Loa (eye worm) hypothetical protein 0.0044 0.0213 0.0213
Trypanosoma cruzi NADH-dependent fumarate reductase, putative 0.0097 0.0857 0.0857
Plasmodium falciparum NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Echinococcus multilocularis methionine synthase reductase 0.0525 0.6054 0.6
Trypanosoma brucei NADH-dependent fumarate reductase 0.0097 0.0857 0.0857
Trypanosoma brucei DNA polymerase eta, putative 0.0044 0.0213 0.0213
Leishmania major NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Loa Loa (eye worm) hypothetical protein 0.0043 0.0211 0.0211
Trypanosoma cruzi NADH-dependent fumarate reductase, putative 0.0097 0.0857 0.0857
Trypanosoma brucei NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Trypanosoma cruzi cytochrome-b5 reductase, putative 0.0097 0.0857 0.0857
Echinococcus granulosus cytochrome b5 reductase 4 0.0097 0.0857 0.0732
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.01 0.0897 0.0897
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.01 0.0897 0.0897
Mycobacterium ulcerans oxygenase 0.0097 0.0857 0.066
Plasmodium vivax ferredoxin--NADP reductase, putative 0.0097 0.0857 0.0857
Plasmodium vivax flavodoxin domain containing protein 0.0754 0.8827 0.8827
Trypanosoma cruzi DNA polymerase eta, putative 0.0031 0.0055 0.0055
Trypanosoma cruzi NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Trypanosoma brucei NADH-cytochrome b5 reductase-like protein 0.0097 0.0857 0.0857
Brugia malayi beta-lactamase family protein 0.0043 0.0211 0.0211
Schistosoma mansoni NADPH flavin oxidoreductase 0.0429 0.4881 0.4811
Leishmania major NADH-dependent fumarate reductase-like protein 0.0097 0.0857 0.0857
Brugia malayi Cytochrome b5-like Heme/Steroid binding domain containing protein 0.0097 0.0857 0.0857
Trichomonas vaginalis NADPH cytochrome P450, putative 0.0325 0.363 0.3493
Leishmania major cytochrome-b5 reductase, putative 0.0097 0.0857 0.0857
Leishmania major NADH-dependent fumarate reductase, putative 0.0097 0.0857 0.0857
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0058 0.0382 0.0382
Echinococcus granulosus NADPH cytochrome P450 reductase 0.0851 1 1
Trypanosoma brucei NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Trypanosoma brucei NADH-dependent fumarate reductase 0.0097 0.0857 0.0857
Toxoplasma gondii flavodoxin domain-containing protein 0.0422 0.4803 1
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.0851 1 1
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0031 0.0055 0.0115
Entamoeba histolytica type A flavoprotein, putative 0.0325 0.363 1
Plasmodium vivax hypothetical protein, conserved 0.0043 0.0211 0.0211
Schistosoma mansoni 5-methyl tetrahydrofolate-homocysteine methyltransferase reductase 0.0525 0.6054 0.6
Trypanosoma brucei NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Leishmania major nitrate reductase, putative 0.0097 0.0857 0.0857
Trypanosoma cruzi NADH-cytochrome b5 reductase, putative 0.0097 0.0857 0.0857
Plasmodium falciparum nitric oxide synthase, putative 0.0851 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) > 3.2 uM In vitro inhibitory activity against Beta-lactamase AmpC of class C enzyme ChEMBL. 12801220
IC50 (binding) > 3.2 uM In vitro inhibitory activity against Beta-lactamase AmpC of class C enzyme ChEMBL. 12801220
IC50 (binding) > 13 uM In vitro inhibitory activity against Beta-lactamase TEM-1 of class A enzyme ChEMBL. 12801220
IC50 (binding) > 13 uM In vitro inhibitory activity against Beta-lactamase TEM-1 of class A enzyme ChEMBL. 12801220

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.

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