VABORBACTAM

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Synonyms
Status
Molecule Category UNKNOWN
UNII 1C75676F8V

Structure

InChI Key IOOWNWLVCOUUEX-WPRPVWTQSA-N
Smiles O=C(O)C[C@@H]1CC[C@H](NC(=O)Cc2cccs2)B(O)O1
InChI
InChI=1S/C12H16BNO5S/c15-11(7-9-2-1-5-20-9)14-10-4-3-8(6-12(16)17)19-13(10)18/h1-2,5,8,10,18H,3-4,6-7H2,(H,14,15)(H,16,17)/t8-,10-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C12H16BNO5S
Molecular Weight 297.14
AlogP None
Hydrogen Bond Acceptor None
Hydrogen Bond Donor None
Number of Rotational Bond None
Polar Surface Area None
Molecular species None
Aromatic Rings None
Heavy Atoms None

Bioactivity

Mechanism of Action Action Reference
Carbepenem-hydrolyzing beta-lactamase KPC inhibitor INHIBITOR FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - 56 -
Assay Description Organism Bioactivity Reference
Inhibition of beta-lactamase (unknown origin) Not specified 9.0 nM
Inhibition of Escherichia coli recombinant KPC-2 assessed as substrate nitrocefin degradation preincubated for 10 mins followed by substrate addition measured every 10 secs for 10 mins by spectrophotometric analysis Escherichia coli 69.0 nM
Inhibition of Escherichia coli recombinant CTX-M-15 assessed as substrate nitrocefin degradation preincubated for 10 mins followed by substrate addition measured every 10 secs for 10 mins by spectrophotometric analysis Escherichia coli 44.0 nM
Inhibition of Escherichia coli recombinant SHV-12 assessed as substrate nitrocefin degradation preincubated for 10 mins followed by substrate addition measured every 10 secs for 10 mins by spectrophotometric analysis Escherichia coli 29.0 nM
Inhibition of Escherichia coli recombinant TEM-10 assessed as substrate nitrocefin degradation preincubated for 10 mins followed by substrate addition measured every 10 secs for 10 mins by spectrophotometric analysis Escherichia coli 110.0 nM
Inhibition of Escherichia coli recombinant P99 assessed as substrate nitrocefin degradation preincubated for 10 mins followed by substrate addition measured every 10 secs for 10 mins by spectrophotometric analysis Escherichia coli 53.0 nM
Inhibition of Escherichia coli recombinant CMY-2 assessed as substrate nitrocefin degradation preincubated for 10 mins followed by substrate addition measured every 10 secs for 10 mins by spectrophotometric analysis Escherichia coli 99.0 nM
Inhibition of bacterial KPC by measuring nitrocefin degradation Bacteria 29.0 nM
Inhibition of bacterial CTX-M by measuring nitrocefin degradation Bacteria 29.0 nM
Inhibition of bacterial SHV by measuring nitrocefin degradation Bacteria 29.0 nM
Inhibition of bacterial CMY by measuring nitrocefin degradation Bacteria 29.0 nM
Inhibition of bacterial KPC-2 using imipenem as substrate preincubated for 15 mins followed by susbtrate addition and measured after 10 mins by spectrophotometric method Bacteria 100.0 nM
Inhibition of bacterial AmpC using nitrocefin as substrate preincubated for 15 mins followed by susbtrate addition and measured after 10 mins by spectrophotometric method Bacteria 90.0 nM
Inhibition of bacterial SHV-5 using cefotaxime as substrate preincubated for 15 mins followed by susbtrate addition and measured after 10 mins by spectrophotometric method Bacteria 440.0 nM
Inhibition of bacterial CTX-M-15 using cefotaxime as substrate preincubated for 15 mins followed by susbtrate addition and measured after 10 mins by spectrophotometric method Bacteria 420.0 nM
Inhibition of bacterial CMY-2 using nitrocefin as substrate preincubated for 15 mins followed by susbtrate addition and measured after 10 mins by spectrophotometric method Bacteria 220.0 nM
Inhibition of recombinant bacterial KPC-2 expressed in Escherichia coli assessed as reduction in breakdown of cephalosporin FC-5 by fluorescence method Bacteria 90.0 nM
Inhibition of bacterial expressed in Escherichia coli OXA-10 assessed as reduction in breakdown of cephalosporin FC-5 at 400 uM by fluorescence method Bacteria 50.0 %
Inhibition of recombinant Escherichia coli KPC-2 using nitrocefin as substrate preincubated for 10 mins followed by substrate addition and measured every 10 secs for 10 mins by spectrophotometric analysis Escherichia coli 56.0 nM
Inhibition of recombinant Escherichia coli CTX-M-14 using nitrocefin as substrate preincubated for 10 mins followed by substrate addition measured every 10 secs for 10 mins by spectrophotometrically analysis Escherichia coli 33.0 nM
Inhibition of recombinant Escherichia coli TEM-10 using nitrocefin as substrate preincubated for 10 mins followed by substrate addition measured every 10 secs for 10 mins by spectrophotometrically analysis Escherichia coli 140.0 nM
Inhibition of recombinant Escherichia coli SHV-12 using nitrocefin as substrate preincubated for 10 mins followed by substrate addition measured every 10 secs for 10 mins by spectrophotometrically analysis Escherichia coli 21.0 nM
Inhibition of recombinant Escherichia coli AmpC using nitrocefin as substrate preincubated for 10 mins followed by substrate addition measured every 10 secs for 10 mins by spectrophotometrically analysis Escherichia coli 35.0 nM
Inhibition of beta lactamase KPC-2 in Klebsiella pneumoniae using nitrocefin as substrate preincubated for 10 mins followed by substrate addition Klebsiella pneumoniae 35.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL3317857
DrugBank DB12107
DrugCentral 5253
FDA SRS 1C75676F8V
Guide to Pharmacology 10871
PDB 4D6
PubChem 56649692
SureChEMBL SCHEMBL620289
CONTENTS