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Compound Detail

CHEMBL3317857

VABORBACTAM
💊 Approved Drug
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💊 Approved Drug
O=C(O)C[C@@H]1CC[C@H](NC(=O)Cc2cccs2)B(O)O1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3317857
Name VABORBACTAM
Phase Approved
Structure Type MOL
InChI Key IOOWNWLVCOUUEX-WPRPVWTQSA-N
Therapeutic ✓ Yes

Known Names

RPX-7009 RPX7009 Vaborbactam Vaborbactam component of carbavance Vaborbactam component of vabomere
2
Targets
49
Activities
2
Assay Types
21
PK Parameters
20
Publications
5
Known Names
3
Indications
1
Mechanisms

Molecular Properties

297.1
MW (Da)

Drug Information

Molecule Type Small molecule
First Approval 2017
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem -bactam
USAN Year 2016

Extended Properties

Molecular Formula C12H16BNO5S
MW 297.14

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Carbepenem-hydrolyzing beta-lactamase KPC inhibitor INHIBITOR Carbapenem-hydrolyzing beta-lactamase KPC ✓ ✓

Indications

Urinary Tract Infections Bacterial Infections Renal Insufficiency

Activity Summary

IC50 31 meas. best 8.05
Ki 18 meas. best 7.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.05 5.82 9.0 18
Unchecked
CHEMBL612545
 Ki 7.68 7.0531 21.0 16
Class A carbapenemase KPC-2
CHEMBL5437
 Ki 7.25 7.25 56.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 64000.0 ng.hr.mL-1 Rattus norvegicus
AUC 239000.0 ng.hr.mL-1 Rattus norvegicus
AUC 1037000.0 ng.hr.mL-1 Rattus norvegicus
AUC 100000.0 ng.hr.mL-1 Homo sapiens
CL 26.67 mL.min-1.kg-1 Rattus norvegicus
CL 21.0 mL.min-1.kg-1 Rattus norvegicus
CL 16.17 mL.min-1.kg-1 Rattus norvegicus
CL 12.8 L/Kg Homo sapiens
Cmax 777411.32 nM Rattus norvegicus
Cmax 2473581.48 nM Rattus norvegicus
Cmax 8733257.05 nM Rattus norvegicus
Cmax 74039.17 nM Homo sapiens
F 10.0 % Rattus norvegicus
T1/2 0.42 hr Rattus norvegicus
T1/2 0.26 hr Rattus norvegicus
T1/2 0.4 hr Rattus norvegicus
T1/2 1.23 hr Homo sapiens
T1/2 1.2 hr Klebsiella pneumoniae
Vd 0.97 L.kg-1 Rattus norvegicus
Vd 0.48 L.kg-1 Rattus norvegicus
Vd 0.55 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 9.0 nM 8.05 Inhibition of beta-lactamase (unknown origin) 25017034
Unchecked Ki = 21.0 nM 7.68 Inhibition of recombinant Escherichia coli SHV-12 using nitrocefin as substrate ... 32150407
Unchecked Ki = 29.0 nM 7.54 Inhibition of bacterial CMY by measuring nitrocefin degradation 28594170
Unchecked Ki = 29.0 nM 7.54 Inhibition of bacterial SHV by measuring nitrocefin degradation 28594170
Unchecked Ki = 29.0 nM 7.54 Inhibition of bacterial CTX-M by measuring nitrocefin degradation 28594170
Unchecked Ki = 29.0 nM 7.54 Inhibition of bacterial KPC by measuring nitrocefin degradation 28594170
Unchecked Ki = 29.0 nM 7.54 Inhibition of Escherichia coli recombinant SHV-12 assessed as substrate nitrocef... 25782055
Unchecked Ki = 33.0 nM 7.48 Inhibition of recombinant Escherichia coli CTX-M-14 using nitrocefin as substrat... 32150407
Unchecked IC50 = 35.0 nM 7.46 Inhibition of beta lactamase KPC-2 in Klebsiella pneumoniae using nitrocefin as ... 33479650
Unchecked Ki = 35.0 nM 7.46 Inhibition of recombinant Escherichia coli AmpC using nitrocefin as substrate pr... 32150407
Unchecked Ki = 44.0 nM 7.36 Inhibition of Escherichia coli recombinant CTX-M-15 assessed as substrate nitroc... 25782055
Unchecked Ki = 53.0 nM 7.28 Inhibition of Escherichia coli recombinant P99 assessed as substrate nitrocefin ... 25782055
Class A carbapenemase KPC-2 Ki = 56.0 nM 7.25 Inhibition of recombinant Escherichia coli KPC-2 using nitrocefin as substrate p... 32150407
Unchecked Ki = 69.0 nM 7.16 Inhibition of Escherichia coli recombinant KPC-2 assessed as substrate nitrocefi... 25782055
Unchecked IC50 = 90.0 nM 7.05 Inhibition of recombinant bacterial KPC-2 expressed in Escherichia coli assessed... 31171422
Unchecked IC50 = 90.0 nM 7.05 Inhibition of bacterial AmpC using nitrocefin as substrate preincubated for 15 m... 31765155
Unchecked Ki = 99.0 nM 7.0 Inhibition of Escherichia coli recombinant CMY-2 assessed as substrate nitrocefi... 25782055
Unchecked IC50 = 100.0 nM 7.0 Inhibition of bacterial KPC-2 using imipenem as substrate preincubated for 15 mi... 31765155
Unchecked Ki = 110.0 nM 6.96 Inhibition of Escherichia coli recombinant TEM-10 assessed as substrate nitrocef... 25782055
Unchecked Ki = 140.0 nM 6.85 Inhibition of recombinant Escherichia coli TEM-10 using nitrocefin as substrate ... 32150407

Literature References

PubMed DOI Target Context # Activities
25782055 10.1021/acs.jmedchem.5b00127 Klebsiella pneumoniae 42
31765155 10.1021/acs.jmedchem.9b01518 Unchecked 34
25782055 10.1021/acs.jmedchem.5b00127 Unchecked 31
25782055 10.1021/acs.jmedchem.5b00127 Beta lactamase TEM-1 20
31171422 10.1016/j.bmcl.2019.05.031 Unchecked 17
25782055 10.1021/acs.jmedchem.5b00127 Rattus norvegicus 15
25782055 10.1021/acs.jmedchem.5b00127 Carbapenem-hydrolyzing beta-lactamase KPC 12
25782055 10.1021/acs.jmedchem.5b00127 Beta-lactamase 12
31454231 10.1021/acs.jmedchem.9b00911 Unchecked 12
25782055 10.1021/acs.jmedchem.5b00127 Beta-lactamase SHV-1 8
32150407 10.1021/acs.jmedchem.9b01976 Unchecked 7
25782055 10.1021/acs.jmedchem.5b00127 Homo sapiens 6
33479650 10.1039/c9md00557a Unchecked 5
25782055 10.1021/acs.jmedchem.5b00127 Class A carbapenemase 5
28594170 10.1021/acs.jmedchem.7b00215 Unchecked 4
25782055 10.1021/acs.jmedchem.5b00127 Class A carbapenemase KPC-2 4
30288219 10.1039/C8MD00342D Unchecked 4
25782055 10.1021/acs.jmedchem.5b00127 Beta-lactamase TEM 4
34337941 10.1021/acs.jmedchem.1c00717 Unchecked 3
31171422 10.1016/j.bmcl.2019.05.031 Metallo-beta-lactamase type 2 3

Data from ChEMBL 36 via Core Engine