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Compound Detail

CHEMBL1439

TAZOBACTAM SODIUM
💊 Approved Drug
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💊 Approved Drug
C[C@]1(Cn2ccnn2)[C@H](C(=O)[O-])N2C(=O)C[C@H]2S1(=O)=O.[Na+]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1439
Name TAZOBACTAM SODIUM
Phase Approved
Structure Type MOL
InChI Key RFMIKMMOLPNEDG-QVUDESDKSA-M
Therapeutic ✓ Yes
Parent Compound CHEMBL404
Active Moiety CHEMBL404

Known Names

CL 307,579 CL-307579 Tazobactam (as sodium) Tazobactam sodium Tazobactam sodium component of zerbaxa Tazobactam sodium component of zosyn Tazobactam sodium salt Tazobactum sodium Tazocillin
7
Targets
25
Activities
1
Assay Types
0
PK Parameters
20
Publications
9
Known Names
11
Indications
1
Mechanisms

Molecular Properties

300.3
MW (Da)
-1.52
ALogP
7
HBA
1
HBD
122.5
PSA (Ų)
0.67
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1993
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem -bactam
USAN Year 1989

Extended Properties

Molecular Formula C10H11N4NaO5S
MW 322.28
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -0.31

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Bacterial beta-lactamase TEM inhibitor INHIBITOR Beta-lactamase TEM ✓ ✓

Indications

Appendicitis Cellulitis Diabetic Foot Endometritis Healthcare-Associated Pneumonia Intraabdominal Infections Pelvic Inflammatory Disease Peritonitis Pneumonia Urinary Tract Infections Infections

Activity Summary

IC50 25 meas. best 7.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-lactamase TEM
CHEMBL2065
 IC50 7.6 7.19 25.0 5
Unchecked
CHEMBL612545
 IC50 7.0 5.54 100.0 2
Beta-lactamase
CHEMBL4114
 IC50 6.54 5.6817 290.0 6
Beta-lactamase TEM
CHEMBL3652
 IC50 6.5 6.5 320.0 1
Beta-lactamase
CHEMBL2725
 IC50 6.03 5.17 943.0 3
Beta-lactamase
CHEMBL2026
 IC50 6.02 4.7325 950.0 4
Beta-lactamase class C
CHEMBL3499
 IC50 5.47 4.6867 3400.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-lactamase TEM IC50 = 25.0 nM 7.6 The concentration of compound to inhibit Beta-lactamase was measured on Escheric... 7699694
Beta-lactamase TEM IC50 = 60.0 nM 7.22 Inhibitory activity against TEM-1 (class A) beta-lactamase 10230626
Beta-lactamase TEM IC50 = 60.0 nM 7.22 Inhibitory activity against TEM-1 (class A) beta-lactamase 10230627
Beta-lactamase TEM IC50 = 100.0 nM 7.0 Inhibition of Escherichia coli TEM1 15588091
Unchecked IC50 = 100.0 nM 7.0 Inhibition of TEM1 beta-lactamase 18061461
Beta-lactamase TEM IC50 = 122.0 nM 6.91 Beta-Lactamase inhibitory activity against representative class A (TEM-1) serine... 14980686
Beta-lactamase IC50 = 290.0 nM 6.54 The compound was evaluated for inhibition against Beta-lactamase TEM derived fro... 10853645
Beta-lactamase IC50 = 297.0 nM 6.53 Inhibitory activity against serine Beta-lactamase TEM derived from Staphylococcu... 10450969
Beta-lactamase TEM IC50 = 320.0 nM 6.5 Inhibition of class A TEM-1 beta-lactamase derived from Enterobacter cloacae 10853646
Beta-lactamase IC50 = 943.0 nM 6.03 The concentration of compound to inhibit Beta-lactamase was measured on Enteroba... 7699694
Beta-lactamase IC50 = 950.0 nM 6.02 Inhibition Assay: For the measurement of β-lactamase inhibitory activity, 100 μM... -
Beta-lactamase IC50 = 2570.0 nM 5.59 The compound was evaluated for inhibition against Beta-lactamase derived from St... 10853645
Beta-lactamase IC50 = 2570.0 nM 5.59 Inhibitory activity against serine beta-lactamase, PC1 (class A) derived from St... 10450969
Beta-lactamase IC50 = 2800.0 nM 5.55 Inhibition of class A beta-lactamase derived from Staphylococcus aureus strain P... 10853646
Beta-lactamase class C IC50 = 3400.0 nM 5.47 The compound was evaluated for inhibition against the GC1 extended spectrum Clas... 10853646
Beta-lactamase IC50 = 4000.0 nM 5.4 The concentration of compound to inhibit Beta-lactamase was measured on Enteroba... 7699694
Beta-lactamase IC50 = 47700.0 nM 4.32 Inhibitory activity against AmpC (class C) beta-lactamase 10230626
Beta-lactamase IC50 = 47700.0 nM 4.32 Inhibitory activity against AmpC (class C) beta-lactamase 10230627
Beta-lactamase class C IC50 = 49800.0 nM 4.3 The compound was evaluated for inhibition against Class C beta-lactamase derived... 10853646
Beta-lactamase IC50 = 51900.0 nM 4.29 Inhibitory activity against serine Beta-lactamase derived from Staphylococcus au... 10450969

Literature References

PubMed DOI Target Context # Activities
18061461 10.1016/j.bmc.2007.11.006 Escherichia coli 12
14980686 10.1016/j.bmcl.2003.12.037 Unchecked 8
15588091 10.1021/jm049680x Escherichia coli 7
18061461 10.1016/j.bmc.2007.11.006 Enterobacter cloacae 4
10450969 10.1016/s0960-894x(99)00325-x Beta-lactamase 3
18061461 10.1016/j.bmc.2007.11.006 Unchecked 3
15588091 10.1021/jm049680x Enterobacter cloacae 3
14980686 10.1016/j.bmcl.2003.12.037 Beta-lactamase TEM 2
10230627 10.1016/s0960-894x(99)00107-9 Serratia marcescens 2
10230627 10.1016/s0960-894x(99)00107-9 Escherichia coli 2
7699694 10.1021/jm00006a022 Beta-lactamase 2
10853646 10.1016/s0960-894x(00)00098-6 Beta-lactamase class C 2
10853645 10.1016/s0960-894x(00)00094-9 Beta-lactamase 2
18061461 10.1016/j.bmc.2007.11.006 Serratia marcescens 2
10230626 10.1016/s0960-894x(99)00106-7 Mus musculus 2
15588091 10.1021/jm049680x Serratia marcescens 2
14980686 10.1016/j.bmcl.2003.12.037 Beta-lactamase 2
10230626 10.1016/s0960-894x(99)00106-7 Serratia marcescens 1
18061461 10.1016/j.bmc.2007.11.006 Staphylococcus aureus 1
10230626 10.1016/s0960-894x(99)00106-7 Beta-lactamase TEM 1

Data from ChEMBL 36 via Core Engine