Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL403

SULBACTAM
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CC1(C)[C@H](C(=O)O)N2C(=O)C[C@H]2S1(=O)=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL403
Name SULBACTAM
Phase Approved
Structure Type MOL
InChI Key FKENQMMABCRJMK-RITPCOANSA-N
Therapeutic ✓ Yes

Known Names

CP-458992 NSC-759886 Sulbactam
25
Targets
68
Activities
2
Assay Types
15
PK Parameters
20
Publications
3
Known Names
6
Indications

Molecular Properties

233.2
MW (Da)
-0.79
ALogP
4
HBA
1
HBD
91.8
PSA (Ų)
0.60
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1986
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem -bactam
USAN Year 1980

Extended Properties

Molecular Formula C8H11NO5S
MW 233.24
Aromatic Rings 0
Heavy Atoms 15
NP-Likeness 0.77

Indications

Bacterial Infections Infections Urinary Tract Infections Chorioamnionitis Cleft Palate Osteomyelitis

ATC Classification

J01CG01
sulbactam
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

IC50 62 meas. best 7.12
Ki 6 meas. best 6.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-lactamase
CHEMBL5439
 IC50 7.12 7.12 75.0 1
Unchecked
CHEMBL612545
 IC50 6.7 5.7258 200.0 24
Beta-lactamase GES-13
CHEMBL1250341
 IC50 6.43 6.43 370.0 1
Beta-lactamase TEM
CHEMBL2065
 Ki 6.1 6.1 800.0 1
Beta-lactamase TEM
CHEMBL2065
 IC50 6.1 5.6317 800.0 6
Beta-lactamase
CHEMBL2725
 IC50 6.0 5.1775 1000.0 4
Beta-lactamase TEM
CHEMBL2364670
 IC50 5.97 5.97 1065.9 1
ADC-14 protein
CHEMBL1667675
 IC50 5.95 5.95 1120.0 1
Unchecked
CHEMBL612545
 Ki 5.8 5.05 1600.0 3
Escherichia coli
CHEMBL354
 IC50 5.72 5.72 1900.0 1
Beta-lactamase SHV-11
CHEMBL1287606
 IC50 5.62 5.62 2400.0 1
Beta-lactamase bla(BEL1)
CHEMBL3885670
 IC50 5.52 5.52 3000.0 1
Beta-lactamase
CHEMBL3885668
 IC50 5.52 5.52 3000.0 1
Beta-lactamase SHV-1
CHEMBL5956
 IC50 5.41 5.41 3915.0 1
Extended-spectrum beta-lactamase PER-6
CHEMBL1697666
 IC50 5.4 5.4 4000.0 1
Beta-lactamase SCO-1
CHEMBL1075073
 IC50 5.21 5.21 6200.0 1
Beta-lactamase
CHEMBL4114
 IC50 5.19 5.19 6500.0 1
Staphylococcus aureus
CHEMBL352
 IC50 5.17 5.17 6800.0 1
ADC-16 protein
CHEMBL1667676
 IC50 5.11 5.11 7758.0 1
ADC-18 protein
CHEMBL1667677
 IC50 4.93 4.93 11650.0 1
Class D beta-lactamase
CHEMBL1255145
 IC50 4.92 4.92 12000.0 1
Enterobacter cloacae
CHEMBL349
 IC50 4.7 4.7 20000.0 1
Beta-lactamase OXA-1
CHEMBL4951
 IC50 4.66 4.66 22000.0 1
Carbapenem-hydrolizing beta-lactamase SFC-1
CHEMBL5042
 IC50 4.64 4.64 22700.0 1
Beta-lactamase 1
CHEMBL5732
 IC50 4.6 4.6 25000.0 2
Beta-lactamase
CHEMBL2026
 IC50 4.59 4.2825 25495.4 4
Beta-lactamase
CHEMBL5031
 IC50 4.57 4.57 27000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1400.0 ng.hr.mL-1 -
AUC 87510.0 ng.hr.mL-1 Mus musculus
AUC 57070.0 ng.hr.mL-1 Oryctolagus cuniculus
CL 5.1 mL.min-1.kg-1 Homo sapiens
CL 5.1 mL.min-1.kg-1 Homo sapiens
CL 3.0 uL.min-1.(10^6cells)-1 Homo sapiens
Cmax 3001.2 nM -
Cmax 383510.55 nM Mus musculus
Cmax 322972.05 nM Oryctolagus cuniculus
Fu 0.62 - Homo sapiens
MRT 1.0 hr Homo sapiens
T1/2 1.2 hr Rattus norvegicus
T1/2 0.35 hr Mus musculus
T1/2 0.54 hr Oryctolagus cuniculus
T1/2 1.1 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-lactamase IC50 = 75.0 nM 7.12 Inhibition of Bacillus clausii NR beta-lactamase BCL1 expressed in Escherichia c... 17846134
Unchecked IC50 = 200.0 nM 6.7 Inhibition of recombinant beta-lactamase RTG3 expressed in Escherichia coli TOP1... 19380596
Unchecked IC50 = 230.0 nM 6.64 Inhibition of beta-lactamase CTX-M-15 assessed as nitrocefin hydrolysis after 5 ... 20921316
Unchecked IC50 = 260.0 nM 6.58 Inhibition of beta-lactamase SHV-4 assessed as nitrocefin hydrolysis after 5 min... 20921316
Unchecked IC50 = 300.0 nM 6.52 Inhibition of Escherichia coli Inhibitor-resistant beta-lactamase SHV-56 18663019
Unchecked IC50 = 300.0 nM 6.52 Inhibition of Beta-lactamase GES-13 K104, N170 mutant preincubated for 5 mins be... 20696873
Beta-lactamase GES-13 IC50 = 370.0 nM 6.43 Inhibition of Pseudomonas aeruginosa GES-13 beta lactamase 20065056
Unchecked IC50 = 500.0 nM 6.3 Inhibition of Beta-lactamase GES-2 E104, N170 mutant preincubated for 5 mins bef... 20696873
Unchecked IC50 = 800.0 nM 6.1 Inhibitory activity against cephalosporinase from Proteus vulgaris TH-147 using ... 3039137
Beta-lactamase TEM IC50 = 800.0 nM 6.1 Compound was evaluated for beta-lactamase inhibition activity of Escherichia col... -
Beta-lactamase TEM Ki = 800.0 nM 6.1 Inhibition constant (Ki) for TEM-1 beta-lactamase 3257523
Beta-lactamase IC50 = 1000.0 nM 6.0 Compound was evaluated for beta-lactamase inhibition activity of Escherichia clo... -
Unchecked IC50 = 1000.0 nM 6.0 Inhibitory activity against cephalosporinase from Proteus morganii TH-64 using c... 3039137
Beta-lactamase TEM IC50 = 1065.9 nM 5.97 Cell Free Inhibition Assay: The inhibitory concentrations (IC50, [uM]) of the be... -
Unchecked IC50 = 1060.0 nM 5.97 Inhibition of Beta-lactamase TEM-1 19075067
ADC-14 protein IC50 = 1120.0 nM 5.95 Inhibition of Acinetobacter genomosp. 3 isolate 65 ADC-14 19029333
Unchecked IC50 = 1300.0 nM 5.89 Inhibition of Beta-lactamase GES-7 K104, G170 mutant preincubated for 5 mins bef... 20696873
Unchecked IC50 = 1300.0 nM 5.89 Inhibition of beta-lactamase TEM-1 21129961
Beta-lactamase TEM IC50 = 1400.0 nM 5.85 Inhibitory activity against TEM-1 (class A) beta-lactamase 10230626
Beta-lactamase TEM IC50 = 1400.0 nM 5.85 In vitro inhibitory concentration against TEM-1 enzyme 11327608

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 202
33933754 10.1016/j.ejmech.2021.113436 Acinetobacter baumannii 19
20047914 10.1128/aac.00367-09 Acinetobacter baumannii 15
20368407 10.1128/aac.01624-09 Acinetobacter pittii 15
23252553 10.1021/jm301490d Unchecked 7
20696873 10.1128/aac.00771-10 Unchecked 6
- 10.1016/S0960-894X(01)80933-1 Beta-lactamase 5
23252553 10.1021/jm301490d Escherichia coli 5
6273562 10.1021/jm00144a034 Mus musculus 5
18426954 10.1124/dmd.108.020479 ADMET 4
20921316 10.1128/aac.00568-10 Unchecked 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
17470648 10.1128/aac.00083-07 Unchecked 4
33933754 10.1016/j.ejmech.2021.113436 Unchecked 4
20421396 10.1128/aac.00197-10 Unchecked 4
20008772 10.1128/aac.00693-09 Unchecked 4
17043112 10.1128/aac.00858-06 NON-PROTEIN TARGET 4
20047914 10.1128/aac.00367-09 Unchecked 4
20047914 10.1128/aac.00367-09 Oryctolagus cuniculus 3
19075067 10.1128/aac.00085-08 Unchecked 3

Data from ChEMBL 36 via Core Engine