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Compound Detail

CHEMBL520642

CEFTOBIPROLE
🧪 Phase II
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🧪 Phase II
Nc1nc(/C(=N/O)C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(/C=C4\CCN([C@@H]5CCNC5)C4=O)CS[C@H]23)ns1

Basic Information

ChEMBL ID CHEMBL520642
Name CEFTOBIPROLE
Phase Phase II
Structure Type MOL
InChI Key VOAZJEPQLGBXGO-SDAWRPRTSA-N

Known Names

BAL-9141-000 BAL-9141000 BAL9141-000 Ceftobiprol Ceftobiprole RO 63-9141 RO-63-9141 RO-639141 Zeftera
1
Targets
3
Activities
1
Assay Types
30
PK Parameters
20
Publications
9
Known Names
1
Indications
1
Mechanisms

Molecular Properties

534.6
MW (Da)
-1.44
ALogP
12
HBA
5
HBD
203.4
PSA (Ų)
0.09
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem cef-
USAN Year 2006

Extended Properties

Molecular Formula C20H22N8O6S2
MW 534.58
Aromatic Rings 1
Heavy Atoms 36
NP-Likeness -0.12

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Bacterial penicillin-binding protein inhibitor INHIBITOR Bacterial penicillin-binding protein

Indications

Pneumonia

Activity Summary

IC50 3 meas. best 5.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MecA
CHEMBL6187
IC50 5.72 5.45 1900.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 65300.0 ng.hr.mL-1 Oryctolagus cuniculus
AUC 215000.0 ng.hr.mL-1 Oryctolagus cuniculus
AUC 116000.0 ng.hr.mL-1 Homo sapiens
AUC 213000.0 ng.hr.mL-1 Mus musculus
AUC 27800.0 ng.hr.mL-1 Mus musculus
AUC 5850.0 ng.hr.mL-1 Mus musculus
AUC 1840.0 ng.hr.mL-1 Mus musculus
AUC 2570.0 ng.hr.mL-1 Mus musculus
AUC 15790.0 ng.hr.mL-1 Mus musculus
AUC 35250.0 ng.hr.mL-1 Mus musculus
AUC 97100.0 ng.hr.mL-1 Homo sapiens
AUC 98000.0 ng.hr.mL-1 Homo sapiens
AUC 76000.0 ng.hr.mL-1 Homo sapiens
AUC 34300.0 ng.hr.mL-1 Homo sapiens
AUC 50600.0 ng.hr.mL-1 Homo sapiens
AUC 76900.0 ng.hr.mL-1 Homo sapiens
AUC 76900.0 ng.hr.mL-1 Homo sapiens
AUC 36500.0 ng.hr.mL-1 Homo sapiens
AUC 53200.0 ng.hr.mL-1 Homo sapiens
AUC 68800.0 ng.hr.mL-1 Mus musculus
AUC 46000.0 ng.hr.mL-1 Mus musculus
AUC 98700.0 ng.hr.mL-1 Homo sapiens
AUC 25.2 mg.hr/kg Homo sapiens
CL 0.009 mL.min-1.kg-1 Mus musculus
CL 0.01617 mL.min-1.kg-1 Mus musculus
CL 0.0105 mL.min-1.kg-1 Mus musculus
CL 0.01183 mL.min-1.kg-1 Mus musculus
CL 1.5 mL.min-1.kg-1 Homo sapiens
CL 5.15 L/hr Homo sapiens
CL 5.162 L/hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19289525 10.1128/aac.01135-08 Staphylococcus aureus 176
17591851 10.1128/aac.00218-07 Beta-lactamase 60
19546358 10.1128/aac.00206-09 Staphylococcus aureus 54
20145088 10.1128/aac.01350-09 Staphylococcus aureus 51
18505853 10.1128/aac.00266-08 Staphylococcus aureus 47
18676887 10.1128/aac.01273-07 NON-PROTEIN TARGET 38
19949055 10.1128/aac.01024-09 Staphylococcus aureus 36
20606064 10.1128/aac.00060-10 Pseudomonas aeruginosa 35
18411322 10.1128/aac.01422-07 NON-PROTEIN TARGET 34
19433554 10.1128/aac.00018-09 Pseudomonas aeruginosa 32
18411322 10.1128/aac.01422-07 Mus musculus 24
18591277 10.1128/aac.00336-08 NON-PROTEIN TARGET 24
17470659 10.1128/aac.00029-07 Unchecked 22
20211890 10.1128/aac.01325-09 Staphylococcus aureus 20
19884364 10.1128/aac.00642-09 Staphylococcus aureus 18
17438057 10.1128/aac.00131-07 Enterococcus faecalis 18
18411322 10.1128/aac.01422-07 Staphylococcus aureus 17
19884364 10.1128/aac.00642-09 Skin 16
19884364 10.1128/aac.00642-09 Pseudomonas aeruginosa 16
19917749 10.1128/aac.00983-09 Unchecked 16

Data from ChEMBL 36 via Core Engine