Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C26H26N8O11S2 |
Molecular Weight | 690.662 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 2 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12SCC(\C=C3/CCN([C@@H]4CCN(C4)C(=O)OCC5=C(C)OC(=O)O5)C3=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/O)\C6=NSC(N)=N6)C(O)=O
InChI
InChIKey=HFTSMHTWUFCYMJ-YIOMYIDASA-N
InChI=1S/C26H26N8O11S2/c1-10-14(45-26(41)44-10)8-43-25(40)32-4-3-13(7-32)33-5-2-11(20(33)36)6-12-9-46-22-16(21(37)34(22)17(12)23(38)39)28-19(35)15(30-42)18-29-24(27)47-31-18/h6,13,16,22,42H,2-5,7-9H2,1H3,(H,28,35)(H,38,39)(H2,27,29,31)/b11-6+,30-15-/t13-,16-,22-/m1/s1
Molecular Formula | C26H26N8O11S2 |
Molecular Weight | 690.662 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 2 |
Optical Activity | UNSPECIFIED |
Ceftobiprole is a fifth-generation cephalosporin antibiotic. It was discovered by Basilea Pharmaceutica and was developed by Johnson & Johnson Pharmaceutical Research and Development. The drug is demonstrates activity against clinically important gram-positive pathogens, including methicillin-resistant Staphylococcus aureus, penicilliin-resistant Staphylococcus pneumoniae, and Enterococcus faecalis. The drug also has demonstrated activity against gram-negative bacteria including Citrobacter spp., Escherichia coli, Enterobacter spp., Klebsiella spp., Serratia marcescens, and Pseudomonas aeruginosa. The drug has gained regulatory authorization from European states for the treatment of hospital-acquired pneumonia (HAP, excluding ventilator-associated pneumonia, VAP) and community-acquired pneumonia (CAP).
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL352 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25117196 |
|||
Target ID: CHEMBL3512 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16922591 |
PubMed
Title | Date | PubMed |
---|---|---|
Activity of ceftobiprole against community-associated methicillin-resistant Staphylococcus aureus isolates recently recovered from US military trainees. | 2007 Dec |
|
Results of a double-blind, randomized trial of ceftobiprole treatment of complicated skin and skin structure infections caused by gram-positive bacteria. | 2008 Jan |
|
In vivo pharmacodynamics of ceftobiprole against multiple bacterial pathogens in murine thigh and lung infection models. | 2008 Oct |
|
Prevalence of antimicrobial-resistant pathogens in Canadian hospitals: results of the Canadian Ward Surveillance Study (CANWARD 2008). | 2010 Nov |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:49:39 GMT 2023
by
admin
on
Fri Dec 15 15:49:39 GMT 2023
|
Record UNII |
YXV28V1B07
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-ATC |
J01DI01
Created by
admin on Fri Dec 15 15:49:39 GMT 2023 , Edited by admin on Fri Dec 15 15:49:39 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
100000091689
Created by
admin on Fri Dec 15 15:49:39 GMT 2023 , Edited by admin on Fri Dec 15 15:49:39 GMT 2023
|
PRIMARY | |||
|
8532
Created by
admin on Fri Dec 15 15:49:39 GMT 2023 , Edited by admin on Fri Dec 15 15:49:39 GMT 2023
|
PRIMARY | |||
|
m3223
Created by
admin on Fri Dec 15 15:49:39 GMT 2023 , Edited by admin on Fri Dec 15 15:49:39 GMT 2023
|
PRIMARY | Merck Index | ||
|
YXV28V1B07
Created by
admin on Fri Dec 15 15:49:39 GMT 2023 , Edited by admin on Fri Dec 15 15:49:39 GMT 2023
|
PRIMARY | |||
|
C505439
Created by
admin on Fri Dec 15 15:49:39 GMT 2023 , Edited by admin on Fri Dec 15 15:49:39 GMT 2023
|
PRIMARY | |||
|
SUB25721
Created by
admin on Fri Dec 15 15:49:39 GMT 2023 , Edited by admin on Fri Dec 15 15:49:39 GMT 2023
|
PRIMARY | |||
|
135413544
Created by
admin on Fri Dec 15 15:49:39 GMT 2023 , Edited by admin on Fri Dec 15 15:49:39 GMT 2023
|
PRIMARY | |||
|
C170536
Created by
admin on Fri Dec 15 15:49:39 GMT 2023 , Edited by admin on Fri Dec 15 15:49:39 GMT 2023
|
PRIMARY | |||
|
376653-43-9
Created by
admin on Fri Dec 15 15:49:39 GMT 2023 , Edited by admin on Fri Dec 15 15:49:39 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
SALT/SOLVATE -> PARENT |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
METABOLITE ACTIVE -> PRODRUG |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
|