U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C26H25N8O11S2.Na
Molecular Weight 712.643
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of CEFTOBIPROLE MEDOCARIL

SMILES

[Na+].[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=MFAWUGGPPMTWPU-LCJFHXTKSA-M
InChI=1S/C26H26N8O11S2.Na/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);/q;+1/p-1/b11-6+,30-15-;/t13-,16-,22-;/m1./s1

HIDE SMILES / InChI
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

Targets

PubMed

PubMed

TitleDatePubMed
Results of a double-blind, randomized trial of ceftobiprole treatment of complicated skin and skin structure infections caused by gram-positive bacteria.
2008 Jan
Prevalence of antimicrobial-resistant pathogens in Canadian hospitals: results of the Canadian Ward Surveillance Study (CANWARD 2008).
2010 Nov
Patents
Name Type Language
CEFTOBIPROLE MEDOCARIL
DASH   EMA EPAR   MART.   USAN  
USAN  
Official Name English
Ceftobiprole medocaril sodium [WHO-DD]
Common Name English
BAL5788
Code English
RO-65-5788
Code English
CEFTOBIPROLE MEDOCARIL [MART.]
Common Name English
CEFTOBIPROLE MEDOCARIL SODIUM SALT
MI  
Common Name English
CEFTOBIPROLE MEDOCARIL [USAN]
Common Name English
CEFTOBIPROLE MEDOCARIL SODIUM SALT [MI]
Common Name English
RO 65-5788
Code English
BAL-5788
Code English
BAL5788-001
Code English
BAL-5788-001
Code English
CEFTOBIPROLE MEDOCARIL SODIUM
WHO-DD  
Common Name English
CEFTOBIPROLE MEDOCARIL [EMA EPAR]
Common Name English
RO-655788
Code English
Classification Tree Code System Code
WHO-ATC J01DI01
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
WHO-VATC QJ01DI01
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
NCI_THESAURUS C357
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
EMA ASSESSMENT REPORTS ZEFTERA (REFUSED SOFT TISSUE INFECTIONS)
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
Code System Code Type Description
DRUG BANK
DB14733
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
PRIMARY
EVMPD
SUB130376
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
PRIMARY
USAN
SS-13
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
PRIMARY
CAS
252188-71-9
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
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SMS_ID
100000156073
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
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EPA CompTox
DTXSID601021562
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
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FDA UNII
N99027V28J
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
PRIMARY
DRUG CENTRAL
4402
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
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ChEMBL
CHEMBL1652606
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
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MERCK INDEX
m3223
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C70597
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
PRIMARY
PUBCHEM
135413543
Created by admin on Fri Dec 15 15:41:24 GMT 2023 , Edited by admin on Fri Dec 15 15:41:24 GMT 2023
PRIMARY