CEFTOBIPROLE MEDOCARIL

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 Search

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

Molecular Formula	Na
Molecular Weight	22.9898
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C26H25N8O11S2
Molecular Weight	689.654
Charge	-1
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	2
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19750059 | https://www.cnbc.com/2014/07/21/globe-newswire-basilea-to-launch-zevterarmabelior-ceftobiprole-medocaril-in-europe-through-a-commercial-services-provider.html

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
Staphylococcus aureus 67 Target ID: CHEMBL352 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25117196	Inhibitor 8297
Penicillin-binding protein 2a 17 Target ID: CHEMBL3512 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16922591	Inhibitor 8297

PubMed

Title	Date	PubMed
Activity of ceftobiprole against community-associated methicillin-resistant Staphylococcus aureus isolates recently recovered from US military trainees.	2007 Dec	17911001
Binding of ceftobiprole and comparators to the penicillin-binding proteins of Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, and Streptococcus pneumoniae.	2007 Jul	17470659
Clinical profile of ceftobiprole, a novel beta-lactam antibiotic.	2007 Jun	17488373
Results of a double-blind, randomized trial of ceftobiprole treatment of complicated skin and skin structure infections caused by gram-positive bacteria.	2008 Jan	17954698
In vivo pharmacodynamics of ceftobiprole against multiple bacterial pathogens in murine thigh and lung infection models.	2008 Oct	18676887

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:41:24 GMT 2023` Edited by `admin` on `Fri Dec 15 15:41:24 GMT 2023`
Record UNII	N99027V28J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CEFTOBIPROLE MEDOCARIL

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

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

Common Name

English

CEFTOBIPROLE MEDOCARIL [EMA EPAR]

Common Name

English

RO-655788

Code

English

Classification Tree Code System Code

WHO-ATC

J01DI01