ZIDEBACTAM

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C13H21N5O7S
Molecular Weight	391.4
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OS(=O)(=O)ON1[C@H]2C[N@]([C@@H](CC2)C(=O)NNC(=O)[C@@H]3CCCNC3)C1=O

InChI

InChIKey=YCZPXRQPDCXTIO-BBBLOLIVSA-N

InChI=1S/C13H21N5O7S/c19-11(8-2-1-5-14-6-8)15-16-12(20)10-4-3-9-7-17(10)13(21)18(9)25-26(22,23)24/h8-10,14H,1-7H2,(H,15,19)(H,16,20)(H,22,23,24)/t8-,9-,10+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C13H21N5O7S
Molecular Weight	391.4
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28289035 | https://clinicaltrials.gov/ct2/show/NCT02674347

Zidebactam (also known as WCK 5107), a beta-lactam enhancer that belongs to the bicyclo-acyl hydrazide series. This drug inhibits the penicillin-binding protein and is participating in phase I clinical trial to treat the bacterial infection.

Originator

Approval Year

PubMed

Title	Date	PubMed
WCK 5107 (Zidebactam) and WCK 5153 Are Novel Inhibitors of PBP2 Showing Potent "β-Lactam Enhancer" Activity against Pseudomonas aeruginosa, Including Multidrug-Resistant Metallo-β-Lactamase-Producing High-Risk Clones.	2017 Jun	28289035

Patents

Sample Use Guides

In Vivo Use Guide

3 g of zidebactam (1 g q8h) and 6 g of cefepime (2 g q8h) or 6 administered as IV infusions every q8h, over a period of 60 minutes.

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:30:52 GMT 2023` Edited by `admin` on `Sat Dec 16 08:30:52 GMT 2023`
Record UNII	YPM97423DB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ZIDEBACTAM

Official Name

English

WCK-5107

Code

English

1,6-DIAZABICYCLO(3.2.1)OCTANE-2-CARBOXYLIC ACID, 7-OXO-6-(SULFOOXY)-, 2-(2-((3R)-3-PIPERIDINYLCARBONYL)HYDRAZIDE), (1R,2S,5R)-

Systematic Name

English

Zidebactam [WHO-DD]

Common Name

English

ZIDEBACTAM, (-)-

Common Name

English

zidebactam [INN]

Common Name

English

WCK5107

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C258