WCK-4234 sodium

• CAT Number: I038264
• CAS Number: 1804915-68-1
• Molecular Formula: C7H8N3NaO5S
• Molecular Weight: 269.21
• Purity: 98%
• Solubility: Soluble in DMSO
• Storage: -20°C, away from moisture
• IUPAC Name: sodium (2S,5R)-2-cyano-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl sulfate
• InChI: InChI=1S/C7H9N3O5S.Na/c8-3-5-1-2-6-4-9(5)7(11)10(6)15-16(12,13)14;/h5-6H,1-2,4H2,(H,12,13,14);/q;+1/p-1/t5-,6+;/m0./s1
• InChIKey: RYJWKSOILDDAHI-RIHPBJNCSA-M
• SMILES: O=S(ON1[C@]2([H])CC[C@@H](C#N)N(C2)C1=O)([O-])=O.[Na+]

WCK-4234（Cat No.:I038264） is a highly potent inhibitor of β-lactamases, enzymes responsible for bacterial resistance to β-lactam antibiotics. It exhibits remarkable inhibitory activity against class A, C, and D β-lactamases, including OXA carbapenemases, with unprecedented k2/K values. Through mass spectrometry, it was observed that WCK-4234 forms highly stable acyl complexes. These findings highlight WCK-4234 as a novel and promising β-lactamase inhibitor capable of cross-class inhibition.

Reference

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Bajaksouzian S, Rudin SD, Rather PN, Bhavsar S, Ravikumar T, Deshpande PK, Patil
V, Yeole R, Bhagwat SS, Patel MV, van den Akker F, Bonomo RA. Strategic
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β-lactamase inhibitors and β-lactam enhancers: The activity of three novel
diazabicyclooctanes, WCK 5153, zidebactam (WCK 5107), and WCK 4234. J Med Chem.
2018 Apr 7. doi: 10.1021/acs.jmedchem.8b00091. [Epub ahead of print] PubMed PMID:
29627985.
2: Moya B, Barcelo IM, Bhagwat S, Patel M, Bou G, Papp-Wallace KM, Bonomo RA,
Oliver A. Potent β-Lactam Enhancer Activity of Zidebactam and WCK 5153 against
Acinetobacter baumannii, Including Carbapenemase-Producing Clinical Isolates.
Antimicrob Agents Chemother. 2017 Oct 24;61(11). pii: e01238-17. doi:
10.1128/AAC.01238-17. Print 2017 Nov. PubMed PMID: 28848013; PubMed Central
PMCID: PMC5655067.
3: Moya B, Barcelo IM, Bhagwat S, Patel M, Bou G, Papp-Wallace KM, Bonomo RA,
Oliver A. 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. Antimicrob
Agents Chemother. 2017 May 24;61(6). pii: e02529-16. doi: 10.1128/AAC.02529-16.
Print 2017 Jun. PubMed PMID: 28289035; PubMed Central PMCID: PMC5444176.