WCK-4234 sodium
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MedKoo CAT#: 555243

CAS#: 1804915-68-1 (sodium)

Description: WCK-4234 is a potent β-lactamase inhibitor. WCK-4234 inhibited class A, C and D β-lactamases with unprecedented k2/K values against OXA carbapenemases. WCK-4234 inhibited class A, C and D β-lactamases with unprecedented k2/K values against OXA carbapenemases. WCK-4234 formed highly stable acyl-complexes via mass spectrometry. WCK-4234 is a novel β-lactamase inhibitor that demonstate potent cross-class inhibition and clinical studies targeting MDR infections are warranted.


Chemical Structure

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WCK-4234 sodium
CAS# 1804915-68-1 (sodium)

Theoretical Analysis

MedKoo Cat#: 555243
Name: WCK-4234 sodium
CAS#: 1804915-68-1 (sodium)
Chemical Formula: C7H8N3NaO5S
Exact Mass: 269.01
Molecular Weight: 269.207
Elemental Analysis: C, 31.23; H, 3.00; N, 15.61; Na, 8.54; O, 29.72; S, 11.91

Price and Availability

Size Price Availability Quantity
1mg USD 110 Ready to ship
5mg USD 300 Ready to ship
10mg USD 450 Ready to ship
25mg USD 825 Ready to ship
50mg USD 1450 Ready to ship
100mg USD 2550 Ready to ship
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Related CAS #: 1804915-68-1 (sodium)   1706523-58-1 (free acid)    

Synonym: WCK-4234; WCK 4234; WCK4234.

IUPAC/Chemical Name: sodium (2S,5R)-2-cyano-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl sulfate

InChi Key: RYJWKSOILDDAHI-RIHPBJNCSA-M

InChi Code: 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

SMILES Code: O=S(ON1[C@]2([H])CC[C@@H](C#N)N(C2)C1=O)([O-])=O.[Na+]

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info: Limited treatment options exist to combat infections caused by multidrug-resistant (MDR) Gram negative bacteria possessing broad-spectrum β-lactamases.

Biological target: WCK-4234 is a potent β-lactamase inhibitor.
In vitro activity: From the contemporary collection, this study found (i) that all Enterobacteriaceae were susceptible to meropenem plus WCK 4234, (ii) that susceptibility rates for Acinetobacter baumannii were 56.5% for meropenem alone, 82.6% with 4 μg/ml WCK 4234, and 95.7% with 8 μg/ml WCK 4234, and (iii) that WCK 4234 had a modest effect on susceptibility of Pseudomonas aeruginosa. Reference: Antimicrob Agents Chemother. 2019 Dec 20;64(1):e01666-19. https://pubmed.ncbi.nlm.nih.gov/31611363/
In vivo activity: TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 269.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Iregui A, Khan Z, Landman D, Quale J. Activity of Meropenem with a Novel Broader-Spectrum β-Lactamase Inhibitor, WCK 4234, against Gram-Negative Pathogens Endemic to New York City. Antimicrob Agents Chemother. 2019 Dec 20;64(1):e01666-19. doi: 10.1128/AAC.01666-19. PMID: 31611363; PMCID: PMC7187611. 2. Papp-Wallace KM, Nguyen NQ, Jacobs MR, Bethel CR, Barnes MD, Kumar V, 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 Approaches to Overcome Resistance against Gram-Negative Pathogens Using β-Lactamase Inhibitors and β-Lactam Enhancers: Activity of Three Novel Diazabicyclooctanes WCK 5153, Zidebactam (WCK 5107), and WCK 4234. J Med Chem. 2018 May 10;61(9):4067-4086. doi: 10.1021/acs.jmedchem.8b00091. Epub 2018 Apr 20. PMID: 29627985; PMCID: PMC6131718.
In vitro protocol: 1. Iregui A, Khan Z, Landman D, Quale J. Activity of Meropenem with a Novel Broader-Spectrum β-Lactamase Inhibitor, WCK 4234, against Gram-Negative Pathogens Endemic to New York City. Antimicrob Agents Chemother. 2019 Dec 20;64(1):e01666-19. doi: 10.1128/AAC.01666-19. PMID: 31611363; PMCID: PMC7187611. 2. Papp-Wallace KM, Nguyen NQ, Jacobs MR, Bethel CR, Barnes MD, Kumar V, 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 Approaches to Overcome Resistance against Gram-Negative Pathogens Using β-Lactamase Inhibitors and β-Lactam Enhancers: Activity of Three Novel Diazabicyclooctanes WCK 5153, Zidebactam (WCK 5107), and WCK 4234. J Med Chem. 2018 May 10;61(9):4067-4086. doi: 10.1021/acs.jmedchem.8b00091. Epub 2018 Apr 20. PMID: 29627985; PMCID: PMC6131718.
In vivo protocol: TBD

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1: Papp-Wallace KM, Nguyen NQ, Jacobs MR, Bethel CR, Barnes MD, Kumar V,
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
approaches to overcome resistance against Gram negative pathogens using
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.