Sulbactam

Synonym(s): CP-45,899

Class: Beta-lactamase inhibitor (penicillanic acid sulfone)

Details of activity:	Binds irreversibly to beta-lactamases, mainly class A enzymes. No intrinsic antibacterial activity except some antibacterial activity against Acinetobacter
Combined with other compounds:	Yes
Description:	Streptomyces natural product. Only available as a combination product, oral and parenteral application
Institute where first reported:	Pfizer
Year first mentioned:	1978
Highest developmental phase:	Approved by FDA in 1986
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	CC1(C)[C@H](C(=O)O)N2C(=O)C[C@H]2S1(=O)=O
Isomeric SMILES:	CC1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)C
InChI:	InChI=1S/C8H11NO5S/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1
InChI Key:	FKENQMMABCRJMK-RITPCOANSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/130313

External links:
Guide to Pharmacology:	sulbactam
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC358033/
Citations:	https://pubs.acs.org/doi/10.1021/acs.jmedchem.9b01279 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC179968/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2806661/