Compound ID | 1871

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Sulbactam

Synonym(s): CP-45,899

Class: Beta-lactamase inhibitor

Agent Type: Natural product; Small molecule; Direct acting; Antibiotic adjuvant;
Spectrum of activity: Gram-negative
Mechanism of action: Binds irreversibly to beta-lactamases, mainly class A enzymes
Target Pathogen: Active against Acinetobacter baumannii
Combined with other compounds: Yes
Description: Natural product from Streptomyces; only available as a combination product, oral and parenteral application; penicillanic acid sulfone; no intrinsic antibacterial activity except against some Acinetobacter strains
Institute where first reported: Pfizer
Year first mentioned: 1978
Highest development stage: Approved by FDA in 1986
Development status: Approved
Chemical structure(s):
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Molecular weight: 233.24
Iso. SMILES: CC1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)C
InChI Key: FKENQMMABCRJMK-RITPCOANSA-N
Can. SMILES: CC1(C)[C@H](C(=O)O)N2C(=O)C[C@H]2S1(=O)=O
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/130313
Guide to Pharmacology: sulbactam
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/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC358033/

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