Compound ID | 1869

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Sulopenem

Synonym(s): Sulopenem etzadroxil  |  CP-70,429  |  CP-65,207

Class: Beta-lactam (penem)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Binds to bacterial penicillin-binding proteins and interferes with bacterial cell wall integrity and synthesis. Less active than carbapenems against Gram-negative bacteria, no activity against Pseudomonas aeruginosa
Description: Synthetic compound, fixed combination with probenicid. Oral and iv formulation,not non-inferior to ertapenem in a Phase 3 clinical study in complicated intraabdominal infections and not non-inferior to ciprofloxacin in treatment of uUTI
Institute where first reported: Pfizer, Iterum
Year first mentioned: 1989
Highest developmental phase: Approved by FDA in 2024
Development status: Approved
Chemical structure(s):
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Molecular weight: 349.45
Iso. SMILES: C[C@H]([C@@H]1[C@@H]2N(C1=O)C(=C(S2)S[C@H]3CC[S@@](=O)C3)C(=O)O)O
InChI Key: FLSUCZWOEMTFAQ-PRBGKLEPSA-N
Can. SMILES: C[C@H]([C@H]1C(=O)N2C(=C(S[C@H]3CC[S@@](=O)C3)S[C@H]12)C(=O)O)O
InChI: InChI=1S/C12H15NO5S3/c1-5(14)7-9(15)13-8(11(16)17)12(20-10(7)13)19-6-2-3-21(18)4-6/h5-7,10,14H,2-4H2,1H3,(H,16,17)/t5-,6+,7+,10-,21-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9950244
Guide to Pharmacology: sulopenem
Citations:
  • https://d1io3yog0oux5.cloudfront.net/_4ff32c7aefd9bdcdc0dbe17076757f78/iterumtx/db/395/2803/pdf/ECCMID+2022+SURE+3+Study+FINAL+31MAR2022.pdf
  • https://pubmed.ncbi.nlm.nih.gov/35294769/
  • https://journals.asm.org/doi/10.1128/AAC.37.7.1547

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