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):
Canonical 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
Isomeric 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:	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
InChI Key:	FLSUCZWOEMTFAQ-PRBGKLEPSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/9950244

External links:
Guide to Pharmacology:	sulopenem
Main Source:	https://journals.asm.org/doi/10.1128/AAC.37.7.1547
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/