Biapenem

Synonym(s): LJ C10,627

Class: Beta-lactam (carbapenem)

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Carbapenems bind to all PBPs, with PBP2 and PBP4 as the highest-affinity targets.Carbapenems have a very broad spectrum incl. non-fermenters and are not hydrolysed by most beta-lactamases with exception of carbapenemases
Description:	Semisynthetic, derived from thienamycin. Similar to imipenem but more stable against human renal dehydropeptidase-I. Available in Japan, Thailand, China and India
Year first mentioned:	1995
Highest developmental phase:	Phase 1 (NCT01772836)
Development status:	Active

Chemical structure(s):
Canonical SMILES:	C[C@@H]1[C@@H]2[C@@H]([C@@H](C)O)C(=O)N2C(=C1SC3CN4C=NC=[N+]4C3)C(=O)[O-]
Isomeric SMILES:	C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1SC3CN4C=NC=[N+]4C3)C(=O)[O-])[C@@H](C)O
InChI:	InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/m1/s1
InChI Key:	MRMBZHPJVKCOMA-YJFSRANCSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/71339

External links:
Guide to Pharmacology:	biapenem
Main Source:	https://pubmed.ncbi.nlm.nih.gov/12381221/
Citations:	https://pubmed.ncbi.nlm.nih.gov/8354307/ https://pubmed.ncbi.nlm.nih.gov/8626267/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8944426/