Meropenem

Synonym(s): ICI 194,660

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. Fixed combinations with various beta-lactamase inhibitors
Institute where first reported:	Pfizer
Year first mentioned:	1983
Highest developmental phase:	Approved by FDA in 1996
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	C[C@@H]1[C@@H]2[C@@H]([C@@H](C)O)C(=O)N2C(=C1S[C@H]3C[C@@H](C(=O)N(C)C)NC3)C(=O)O
Isomeric SMILES:	C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)C(=O)N(C)C)C(=O)O)[C@@H](C)O
InChI:	InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1
InChI Key:	DMJNNHOOLUXYBV-PQTSNVLCSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/441130

External links:
Guide to Pharmacology:	meropenem
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC245547/
Citations:	https://journals.asm.org/doi/full/10.1128/AAC.00282-18 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6143100/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9031024/