Benapenem

Class: Beta-lactam (carbapenem)

Spectrum of activity:	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
Description:	Semisynthetic, derived from thienamycin, similar to ertapenem; clinical development only for China
Institute where first reported:	Sihuan Pharmaceutical
Year first mentioned:	2015
Highest developmental phase:	Phase 3 (NCT04505683)
Development status:	Active (as of 2022)

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)NCC4=CC=C(C=C4)S(=O)(=O)N)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)NCC4=CC=C(C=C4)S(=O)(=O)N)C(=O)O)[C@@H](C)O
InChI:	InChI=1S/C22H28N4O7S2/c1-10-17-16(11(2)27)21(29)26(17)18(22(30)31)19(10)34-13-7-15(24-9-13)20(28)25-8-12-3-5-14(6-4-12)35(23,32)33/h3-6,10-11,13,15-17,24,27H,7-9H2,1-2H3,(H,25,28)(H,30,31)(H2,23,32,33)/t10-,11-,13+,15+,16-,17-/m1/s1
InChI Key:	JNSMRGMLNPEWLR-PDCLSYJBSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/58326208

External links:
Guide to Pharmacology:	benapenem
Main Source:	https://journals.asm.org/doi/10.1128/AAC.02188-18