Aspoxicillin

Class: Beta-lactam (penicillin)

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. Active against Gram-positive bacteria, but vulnerable to penicillinases produced by staphylococci and E. coli
Description:	Semisynthetic penicillin, similar to penicillin V
Year first mentioned:	1983
Development status:	Approved, off-patent, not available in most countries

Chemical structure(s):
Canonical SMILES:	CC1(C)[C@H](C(=O)O)N2C(=O)[C@H]([C@H]2S1)NC(=O)[C@@H](C3=CC=C(C=C3)O)NC(=O)[C@@H](CC(=O)NC)N
Isomeric SMILES:	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)NC(=O)[C@@H](CC(=O)NC)N)C(=O)O)C
InChI:	InChI=1S/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/t11-,13-,14-,15+,19-/m1/s1
InChI Key:	BHELIUBJHYAEDK-OAIUPTLZSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/Aspoxicillin

External links:
Guide to Pharmacology:	aspoxicillin
Main Source:	https://pubmed.ncbi.nlm.nih.gov/3316732/
Citation:	https://pubmed.ncbi.nlm.nih.gov/7706179/