Pheneticillin

Synonym(s): Phenethicillin

Class: Beta-lactam (penicillin)

Spectrum of activity:	Gram-positive
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
Description:	Semisynthetic penicillin, similar to penicillin V
Year first mentioned:	1961
Development status:	Approved, off-patent, not available in most countries

Chemical structure(s):
Canonical SMILES:	CC(C(=O)N[C@@H]1C(=O)N2[C@@H](C(=O)O)C(C)(C)S[C@H]12)OC3=CC=CC=C3
Isomeric SMILES:	CC(C(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)O)OC3=CC=CC=C3
InChI:	InChI=1S/C17H20N2O5S/c1-9(24-10-7-5-4-6-8-10)13(20)18-11-14(21)19-12(16(22)23)17(2,3)25-15(11)19/h4-9,11-12,15H,1-3H3,(H,18,20)(H,22,23)/t9?,11-,12+,15-/m1/s1
InChI Key:	NONJJLVGHLVQQM-JHXYUMNGSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/272833

External links:
Guide to Pharmacology:	pheneticillin
Main Source:	https://www.jstor.org/stable/20393710
Citation:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1463849/