Penicillin V

Synonym(s): Phenoxymethylpenicillin  |  Penicillin VK

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:	Natural compound. Oral application
Year first mentioned:	1948
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	CC1(C)[C@H](C(=O)O)N2C(=O)[C@H]([C@H]2S1)NC(=O)COC3=CC=CC=C3
Isomeric SMILES:	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)COC3=CC=CC=C3)C(=O)O)C
InChI:	InChI=1S/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1
InChI Key:	BPLBGHOLXOTWMN-MBNYWOFBSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/6869

External links:
Guide to Pharmacology:	phenoxymethylpenicillin
Main Source:	https://academic.oup.com/jpp/article-abstract/7/1/683/6216147?redirectedFrom=fulltext&login=false
Citations:	https://academic.oup.com/jpp/article-abstract/7/1/692/6216134?redirectedFrom=fulltext&login=true https://adc.bmj.com/content/105/11/1118.long https://www.bmj.com/content/1/4965/496