Sulbenicillin

Class: Beta-lactam (penicillin with increased spectrum)

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-negative bacteria including Pseudomonas aeruginosa, but vulnerable to beta-lactamases
Description:	Semisynthetic penicillin, derived from 6-aminopenicillanic acid (6-APA). Closely related to carbenicillin. Parenteral application
Year first mentioned:	1970
Development status:	Approved in few countries, off-patent, discontinued 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=CC=C3)S(=O)(=O)O
Isomeric SMILES:	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)S(=O)(=O)O)C(=O)O)C
InChI:	InChI=1S/C16H18N2O7S2/c1-16(2)11(15(21)22)18-13(20)9(14(18)26-16)17-12(19)10(27(23,24)25)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,17,19)(H,21,22)(H,23,24,25)/t9-,10-,11+,14-/m1/s1
InChI Key:	JETQIUPBHQNHNZ-NJBDSQKTSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/20055036

External links:
Guide to Pharmacology:	sulbenicillin
Main Source:	https://pubmed.ncbi.nlm.nih.gov/362518/
Citation:	https://pubmed.ncbi.nlm.nih.gov/3939120/