Sultamicillin

Class: Beta-lactam (Aminopenicillin)

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 and some Enterobacteriaceae, not vulnerable to penicillinases produced by staphylococci and E. coli
Description:	Semisynthetic penicillin, derived from 6-aminopenicillanic acid (6-APA). Chemically linked double ester of ampicillin plus the beta-lactamase inhibitor sulbactam. Oral application
Year first mentioned:	1982
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	CC1(C)[C@H](C(=O)OCOC(=O)[C@H]2C(C)(C)S(=O)(=O)[C@@H]3CC(=O)N32)N4C(=O)[C@H]([C@H]4S1)NC(=O)[C@@H](C5=CC=CC=C5)N
Isomeric SMILES:	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)OCOC(=O)[C@H]4C(S(=O)(=O)[C@H]5N4C(=O)C5)(C)C)C
InChI:	InChI=1S/C25H30N4O9S2/c1-24(2)17(29-20(32)16(21(29)39-24)27-19(31)15(26)12-8-6-5-7-9-12)22(33)37-11-38-23(34)18-25(3,4)40(35,36)14-10-13(30)28(14)18/h5-9,14-18,21H,10-11,26H2,1-4H3,(H,27,31)/t14-,15-,16-,17+,18+,21-/m1/s1
InChI Key:	OPYGFNJSCUDTBT-PMLPCWDUSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/444022

External links:
Guide to Pharmacology:	sultamicillin
Main Source:	https://pubmed.ncbi.nlm.nih.gov/2661196/
Citations:	https://pubmed.ncbi.nlm.nih.gov/2660868/ https://pubmed.ncbi.nlm.nih.gov/2660871/