Cyclacillin

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, but vulnerable to penicillinases produced by staphylococci and E. coli
Description:	Semisynthetic penicillin, derived from 6-aminopenicillanic acid (6-APA). Similar to ampicillin
Year first mentioned:	1970
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)C3(CCCCC3)N
Isomeric SMILES:	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C3(CCCCC3)N)C(=O)O)C
InChI:	InChI=1S/C15H23N3O4S/c1-14(2)9(12(20)21)18-10(19)8(11(18)23-14)17-13(22)15(16)6-4-3-5-7-15/h8-9,11H,3-7,16H2,1-2H3,(H,17,22)(H,20,21)/t8-,9+,11-/m1/s1
InChI Key:	HGBLNBBNRORJKI-WCABBAIRSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/19003

External links:
Main Source:	https://pubmed.ncbi.nlm.nih.gov/773605/
Citation:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC283732/