Compound ID | 1930

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Epicillin

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). Closely related to ampicilllin. Parenteral and oral application
Year first mentioned: 1971
Development status: Experimental
Chemical structure(s):
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Molecular weight: 351.42
Iso. SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CCC=CC3)N)C(=O)O)C
InChI Key: RPBAFSBGYDKNRG-NJBDSQKTSA-N
Can. SMILES: CC1(C)[C@H](C(=O)O)N2C(=O)[C@H]([C@H]2S1)NC(=O)[C@@H](C3=CCC=CC3)N
InChI: InChI=1S/C16H21N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-4,7,9-11,14H,5-6,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/71392
Guide to Pharmacology: epicillin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/7191790/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC416262/
  • https://pubmed.ncbi.nlm.nih.gov/4265722/

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