Compound ID | 1943

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Pheneticillin

Synonym(s): Phenethicillin

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: Semisynthetic penicillin, similar to penicillin V
Year first mentioned: 1961
Highest developmental phase: Approved for veterinary use in EU
Development status: Approved
Chemical structure(s):
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Molecular weight: 364.42
Iso. SMILES: CC(C(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)O)OC3=CC=CC=C3
InChI Key: NONJJLVGHLVQQM-JHXYUMNGSA-N
Can. SMILES: CC(C(=O)N[C@@H]1C(=O)N2[C@@H](C(=O)O)C(C)(C)S[C@H]12)OC3=CC=CC=C3
InChI: InChI=1S/C17H20N2O5S/c1-9(24-10-7-5-4-6-8-10)13(20)18-11-14(21)19-12(16(22)23)17(2,3)25-15(11)19/h4-9,11-12,15H,1-3H3,(H,18,20)(H,22,23)/t9?,11-,12+,15-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/272833
Guide to Pharmacology: pheneticillin
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1463849/
  • https://www.jstor.org/stable/20393710

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