Compound ID | 1926

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Azlocillin

Class: Beta-lactam (ureidopenicillin)

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 and some Gram-negative bacteria, but vulnerable to beta-lactamases
Description: Semisynthetic penicillin, derived from 6-aminopenicillanic acid (6-APA). Parenteral application
Institute where first reported: Bayer
Year first mentioned: 1975
Highest developmental phase: Approved
Development status: Discontinued
Chemical structure(s):
Click here for structure editor
Molecular weight: 461.49
Iso. SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)NC(=O)N4CCNC4=O)C(=O)O)C
InChI Key: JTWOMNBEOCYFNV-NFFDBFGFSA-N
Can. SMILES: CC1(C)[C@H](C(=O)O)N2C(=O)[C@H]([C@H]2S1)NC(=O)[C@@H](C3=CC=CC=C3)NC(=O)N4CCNC4=O
InChI: InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6479523
Guide to Pharmacology: azlocillin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/33188385/
  • https://pubmed.ncbi.nlm.nih.gov/6369480/
  • https://www.nature.com/articles/s41598-020-59600-4
  • https://pubmed.ncbi.nlm.nih.gov/6215872/

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