Compound ID | 1952

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Aspoxicillin

Class: Beta-lactam (penicillin)

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, but vulnerable to penicillinases produced by staphylococci and E. coli
Description: Semisynthetic penicillin, similar to penicillin V
Year first mentioned: 1983
Highest developmental phase: Approved in Japan
Development status: Approved
Chemical structure(s):
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Molecular weight: 493.54
Iso. SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)NC(=O)[C@@H](CC(=O)NC)N)C(=O)O)C
InChI Key: BHELIUBJHYAEDK-OAIUPTLZSA-N
Can. SMILES: CC1(C)[C@H](C(=O)O)N2C(=O)[C@H]([C@H]2S1)NC(=O)[C@@H](C3=CC=C(C=C3)O)NC(=O)[C@@H](CC(=O)NC)N
InChI: InChI=1S/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/t11-,13-,14-,15+,19-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/Aspoxicillin
Guide to Pharmacology: aspoxicillin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/7706179/
  • https://pubmed.ncbi.nlm.nih.gov/3316732/

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