Compound ID | 1947

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Talampicillin

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: 1974
Development status: Experimental
Chemical structure(s):
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Molecular weight: 481.52
Iso. SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)OC4C5=CC=CC=C5C(=O)O4)C
InChI Key: SOROUYSPFADXSN-SUWVAFIASA-N
Can. SMILES: CC1(C)[C@H](C(=O)OC2C3=C(C=CC=C3)C(=O)O2)N4C(=O)[C@H]([C@H]4S1)NC(=O)[C@@H](C5=CC=CC=C5)N
InChI: InChI=1S/C24H23N3O6S/c1-24(2)17(22(31)33-23-14-11-7-6-10-13(14)21(30)32-23)27-19(29)16(20(27)34-24)26-18(28)15(25)12-8-4-3-5-9-12/h3-11,15-17,20,23H,25H2,1-2H3,(H,26,28)/t15-,16-,17+,20-,23?/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/Talampicillin
Guide to Pharmacology: talampicillin
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1640101/
  • https://www.karger.com/Article/Pdf/237784

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