Compound ID | 1947
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: | Approved, off-patent, not available in most countries |
Chemical structure(s): | |
Canonical 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 |
Isomeric 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: | 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 |
InChI Key: | SOROUYSPFADXSN-SUWVAFIASA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/Talampicillin |
External links: | |
Guide to Pharmacology: | talampicillin |
Main Source: | https://www.karger.com/Article/Pdf/237784 |
Citation: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1640101/ |