Compound ID | 1898
Synonym(s): Lorabid
Class: Beta-lactam (cephalosporin, second generation)
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 against many Enterobacteriaceae; it is less vulnerable to extended-spectum beta-lactamases (ESBL) |
Description: | Synthetic Cephalosporin (carbacephem). Oral application |
Institute where first reported: | King Pharmaceuticals |
Year first mentioned: | 1991 |
Highest developmental phase: | Approved by FDA in 1991 |
Development status: | Approved, off-patent , discontinued in many countries |
Reason Dropped: | Discontinued in the US |
Chemical structure(s): | |
Canonical SMILES: | C1=CC=C(C=C1)[C@H](C(=O)N[C@H]2[C@H]3CCC(=C(C(=O)O)N3C2=O)Cl)N |
Isomeric SMILES: | C1CC(=C(N2[C@H]1[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)Cl |
InChI: | InChI=1S/C16H16ClN3O4/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24)/t10-,11-,12+/m1/s1 |
InChI Key: | JAPHQRWPEGVNBT-UTUOFQBUSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/5284585 |
External links: | |
Guide to Pharmacology: | loracarbef |
Main Source: | https://pubmed.ncbi.nlm.nih.gov/8453172/ |