Compound ID | 357
Synonym(s): E1077
Class: Beta-lactam (cephalosporin)
Spectrum of activity: | Gram-positive & Gram-negative |
Details of activity: | Broad spectrum antibiotic, active against aerobes, anaerobes, Gram positives and negatives. It was in pre-register phase in Japan but was discontinued. |
Institute where first reported: | Eisai Co Ltd, Japan |
Year first mentioned: | 1991 |
Highest developmental phase: | Phase 3 |
Development status: | Inactive |
Reason Dropped: | Cephalosporins with a quaternary nitrogen such as E-1077 interfere with carnitine metabolism (1). |
Chemical structure(s): | |
Canonical SMILES: | CC[N+](C)(C/C=C/C1=C(C(=O)[O-])N2C(=O)[C@H]([C@H]2SC1)NC(=O)/C(=N\OCF)/C3=NSC(=N3)N)CC(=O)N |
Isomeric SMILES: | CC[N+](C)(C/C=C/C1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OCF)/C3=NSC(=N3)N)SC1)C(=O)[O-])CC(=O)N |
InChI: | InChI=1S/C20H25FN8O6S2/c1-3-29(2,7-11(22)30)6-4-5-10-8-36-18-13(17(32)28(18)14(10)19(33)34)24-16(31)12(26-35-9-21)15-25-20(23)37-27-15/h4-5,13,18H,3,6-9H2,1-2H3,(H5-,22,23,24,25,27,30,31,33,34)/b5-4+,26-12-/t13-,18-,29?/m1/s1 |
InChI Key: | XAKKNLNAJBNLPC-MAYKBZFQSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/6536774 |
External links: | |
Guide to Pharmacology: | cefluprenam |
Citation: | https://journals.asm.org/doi/10.1128/aac.36.9.1894 |