Compound ID | 2043
Class: Fluoroquinolone
Spectrum of activity: | Gram-positive & Gram-negative |
Details of activity: | Binds to type II topoisomerases, gyrase and topoisomerase IV and thus, inhibits DNA cleavage and ligation reactions. It kills bacterial cells by increasing the concentration of enzyme–DNA cleavage complexes, thereby inhibiting cell replication. |
Description: | Synthetic 1,8-Naphthyridine |
Institute where first reported: | Pfizer, USA |
Year first mentioned: | 1993 |
Highest developmental phase: | Approved by FDA in 1997 |
Development status: | Discontinued |
Reason Dropped: | Hepatotoxicity |
Chemical structure(s): | |
Canonical SMILES: | C1=C(C=C(C(=C1)N2C=C(C(=O)C3=C2N=C(C(=C3)F)N4C[C@H]5[C@@H](C4)C5N)C(=O)O)F)F |
Isomeric SMILES: | C1[C@@H]2[C@@H](C2N)CN1C3=C(C=C4C(=O)C(=CN(C4=N3)C5=C(C=C(C=C5)F)F)C(=O)O)F |
InChI: | InChI=1S/C20H15F3N4O3/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24/h1-4,7,10-11,16H,5-6,24H2,(H,29,30)/t10-,11+,16? |
InChI Key: | WVPSKSLAZQPAKQ-SOSAQKQKSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/62959 |
External links: | |
Guide to Pharmacology: | trovafloxacin |
Main Source: | https://www.sciencedirect.com/science/article/pii/073288939390076J?via%3Dihub |
Citation: | https://pubmed.ncbi.nlm.nih.gov/9917076/ |