Compound ID | 498
Class: Fluoroquinolone
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. Mainly active against Gram-positive bacteria |
Institute where first reported: | Daiichi Pharmaceutical Co., Ltd (Daiichi Sankyo Pharmaceutical, Japan) |
Year first mentioned: | 2003 |
Highest developmental phase: | Phase 1 |
Development status: | Discontinued |
Chemical structure(s): | |
Canonical SMILES: | COC1=C2C(=CC=C1N3CC[C@H](C3)C4(CC4)N)C(=O)C(=CN2[C@@H]5C[C@@H]5F)C(=O)O |
Isomeric SMILES: | COC1=C(C=CC2=C1N(C=C(C2=O)C(=O)O)[C@@H]3C[C@@H]3F)N4CC[C@H](C4)C5(CC5)N |
InChI: | InChI=1S/C21H24FN3O4/c1-29-19-15(24-7-4-11(9-24)21(23)5-6-21)3-2-12-17(19)25(16-8-14(16)22)10-13(18(12)26)20(27)28/h2-3,10-11,14,16H,4-9,23H2,1H3,(H,27,28)/t11-,14+,16-/m1/s1 |
InChI Key: | ZLICIITZJTYKAQ-DIOULYMOSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/9865774 |
External links: | |
Guide to Pharmacology: | DX-619 |
Citation: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1315973/ |