Compound ID | 482
Class: Fluoroquinolone
Spectrum of activity: | Gram-positive |
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: | 2006 |
Highest developmental phase: | Phase 1 |
Development status: | Inactive |
Reason Dropped: | Discontinued for resistance issues |
Chemical structure(s): | |
Canonical SMILES: | COC1=C(C(=CC2=C1N(C=C(C2=O)C(=O)O)[C@@H]3C[C@@H]3F)F)N4CC(C5(CC5)C4)N |
Isomeric SMILES: | COC1=C2C(=CC(=C1N3CC(C4(C3)CC4)N)F)C(=O)C(=CN2[C@@H]5C[C@@H]5F)C(=O)O |
InChI: | InChI=1S/C20H21F2N3O4/c1-29-18-15-9(17(26)10(19(27)28)6-25(15)13-5-11(13)21)4-12(22)16(18)24-7-14(23)20(8-24)2-3-20/h4,6,11,13-14H,2-3,5,7-8,23H2,1H3,(H,27,28)/t11-,13+,14?/m0/s1 |
InChI Key: | JYRHGXXQSIPDDP-MKDGSZCOSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/146170999 |
External links: | |
Guide to Pharmacology: | DC-159a |
Main Source: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2223876/ |
Citation: | https://journals.asm.org/doi/full/10.1128/AAC.01514-10 |