Compound ID | 498

DX-619

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/

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