Compound ID | 482

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DC-159a

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):
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Molecular weight: 405.4
Iso. SMILES: COC1=C2C(=CC(=C1N3CC(C4(C3)CC4)N)F)C(=O)C(=CN2[C@@H]5C[C@@H]5F)C(=O)O
InChI Key: JYRHGXXQSIPDDP-MKDGSZCOSA-N
Can. 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
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/146170999
Guide to Pharmacology: DC-159a
Citations:
  • https://journals.asm.org/doi/full/10.1128/AAC.01514-10
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2223876/

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