Compound ID | 482

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DC-159a

Class: Fluoroquinolone

Agent Type: Direct acting;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: DNA synthesis inhibitor. Type II topoisomerase, gyrase, and topoisomerase IV inhibitor
Target Pathogen: Active against Gram-positive bacteria and Mycobacterium sp.
Institute where first reported: Daiichi Pharmaceutical Co., Ltd (Daiichi Sankyo Pharmaceutical, Japan)
Year first mentioned: 2006
Highest development stage: Preclinical
Development status: Experimental
Reason dropped: Discontinued development due to 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://doi.org/10.1128/aac.01545-09
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2223876/

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