Compound ID | 2831

Update compound information

WQ-3810

Synonym(s): KPI-10  |  WQ-3813

Class: Fluoroquinolone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative & Antimycobacterial
Mechanism of action: DNA synthesis inhibitor. Targets DNA gyrase
Target Pathogen: Active against Mycobacterium leprae, Acinetobacter baumannii, Salmonella Typhimurium, Streptococcus penumoniae, Staphylococcus aureus, and Neisseria gonorrhoeae
Description: Synthetic compound; shows similar pharmacophore to WQ-3034 with 3-isopropylaminoazetizine-1-yl at the R7 position and methyl group at the R8 position
Institute where first reported: Wakunaga Pharmaceutical Co., Ltd. (Osaka, Japan); Division of Bioresources, Hokkaido University Research Center for Zoonosis Control; The Global Station for Zoonosis Control, Hokkaido University Global Institution for Collaborative Research and Education, Sapporo, Japan
Year first mentioned: 2014
Highest development stage: Phase 1
Development status: Inactive
Reason dropped: Undisclosed reasons (Kalidex Pharmaceuticals [Menlo Park, CA, USA] who licensed the compound for global development and commercialization rights had ceased operations in 2016)
Chemical structure(s):
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Molecular weight: 461.44
Iso. SMILES: CC1=C2C(=CC(=C1N3CC(C3)NC(C)C)F)C(=O)C(=CN2C4=C(C=C(C(=N4)N)F)F)C(=O)O
InChI Key: MJMVUQNNSOBCGF-UHFFFAOYSA-N
Can. SMILES: CC(C)NC1CN(C1)C2=C(C)C3=C(C=C2F)C(=O)C(=CN3C4=NC(=C(C=C4F)F)N)C(=O)O
InChI: InChI=1S/C22H22F3N5O3/c1-9(2)27-11-6-29(7-11)18-10(3)17-12(4-14(18)23)19(31)13(22(32)33)8-30(17)21-16(25)5-15(24)20(26)28-21/h4-5,8-9,11,27H,6-7H2,1-3H3,(H2,26,28)(H,32,33)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/11676981
Guide to Pharmacology: WQ-3810
Citations:
  • https://www.sciencedirect.com/science/article/pii/S1341321X19303307?via%3Dihub#bib19
  • https://www.sciencedirect.com/science/article/pii/S0924857914002532?via%3Dihub

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