General
Preferred name
CINOXACIN
Synonyms
Compound 64716 ()
Cinobac ()
64716 ()
NSC-304467 ()
P&D ID
PD002418
CAS
28657-80-9
Tags
natural product
drug
available
Approved by
FDA
First approval
1980
Drug Status
investigational
approved
withdrawn
Drug indication
Antibacterial
Urinary tract infection
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Cinoxacin is a quinolone antibacterial compound with activity against Gram-negative bacteria . (GtoPdb)
ABSORPTION Rapidly absorbed after oral administration. While concurrent food intake may delay the drug absorption, the total drug absorption is not affected.
TOXICITY Oral, subcutaneous, and intravenous LD50 in the rat is 3610 mg/kg, 1380 mg/kg, and 860 mg/kg, respectively. Oral, subcutaneous, and intravenous LD50 in the mouse is 2330 mg/kg, 900 mg/kg, and 850 mg/kg, respectively. Symptoms following an overdose of cinoxacin may include gastrointestinal effects such as anorexia, nausea, vomiting, epigastric distress, and diarrhea; the severity of the epigastric distress and diarrhea are dose-related. Headache, dizziness, insomnia, photophobia, tinnitus, and a tingling sensation have also been reported in some patients.
HALF-LIFE While the mean serum half-life is 1.5 hours, the half-life may exceed 10 hours in case of renal impairment.
DESCRIPTION Quinolone antibacterial; enzyme inhibitor (LOPAC library)
Cell lines
0
Organisms
1
Compound Sets
22
ChEMBL Approved Drugs
CHEMBL1208
ChEMBL Drugs
CHEMBL1208
Drug Repurposing Hub
DrugBank
DB00827
DrugBank Approved Drugs
DB00827
DrugCentral
657
DrugCentral Approved Drugs
657
DrugMAP
DM4EWNS
DrugMAP Approved Drugs
DM4EWNS
DrugMatrix
Enamine BioReference Compounds
Guide to Pharmacology
12401
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL1208
MedChem Express Bioactive Compound Library
HY-B1085
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
cinoxacin
TargetMol Bioactive Compound Library
T0274
The Spectrum Collection
Withdrawn 2.0
DB00827
External IDs
32
Properties
(calculated by RDKit )
Molecular Weight
262.06
Hydrogen Bond Acceptors
6
Hydrogen Bond Donors
1
Rotatable Bonds
2
Ring Count
3
Aromatic Ring Count
2
cLogP
0.84
TPSA
90.65
Fraction CSP3
0.25
Chiral centers
0.0
Largest ring
6.0
QED
0.86
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
DNA Damage/DNA Repair
Anti-infection
Cell Cycle/DNA Damage
Target
Topo II
antibiotic
Bacterial
DNA/RNA Synthesis
Indication
urinary tract infections
MOA
Topoisomerase inhibitor
ATC
J01MB06
Therapeutic Class
Antiinfective Agents
Source data