General
Preferred name
CHLORQUINALDOL
Synonyms
5,7-Dichloro-8-hydroxy-2-methylquinoline ()
Chloquinan ()
Clorquinaldol ()
NSC-755830 ()
Steroxin ()
P&D ID
PD002113
CAS
72-80-0
Tags
natural product
drug
available
Drug Status
approved
Max Phase
Phase 4
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
ABSORPTION
There is a high degree of variability in the extent of absorption of topically applied chorquinaldol preparations.[A177766] It is reported to be between 4.2 and 23.5% of the applied dose. This is quite low compared to orally administered preparations which displayed 67.6% absorption in the same study.
METABOLISM
98% of drug is converted to the sulfate form and renally excreted. [A177766]
MOA
The mechanism by which Chlorquinaldol exerts it's bacteriocidal effect is unknown. 8-hydroxyquinolines are known to be bidentate chelators of several metal ions which act as critical enzyme cofactors.[A177772] However, the addition of exogenous metal ions does not appear to alter the minimum inhibitory concentration for mycobacterium tuberculosis suggesting that the primary mechanism does not rely on chelation.[A177775]
ROE
Chlorquinadol is primarily excreted in the urine as the sulfate form. [A177766] About 2% is excreted as the parent drug.
TOXICITY
Oral LD50 (rat) - 660mg/kg
PHARMACODYNAMICS
Chlorquinaldol is bacteriocidal in both gram positive and gram negative bacteria. It is more effective in targeting gram positive bacteria, particularly staphylococci.[A177760]
INDICATION
Chlorquinaldol was used historically as a topical antiseptic agent for skin infections.[F4549] It maintains use in European countries as a combination vaginal tablet with promestriene for use in the treatment of vaginal infections.[F4552]
DESCRIPTION
Chlorquinaldol is an antimicrobial agent.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
0
Organisms
1
Compound Sets
20
AdooQ Bioactive Compound Library
BOC Sciences Bioactive Compounds
Cayman Chemical Bioactives
ChEMBL Approved Drugs
ChEMBL Drugs
Drug Repurposing Hub
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DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMatrix
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EU-OPENSCREEN Bioactive Compound Library
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NPC Screening Collection
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
The Spectrum Collection
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
26
Molecular Weight
226.99
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
1
Rotatable Bonds
0
Ring Count
2
Aromatic Ring Count
2
cLogP
3.56
TPSA
33.12
Fraction CSP3
0.1
Chiral centers
0.0
Largest ring
6.0
QED
0.75
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
Microbiology&virology
Anti-infection
Target
antibiotic
Bacterial
Fungal
Indication
fungal infection
MOA
other antibiotic
Source data
