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Identification
NameDiclosan
Accession NumberDB04393  (EXPT01135)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 255.097
Monoisotopic: 253.990134914
Chemical FormulaC12H8Cl2O2
InChI KeyBYNQFCJOHGOKSS-UHFFFAOYSA-N
InChI
InChI=1S/C12H8Cl2O2/c13-8-1-4-10(5-2-8)16-12-6-3-9(14)7-11(12)15/h1-7,15H
IUPAC Name
5-chloro-2-(4-chlorophenoxy)phenol
SMILES
OC1=C(OC2=CC=C(Cl)C=C2)C=CC(Cl)=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganooxygen Compounds
ClassEthers
SubclassDiarylethers
Direct parentDiarylethers
Alternative parentsm-Chlorophenols; Phenol Ethers; Chlorobenzenes; Aryl Chlorides; Enols; Polyamines; Organochlorides
Substituents3-chlorophenol; phenol ether; 3-halophenol; phenol derivative; chlorobenzene; benzene; aryl halide; aryl chloride; polyamine; enol; organochloride; organohalogen
Classification descriptionThis compound belongs to the diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9941
Blood Brain Barrier + 0.9653
Caco-2 permeable + 0.8461
P-glycoprotein substrate Non-substrate 0.7545
P-glycoprotein inhibitor I Non-inhibitor 0.8094
P-glycoprotein inhibitor II Non-inhibitor 0.8656
Renal organic cation transporter Non-inhibitor 0.8261
CYP450 2C9 substrate Non-substrate 0.7708
CYP450 2D6 substrate Non-substrate 0.8807
CYP450 3A4 substrate Non-substrate 0.6205
CYP450 1A2 substrate Inhibitor 0.8668
CYP450 2C9 substrate Inhibitor 0.6565
CYP450 2D6 substrate Non-inhibitor 0.8851
CYP450 2C19 substrate Inhibitor 0.8943
CYP450 3A4 substrate Non-inhibitor 0.8979
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.7195
Ames test Non AMES toxic 0.9413
Carcinogenicity Non-carcinogens 0.7864
Biodegradation Not ready biodegradable 0.9368
Rat acute toxicity 2.0589 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.906
hERG inhibition (predictor II) Non-inhibitor 0.8289
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0327ALOGPS
logP4.49ALOGPS
logP4.38ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)7.7ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity63.89 m3·mol-1ChemAxon
Polarizability23.88 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound18807
PubChem Substance46506579
ChemSpider17759
HETDCN
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Enoyl-[acyl-carrier-protein] reductase [NADH] FabI

Kind: protein

Organism: Helicobacter pylori (strain ATCC 700392 / 26695)

Pharmacological action: unknown

Components

Name UniProt ID Details
Enoyl-[acyl-carrier-protein] reductase [NADH] FabI O24990 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:24