You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on DrugBank.
Identification
Name4-(1,3-Benzodioxol-5-Yl)-5-(5-Ethyl-2,4-Dihydroxyphenyl)-2h-Pyrazole-3-Carboxylic Acid
Accession NumberDB02840  (EXPT00204)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 368.3401
Monoisotopic: 368.100836254
Chemical FormulaC19H16N2O6
InChI KeyLCTWZJKHOGKNMX-UHFFFAOYSA-N
InChI
InChI=1S/C19H16N2O6/c1-2-9-5-11(13(23)7-12(9)22)17-16(18(19(24)25)21-20-17)10-3-4-14-15(6-10)27-8-26-14/h3-7,22-23H,2,8H2,1H3,(H,20,21)(H,24,25)
IUPAC Name
4-(2H-1,3-benzodioxol-5-yl)-3-(5-ethyl-2,4-dihydroxyphenyl)-1H-pyrazole-5-carboxylic acid
SMILES
CCC1=C(O)C=C(O)C(=C1)C1=NNC(C(O)=O)=C1C1=CC=C2OCOC2=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassPhenylpropanoids and Polyketides
ClassStilbenes
SubclassNot Available
Direct parentStilbenes
Alternative parentsPhenylpyrazoles; Benzodioxoles; Resorcinols; Pyrazole Carboxylic Acids and Derivatives; Alkyl Aryl Ethers; Polyols; Enols; Carboxylic Acids; Enolates; Polyamines; Acetals
Substituentsphenylpyrazole; benzodioxole; pyrazole-3-carboxylic acid or derivative; resorcinol; pyrazole-5-carboxylic acid or derivative; alkyl aryl ether; phenol derivative; benzene; pyrazole; azole; polyol; ether; enolate; enol; carboxylic acid; carboxylic acid derivative; acetal; polyamine; organonitrogen compound
Classification descriptionThis compound belongs to the stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
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 + 1.0
Blood Brain Barrier - 0.7482
Caco-2 permeable - 0.6769
P-glycoprotein substrate Non-substrate 0.5763
P-glycoprotein inhibitor I Non-inhibitor 0.9347
P-glycoprotein inhibitor II Non-inhibitor 0.9813
Renal organic cation transporter Non-inhibitor 0.9339
CYP450 2C9 substrate Non-substrate 0.8389
CYP450 2D6 substrate Non-substrate 0.8239
CYP450 3A4 substrate Non-substrate 0.6
CYP450 1A2 substrate Inhibitor 0.7162
CYP450 2C9 substrate Non-inhibitor 0.5258
CYP450 2D6 substrate Non-inhibitor 0.8188
CYP450 2C19 substrate Non-inhibitor 0.5175
CYP450 3A4 substrate Inhibitor 0.5344
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.7426
Ames test AMES toxic 0.5744
Carcinogenicity Non-carcinogens 0.8717
Biodegradation Not ready biodegradable 0.9782
Rat acute toxicity 2.2870 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9837
hERG inhibition (predictor II) Non-inhibitor 0.8232
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.16ALOGPS
logP3.06ALOGPS
logP3.51ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)3.47ChemAxon
pKa (Strongest Basic)0.28ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area124.9 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity96.15 m3·mol-1ChemAxon
Polarizability36.38 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound5326934
PubChem Substance46509084
ChemSpider13007150
BindingDB50161650
HET4BC
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Heat shock protein HSP 90-alpha

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Heat shock protein HSP 90-alpha P07900 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

Comments
comments powered by Disqus
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:19