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Identification
Name4-{[(2R)-2-(2-methylphenyl)pyrrolidin-1-yl]carbonyl}benzene-1,3-diol
Accession NumberDB08442
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 297.3484
Monoisotopic: 297.136493479
Chemical FormulaC18H19NO3
InChI KeyTWODFUZHWYZBHZ-MRXNPFEDSA-N
InChI
InChI=1S/C18H19NO3/c1-12-5-2-3-6-14(12)16-7-4-10-19(16)18(22)15-9-8-13(20)11-17(15)21/h2-3,5-6,8-9,11,16,20-21H,4,7,10H2,1H3/t16-/m1/s1
IUPAC Name
4-{[(2R)-2-(2-methylphenyl)pyrrolidin-1-yl]carbonyl}benzene-1,3-diol
SMILES
[H][C@@]1(CCCN1C(=O)C1=C(O)C=C(O)C=C1)C1=CC=CC=C1C
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassPyrrolidines
SubclassPhenylpyrrolidines
Direct parentPhenylpyrrolidines
Alternative parentsSalicylamides; Benzamides; Pyrrolidine Carboxylic Acids and Derivatives; Benzoyl Derivatives; Resorcinols; Toluenes; Pyrroles; Tertiary Carboxylic Acid Amides; Tertiary Amines; Polyols; Carboxylic Acids; Enolates; Polyamines; Enols
Substituentsbenzamide; resorcinol; pyrrolidine carboxylic acid or derivative; benzoyl; phenol derivative; toluene; benzene; pyrrole; tertiary carboxylic acid amide; tertiary amine; polyol; carboxamide group; polyamine; enolate; carboxylic acid derivative; carboxylic acid; enol; amine; organonitrogen compound
Classification descriptionThis compound belongs to the phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond.
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 + 0.9049
Caco-2 permeable + 0.6105
P-glycoprotein substrate Non-substrate 0.5183
P-glycoprotein inhibitor I Non-inhibitor 0.9075
P-glycoprotein inhibitor II Non-inhibitor 0.7234
Renal organic cation transporter Non-inhibitor 0.5728
CYP450 2C9 substrate Non-substrate 0.6637
CYP450 2D6 substrate Non-substrate 0.6792
CYP450 3A4 substrate Substrate 0.6015
CYP450 1A2 substrate Non-inhibitor 0.5062
CYP450 2C9 substrate Non-inhibitor 0.6206
CYP450 2D6 substrate Non-inhibitor 0.6372
CYP450 2C19 substrate Non-inhibitor 0.6204
CYP450 3A4 substrate Non-inhibitor 0.8497
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6346
Ames test Non AMES toxic 0.7614
Carcinogenicity Non-carcinogens 0.9031
Biodegradation Not ready biodegradable 0.7922
Rat acute toxicity 2.6117 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9646
hERG inhibition (predictor II) Inhibitor 0.5733
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility7.69e-02 g/lALOGPS
logP2.79ALOGPS
logP4.02ChemAxon
logS-3.6ALOGPS
pKa (strongest acidic)8.02ChemAxon
pKa (strongest basic)-0.88ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count3ChemAxon
hydrogen donor count2ChemAxon
polar surface area60.77ChemAxon
rotatable bond count2ChemAxon
refractivity85.76ChemAxon
polarizability30.73ChemAxon
number of rings3ChemAxon
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 Compound25058141
PubChem Substance99444913
ChemSpider24694529
HETPY9
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
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. 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 September 15, 2010 15:31 / Updated on September 16, 2013 18:09