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Identification
Name2-CHLORO-4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-3-METHYLBENZONITRILE
Accession NumberDB07286
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 305.716
Monoisotopic: 305.056718972
Chemical FormulaC14H12ClN3O3
InChI KeyKEJORAMIZFOODM-PWSUYJOCSA-N
InChI
InChI=1S/C14H12ClN3O3/c1-7-9(3-2-8(6-16)11(7)15)18-13(20)12-10(19)4-5-17(12)14(18)21/h2-3,10,12,19H,4-5H2,1H3/t10-,12+/m1/s1
IUPAC Name
4-[(7R,7aS)-7-hydroxy-1,3-dioxo-hexahydro-1H-pyrrolo[1,2-c]imidazolidin-2-yl]-2-chloro-3-methylbenzonitrile
SMILES
[H][C@@]1(O)CCN2C(=O)N(C(=O)[C@]12[H])C1=C(C)C(Cl)=C(C=C1)C#N
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassAzolidines
SubclassImidazolidines
Direct parentHydantoins
Alternative parentsPhenylimidazolidines; Benzonitriles; Ureides; Chlorobenzenes; Toluenes; Aryl Chlorides; N-substituted Carboxylic Acid Imides; Tertiary Carboxylic Acid Amides; Pyrrolidines; Tertiary Amines; Secondary Alcohols; Polyamines; Nitriles; Carboxylic Acids; Organochlorides
Substituentsbenzonitrile; chlorobenzene; toluene; ureide; aryl chloride; carboxylic acid imide, n-substituted; benzene; aryl halide; tertiary carboxylic acid amide; pyrrolidine; secondary alcohol; tertiary amine; carboxamide group; polyamine; carbonitrile; nitrile; carboxylic acid derivative; carboxylic acid; organohalogen; organochloride; amine; alcohol; organonitrogen compound
Classification descriptionThis compound belongs to the hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4.
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 + 0.8633
Caco-2 permeable - 0.5166
P-glycoprotein substrate Non-substrate 0.5065
P-glycoprotein inhibitor I Non-inhibitor 0.754
P-glycoprotein inhibitor II Non-inhibitor 0.779
Renal organic cation transporter Non-inhibitor 0.8427
CYP450 2C9 substrate Non-substrate 0.6876
CYP450 2D6 substrate Non-substrate 0.8372
CYP450 3A4 substrate Substrate 0.5854
CYP450 1A2 substrate Non-inhibitor 0.5391
CYP450 2C9 substrate Non-inhibitor 0.7438
CYP450 2D6 substrate Non-inhibitor 0.8775
CYP450 2C19 substrate Non-inhibitor 0.6014
CYP450 3A4 substrate Non-inhibitor 0.9159
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8492
Ames test Non AMES toxic 0.6911
Carcinogenicity Non-carcinogens 0.8544
Biodegradation Not ready biodegradable 0.9747
Rat acute toxicity 2.3568 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8174
hERG inhibition (predictor II) Non-inhibitor 0.7634
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.09e+00 g/lALOGPS
logP1ALOGPS
logP1.1ChemAxon
logS-2.5ALOGPS
pKa (strongest acidic)12.27ChemAxon
pKa (strongest basic)-3.1ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count1ChemAxon
polar surface area84.64ChemAxon
rotatable bond count1ChemAxon
refractivity74.79ChemAxon
polarizability29.36ChemAxon
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 Compound9882972
PubChem Substance99443757
ChemSpider8058647
HET8NH
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Androgen receptor

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Androgen receptor P10275 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 15:20 / Updated on September 16, 2013 18:06