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Identification
Name(2S)-3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
Accession NumberDB07423
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 441.3579
Monoisotopic: 441.114769938
Chemical FormulaC19H18F3N3O6
InChI KeyYVXVTLGIDOACBJ-SFHVURJKSA-N
InChI
InChI=1S/C19H18F3N3O6/c1-11(26)23-12-3-6-14(7-4-12)31-10-18(2,28)17(27)24-13-5-8-16(25(29)30)15(9-13)19(20,21)22/h3-9,28H,10H2,1-2H3,(H,23,26)(H,24,27)/t18-/m0/s1
IUPAC Name
(2S)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
SMILES
CC(=O)NC1=CC=C(OC[C@](C)(O)C(=O)NC2=CC(=C(C=C2)[N+]([O-])=O)C(F)(F)F)C=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassAnilides
Direct parentAnilides
Alternative parentsNitrobenzenes; Phenol Ethers; Alkyl Aryl Ethers; Tertiary Alcohols; Nitronic Acids; Nitro Compounds; Secondary Carboxylic Acid Amides; Polyamines; Organic Oxoazanium Compounds; Carboxylic Acids; Enolates; Alkyl Fluorides; Organofluorides; Aldehydes
Substituentsphenol ether; alkyl aryl ether; tertiary alcohol; secondary carboxylic acid amide; nitro compound; carboxamide group; nitronic acid; polyamine; enolate; carboxylic acid derivative; carboxylic acid; organic oxoazanium; ether; organohalogen; organofluoride; amine; alcohol; alkyl halide; alkyl fluoride; organonitrogen compound; aldehyde
Classification descriptionThis compound belongs to the anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.
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 + 0.9644
Blood Brain Barrier - 0.6422
Caco-2 permeable - 0.5875
P-glycoprotein substrate Substrate 0.5104
P-glycoprotein inhibitor I Non-inhibitor 0.5074
P-glycoprotein inhibitor II Non-inhibitor 0.7741
Renal organic cation transporter Non-inhibitor 0.9655
CYP450 2C9 substrate Non-substrate 0.7938
CYP450 2D6 substrate Non-substrate 0.8287
CYP450 3A4 substrate Substrate 0.5782
CYP450 1A2 substrate Non-inhibitor 0.5069
CYP450 2C9 substrate Non-inhibitor 0.5886
CYP450 2D6 substrate Non-inhibitor 0.8488
CYP450 2C19 substrate Inhibitor 0.5544
CYP450 3A4 substrate Non-inhibitor 0.597
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5765
Ames test Non AMES toxic 0.6254
Carcinogenicity Non-carcinogens 0.6208
Biodegradation Not ready biodegradable 1.0
Rat acute toxicity 2.6017 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9844
hERG inhibition (predictor II) Non-inhibitor 0.727
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.09e-03 g/lALOGPS
logP2.61ALOGPS
logP2.74ChemAxon
logS-5.6ALOGPS
pKa (strongest acidic)11.77ChemAxon
pKa (strongest basic)-4ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count6ChemAxon
hydrogen donor count3ChemAxon
polar surface area133.48ChemAxon
rotatable bond count8ChemAxon
refractivity105.8ChemAxon
polarizability40.1ChemAxon
number of rings2ChemAxon
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 Compound9824562
PubChem Substance99443894
ChemSpider8000309
HETB68
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 15:21 / Updated on September 16, 2013 18:06