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Identification
NameOxeladin
Accession NumberDB04822
TypeSmall Molecule
GroupsWithdrawn
Description

Withdrawn from the Canadian, US, and UK markets in 1976 due to carcinogenicity.

Structure
Thumb
Synonyms
SynonymLanguageCode
2-(2-Diethylaminoethoxy)ethyl 2-ethyl-2-phenylbutyrateNot AvailableNot Available
OxeladinaSpanishINN
OxeladineFrenchINN
OxeladinumLatinINN
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
Categories
CAS number468-61-1
WeightAverage: 335.4809
Monoisotopic: 335.246043927
Chemical FormulaC20H33NO3
InChI KeyIQADUMSPOQKAAO-UHFFFAOYSA-N
InChI
InChI=1S/C20H33NO3/c1-5-20(6-2,18-12-10-9-11-13-18)19(22)24-17-16-23-15-14-21(7-3)8-4/h9-13H,5-8,14-17H2,1-4H3
IUPAC Name
2-[2-(diethylamino)ethoxy]ethyl 2-ethyl-2-phenylbutanoate
SMILES
CCN(CC)CCOCCOC(=O)C(CC)(CC)C1=CC=CC=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassPhenylacetic Acid Derivatives
Direct parentPhenylacetic Acid Derivatives
Alternative parentsFatty Acid Esters; Tertiary Amines; Carboxylic Acid Esters; Ethers; Enolates; Polyamines
Substituentsfatty acid ester; tertiary amine; carboxylic acid ester; enolate; ether; carboxylic acid derivative; polyamine; amine; organonitrogen compound
Classification descriptionThis compound belongs to the phenylacetic acid derivatives. These are compounds containing a phenylacetic acid moiety, which consists of a phenyl group substituted at the second position by an acetic acid.
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 organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9847
Blood Brain Barrier + 0.9363
Caco-2 permeable + 0.6538
P-glycoprotein substrate Substrate 0.6697
P-glycoprotein inhibitor I Non-inhibitor 0.6281
P-glycoprotein inhibitor II Non-inhibitor 0.8685
Renal organic cation transporter Non-inhibitor 0.6358
CYP450 2C9 substrate Non-substrate 0.8558
CYP450 2D6 substrate Non-substrate 0.889
CYP450 3A4 substrate Non-substrate 0.5098
CYP450 1A2 substrate Non-inhibitor 0.6155
CYP450 2C9 substrate Non-inhibitor 0.9244
CYP450 2D6 substrate Inhibitor 0.9174
CYP450 2C19 substrate Non-inhibitor 0.829
CYP450 3A4 substrate Inhibitor 0.677
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6412
Ames test Non AMES toxic 0.8367
Carcinogenicity Non-carcinogens 0.5665
Biodegradation Not ready biodegradable 0.9781
Rat acute toxicity 3.2320 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9043
hERG inhibition (predictor II) Inhibitor 0.6033
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point< 25 °CPhysProp
boiling point150 °C at 5.00E-01 mm HgPhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.0158ALOGPS
logP4.62ALOGPS
logP4.43ChemAxon
logS-4.3ALOGPS
pKa (Strongest Basic)9.41ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area38.77 Å2ChemAxon
Rotatable Bond Count13ChemAxon
Refractivity98.97 m3·mol-1ChemAxon
Polarizability39.35 Å3ChemAxon
Number of Rings1ChemAxon
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 Compound4619
PubChem Substance46508573
ChemSpider4458
WikipediaOxeladin
ATC CodesR05DB09
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
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Drug created on September 11, 2007 14:25 / Updated on September 16, 2013 17:25