Beta-hydroxyfentanyl

Identification

Name
Beta-hydroxyfentanyl
Accession Number
DB01453
Type
Small Molecule
Groups
Experimental, Illicit
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
6Q4XAW26T4
CAS number
78995-10-5
Weight
Average: 352.4699
Monoisotopic: 352.21507815
Chemical Formula
C22H28N2O2
InChI Key
JEFVHLMGRUJLET-UHFFFAOYSA-N
InChI
InChI=1S/C22H28N2O2/c1-2-22(26)24(19-11-7-4-8-12-19)20-13-15-23(16-14-20)17-21(25)18-9-5-3-6-10-18/h3-12,20-21,25H,2,13-17H2,1H3
IUPAC Name
N-[1-(2-hydroxy-2-phenylethyl)piperidin-4-yl]-N-phenylpropanamide
SMILES
CCC(=O)N(C1CCN(CC(O)C2=CC=CC=C2)CC1)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
62278
PubChem Substance
46505363
ChemSpider
56079
ChEMBL
CHEMBL3302622
Wikipedia
Beta-hydroxyfentanyl

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.114 mg/mLALOGPS
logP2.96ALOGPS
logP2.9ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)14.11ChemAxon
pKa (Strongest Basic)8.28ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area43.78 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity104.69 m3·mol-1ChemAxon
Polarizability39.71 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9828
Blood Brain Barrier+0.868
Caco-2 permeable+0.5647
P-glycoprotein substrateSubstrate0.6882
P-glycoprotein inhibitor IInhibitor0.8328
P-glycoprotein inhibitor IINon-inhibitor0.5412
Renal organic cation transporterNon-inhibitor0.5906
CYP450 2C9 substrateNon-substrate0.719
CYP450 2D6 substrateNon-substrate0.833
CYP450 3A4 substrateSubstrate0.5895
CYP450 1A2 substrateNon-inhibitor0.8564
CYP450 2C9 inhibitorNon-inhibitor0.8716
CYP450 2D6 inhibitorNon-inhibitor0.7524
CYP450 2C19 inhibitorNon-inhibitor0.7187
CYP450 3A4 inhibitorNon-inhibitor0.8795
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6221
Ames testNon AMES toxic0.7188
CarcinogenicityNon-carcinogens0.8591
BiodegradationNot ready biodegradable0.5813
Rat acute toxicity2.9584 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8412
hERG inhibition (predictor II)Inhibitor0.653
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as fentanyls. These are compounds containing the fentanyl moiety or a derivative, which is based on a N-(1-(2-phenylethyl)-4-piperidinyl)-N-phenylpropanamide skeleton.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Fentanyls
Direct Parent
Fentanyls
Alternative Parents
Anilides / Aralkylamines / Tertiary carboxylic acid amides / Trialkylamines / Secondary alcohols / Amino acids and derivatives / 1,2-aminoalcohols / Azacyclic compounds / Organopnictogen compounds / Organic oxides
show 3 more
Substituents
Fentanyl / Anilide / Aralkylamine / Monocyclic benzene moiety / Benzenoid / Tertiary carboxylic acid amide / 1,2-aminoalcohol / Amino acid or derivatives / Carboxamide group / Secondary alcohol
show 16 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Drug created on July 31, 2007 07:09 / Updated on October 01, 2018 13:04