Benzethidine

Identification

Generic Name
Benzethidine
DrugBank Accession Number
DB01518
Background

Not Available

Type
Small Molecule
Groups
Experimental, Illicit
Structure
Weight
Average: 367.4813
Monoisotopic: 367.214743799
Chemical Formula
C23H29NO3
Synonyms
  • Benzethidine
External IDs
  • IDS-NB-001
  • NIH 7574

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenylpiperidines. These are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Phenylpiperidines
Direct Parent
Phenylpiperidines
Alternative Parents
Piperidinecarboxylic acids / Benzylethers / Aralkylamines / Trialkylamines / Carboxylic acid esters / Amino acids and derivatives / Monocarboxylic acids and derivatives / Dialkyl ethers / Azacyclic compounds / Organopnictogen compounds
show 3 more
Substituents
Amine / Amino acid or derivatives / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Benzylether / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
X0I74BAR02
CAS number
3691-78-9
InChI Key
UVTBZAWTRVBTMK-UHFFFAOYSA-N
InChI
InChI=1S/C23H29NO3/c1-2-27-22(25)23(21-11-7-4-8-12-21)13-15-24(16-14-23)17-18-26-19-20-9-5-3-6-10-20/h3-12H,2,13-19H2,1H3
IUPAC Name
ethyl 1-[2-(benzyloxy)ethyl]-4-phenylpiperidine-4-carboxylate
SMILES
CCOC(=O)C1(CCN(CCOCC2=CC=CC=C2)CC1)C1=CC=CC=C1

References

General References
Not Available
PubChem Compound
62516
PubChem Substance
46507451
ChemSpider
56290
ChEMBL
CHEMBL2104234
ZINC
ZINC000004214975
Wikipedia
Benzethidine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.00673 mg/mLALOGPS
logP3.98ALOGPS
logP4.13Chemaxon
logS-4.7ALOGPS
pKa (Strongest Basic)8.11Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area38.77 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity108.14 m3·mol-1Chemaxon
Polarizability41.89 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9965
Blood Brain Barrier+0.9429
Caco-2 permeable+0.5801
P-glycoprotein substrateSubstrate0.7515
P-glycoprotein inhibitor IInhibitor0.672
P-glycoprotein inhibitor IINon-inhibitor0.7176
Renal organic cation transporterInhibitor0.5248
CYP450 2C9 substrateNon-substrate0.824
CYP450 2D6 substrateNon-substrate0.74
CYP450 3A4 substrateNon-substrate0.5424
CYP450 1A2 substrateInhibitor0.6999
CYP450 2C9 inhibitorInhibitor0.7806
CYP450 2D6 inhibitorInhibitor0.7756
CYP450 2C19 inhibitorInhibitor0.6645
CYP450 3A4 inhibitorInhibitor0.8486
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8711
Ames testNon AMES toxic0.8916
CarcinogenicityNon-carcinogens0.8473
BiodegradationNot ready biodegradable0.9324
Rat acute toxicity3.1433 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7871
hERG inhibition (predictor II)Inhibitor0.6194
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Download (7.49 KB)
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0009000000-b4e9f69da86f025b1c1d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0uy1-1097000000-62ae33ff08daef7a6d6f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01b9-2069000000-64d3b4a9c4e240d8cfbe
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014l-1398000000-d2b6c3670eaa657fddbb
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4j-2962000000-e491b8d2736d852a37b8
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kf-9356000000-874ccab93ec46497f567
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-199.6381489
predicted
DarkChem Lite v0.1.0
[M-H]-190.19576
predicted
DeepCCS 1.0 (2019)
[M+H]+199.9090489
predicted
DarkChem Lite v0.1.0
[M+H]+192.89803
predicted
DeepCCS 1.0 (2019)
[M+Na]+200.7010489
predicted
DarkChem Lite v0.1.0
[M+Na]+201.3734
predicted
DeepCCS 1.0 (2019)

Drug created at July 31, 2007 13:10 / Updated at February 21, 2021 18:51