Tenocyclidine (CHEM018794)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:32:22 UTC
Update Date2016-11-09 01:15:52 UTC
Accession NumberCHEM018794
Identification
Common NameTenocyclidine
ClassSmall Molecule
DescriptionA tertiary amino compound that consists of cyclohexane having piperidin-1-yl and thiophen-2-yl groups attached at position 1. A dissociative anaesthetic drug with halluccinogenic and stimulant effects. Its effects are similar to those of phencyclidine (PCP, an analogue with the thienyl group replaced by phenyl), but it is rather more potent.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-[1-(Thiophen-2-yl)cyclohexyl]piperidineChEBI
TenociclidinaChEBI
TenocyclidinumChEBI
Thienyl cyclohexylpiperidineChEBI
(3H)ThienylcyclohexylpiperidineMeSH
2-ThienylphencyclidineMeSH
1-(1-(2-Thienyl)cyclohexyl)piperidine hydrochlorideMeSH
1-(1-(2-Thienyl)cyclohexyl)piperidine, tritium-labeledMeSH
N-(1-(2-Thiophenyl)cyclohexyl)piperidineMeSH
ThienylcyclohexylpiperidineMeSH
Tenocyclidine-TCPMeSH
1-(1-(2-Thienyl)cyclohexyl)piperidineMeSH
Tenocyclidine hydrochlorideMeSH
Chemical FormulaC15H23NS
Average Molecular Mass249.415 g/mol
Monoisotopic Mass249.155 g/mol
CAS Registry Number1867-65-8
IUPAC Name1-[1-(thiophen-2-yl)cyclohexyl]piperidine
Traditional Nametenocyclidine
SMILESC1CCN(CC1)C1(CCCCC1)C1=CC=CS1
InChI IdentifierInChI=1S/C15H23NS/c1-3-9-15(10-4-1,14-8-7-13-17-14)16-11-5-2-6-12-16/h7-8,13H,1-6,9-12H2
InChI KeyJUZZEWSCNBCFRL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentAralkylamines
Alternative Parents
Substituents
  • Aralkylamine
  • Cyclohexylamine
  • Piperidine
  • Heteroaromatic compound
  • Thiophene
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Organoheterocyclic compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.031 g/LALOGPS
logP5.04ALOGPS
logP4.4ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)10.44ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area3.24 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity74.54 m³·mol⁻¹ChemAxon
Polarizability29.28 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-017i-2930000000-55db36e5a159dddaf158Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0090000000-4fd76fd79831dd9e44feSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uxr-3890000000-8c29c38a1fcced3bf6d7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01c3-9520000000-5015993922c1b0f638a5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1090000000-480de71fe76d14ac648fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-2190000000-6c31fe35b28d405f2791Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-9130000000-109e855832f9104e7e87Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB01520
HMDB IDHMDB0258817
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTenocyclidine
Chemspider ID56495
ChEBI ID64610
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11967623
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=15230189
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=16942853
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=18324340
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=20338869
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=2538766
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=9489512