1-[1-(thiophen-2-yl)cyclohexyl]piperidine

• ChemBase ID: 1307
• Molecular Formular: C15H23NS
• Molecular Mass: 249.41482
• Monoisotopic Mass: 249.15512074
• SMILES: s1c(C2(N3CCCCC3)CCCCC2)ccc1
• Canonical SMILES: C1CCN(CC1)C1(CCCCC1)c1cccs1
• InChI: InChI=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
• InChIKey: JUZZEWSCNBCFRL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[1-(thiophen-2-yl)cyclohexyl]piperidine
• IUPAC Traditional name: tenocyclidine
• Synonyms: TCP; Tenocyclidine

Database IDs

• CAS Number: 21500-98-1
• PubChem SID: 46505124; 160964767
• PubChem CID: 62751

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.91516256
• LogD (pH = 7.4): 1.4914384
• Log P: 4.4009295
• Molar Refractivity: 74.5364 cm^3
• Polarizability: 29.313116 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.04
• LOG S: -3.9
• Solubility (Water): 3.13e-02 g/l

DETAILS

DrugBank - DB01520

• Drug Groups: illicit; experimental
• Description: Tenocyclidine (TCP, thienyl cyclohexylpiperidine) is a dissociative anesthetic drug with stimulant and hallucinogenic effects. It is similar in effects to phencyclidine but is considerably more potent. Due to its similarity in effects to PCP, TCP was placed into the Schedule I list of illegal drugs in the 1970s, although it was only briefly abused in the 1970s and 1980s and is now little known. [Wikipedia]
• Indication: Because of its high affinity for the phencyclidine binding site on the NMDA receptor, the 3H radiolabelled form of tenocyclidine is widely used in research into NMDA receptors.
• Pharmacology: Tenocyclidine (TCP) has slightly different binding properties to phencyclidine (PCP), with more affinity for NMDA receptors but less affinity for sigma receptors.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia