1-(2-Phenylethyl)-4-phenyl-4-acetoxypiperidine

Synonyms :
1-(2-Phenethyl)-4-phenyl-4-acetoxypiperidine, 1-phenethyl-4-phenyl-4-piperidinol acetate, PEPAP

Status : experimental

Description

1-(2-Phenylethyl)-4-phenyl-4-acetoxypiperidine (PEPAP) is a synthetic analogue of meperidine. It is sold as a “synthetic heroin.”

Chemical Classification

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.

Phenylpiperidines

Organic compounds

Organoheterocyclic compounds

Piperidines

Phenylpiperidines

Chemical Name

1-(2-Phenethyl)-4-phenyl-4-acetoxypiperidine

Calculated Property

kind Value Source
logP 4.18 ALOGPS
logS -4.7 ALOGPS
Water Solubility 5.92e-03 g/l ALOGPS
logP 3.61 ChemAxon
IUPAC Name 4-phenyl-1-(2-phenylethyl)piperidin-4-yl acetate ChemAxon
Traditional IUPAC Name pepap ChemAxon
Molecular Weight 323.4287 ChemAxon
Monoisotopic Weight 323.188529049 ChemAxon
SMILES CC(=O)OC1(CCN(CCC2=CC=CC=C2)CC1)C1=CC=CC=C1 ChemAxon
Molecular Formula C21H25NO2 ChemAxon
InChI InChI=1S/C21H25NO2/c1-18(23)24-21(20-10-6-3-7-11-20)13-16-22(17-14-21)15-12-19-8-4-2-5-9-19/h2-11H,12-17H2,1H3 ChemAxon
InChIKey InChIKey=BVURVTVDNWSNFN-UHFFFAOYSA-N ChemAxon
Polar Surface Area (PSA) 29.54 ChemAxon
Refractivity 96.73 ChemAxon
Polarizability 37.55 ChemAxon
Rotatable Bond Count 6 ChemAxon
H Bond Acceptor Count 2 ChemAxon
H Bond Donor Count 0 ChemAxon
pKa (strongest basic) 9.24 ChemAxon
Physiological Charge 1 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 1 ChemAxon

Affected organism

Humans and other mammals