Calculated reference model · not an experimental or batch-certified structure. All 21 atoms shown.
Model data & sources
- The CAS record is the hydrochloride salt. Only the free base listed by the catalog is drawn; the chloride counterion is not shown.
- Heavy atoms only; hydrogens are omitted from the reference display.
- Source-defined stereochemistry is checked against the calculated coordinates; no energy-minimum, crystal or solution-structure claim is made.
- Reference molecular species only; batch identity, purity, counterions and excipients are not certified.
- Formula
- C18H21ClN2
- Method
- RDKit ETKDGv3 / MMFF94s calculated reference conformer
3C-PEP
3C-PEP is a phenylpiperazine characterised as a high-affinity, transporter-selective dopamine transporter (DAT) ligand.
It was identified during structure-activity work on sigma-2 selective phenylpiperazines. While substituents were being optimised to reduce activity at other neurotransmitter systems, the 3-chlorophenyl and phenethyl substitution pattern was found to confer preferential affinity for the dopamine transporter rather than the intended sigma-2 selectivity.
Binding constants reported in the primary literature are 0.04 nM at DAT, 53 nM at 5-HT2, 327 nM at D2-like receptors, 802 nM at SERT and 1,107 nM at NET. That is approximately 20,000-fold selectivity for DAT over SERT and 27,000-fold over NET. Binding at the PCP/NMDA site and at opioid receptors was not detected within the concentration range assayed.
Published characterisation consists of in vitro binding data. No pharmacokinetic, metabolic or in vivo characterisation has been reported, and transporter conformational preference has not been determined for this compound — DAT ligands of comparable affinity differ in the conformational state they stabilise, and that is not inferable from affinity data alone.
Supplied as an analytical reference material for transporter pharmacology. Identity may be matched against CAS 136534-45-7 and InChIKey NKMGWZZAFWDLFG-UHFFFAOYSA-N. Identity and purity are confirmed by third-party COA, and per-lot analytical documentation is published to the COA archive.
Motel WC, Healy JR, Viard E, Pouw B, Martin K, Matsumoto RR, Coop A. Chlorophenylpiperazine analogues as high affinity dopamine transporter ligands. Bioorganic & Medicinal Chemistry Letters. 2013;23(24):6920–6922. doi:10.1016/j.bmcl.2013.09.038
Research Use Disclaimer
Research Use Only Disclaimer: This product is labeled and sold "For Research Use Only — NOT FOR HUMAN CONSUMPTION." It is not a drug, dietary supplement, food, cosmetic, or medical device, and it is not approved by the FDA or any other regulator for human or veterinary use. It is supplied to approved account holders as a research chemical for laboratory use and must be handled in accordance with applicable law.
