U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C18H19FN4
Molecular Weight 310.3687
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CP-226269

SMILES

FC1=CC2=C(NC(CN3CCN(CC3)C4=NC=CC=C4)=C2)C=C1

InChI

InChIKey=PQOIDBZLMJMYCD-UHFFFAOYSA-N
InChI=1S/C18H19FN4/c19-15-4-5-17-14(11-15)12-16(21-17)13-22-7-9-23(10-8-22)18-3-1-2-6-20-18/h1-6,11-12,21H,7-10,13H2

HIDE SMILES / InChI

Molecular Formula C18H19FN4
Molecular Weight 310.3687
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/16154186

CP 226269 is a selective dopamine D4 agonist. This compound was developed by Pfizer for Neuroscience research. CP226269 showed a significant enhancement in the 5-trial inhibitory avoidance model.

Originator

Curator's Comment: # Pfizer

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
6.0 nM [Ki]
Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
D4 dopamine receptor-mediated phospholipid methylation and its implications for mental illnesses such as schizophrenia.
1999 May
Patents

Sample Use Guides

0.2–25.0 mg/kg
Route of Administration: Other
Highly D4R-selective agonist CP-226269 stimulated PLM with an EC50 of 2.9 nM, comparable to its reported EC50 of 5.8 nM for inhibition of cAMP formation via D4Rs.
Substance Class Chemical
Created
by admin
on Sat Dec 16 19:05:29 GMT 2023
Edited
by admin
on Sat Dec 16 19:05:29 GMT 2023
Record UNII
WX4CVT9DYH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CP-226269
Code English
5-FLUORO-2-((4-(2-PYRIDINYL)-1-PIPERAZINYL)METHYL)-1H-INDOLE
Systematic Name English
1H-INDOLE, 5-FLUORO-2-((4-(2-PYRIDINYL)-1-PIPERAZINYL)METHYL)-
Systematic Name English
CP-226,269
Code English
5-FLUORO-2-((4-PYRIDIN-2-YLPIPERAZIN-1-YL)METHYL)-1H-INDOLE
Systematic Name English
Code System Code Type Description
FDA UNII
WX4CVT9DYH
Created by admin on Sat Dec 16 19:05:29 GMT 2023 , Edited by admin on Sat Dec 16 19:05:29 GMT 2023
PRIMARY
CAS
220941-93-5
Created by admin on Sat Dec 16 19:05:29 GMT 2023 , Edited by admin on Sat Dec 16 19:05:29 GMT 2023
PRIMARY
PUBCHEM
9796720
Created by admin on Sat Dec 16 19:05:29 GMT 2023 , Edited by admin on Sat Dec 16 19:05:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID70430875
Created by admin on Sat Dec 16 19:05:29 GMT 2023 , Edited by admin on Sat Dec 16 19:05:29 GMT 2023
PRIMARY
WIKIPEDIA
CP-226,269
Created by admin on Sat Dec 16 19:05:29 GMT 2023 , Edited by admin on Sat Dec 16 19:05:29 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST