PK-11195

Details

Stereochemistry	RACEMIC
Molecular Formula	C21H21ClN2O
Molecular Weight	352.857
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC(C)N(C)C(=O)C1=NC(=C2C=CC=CC2=C1)C3=C(Cl)C=CC=C3

InChI

InChIKey=RAVIZVQZGXBOQO-UHFFFAOYSA-N

InChI=1S/C21H21ClN2O/c1-4-14(2)24(3)21(25)19-13-15-9-5-6-10-16(15)20(23-19)17-11-7-8-12-18(17)22/h5-14H,4H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C21H21ClN2O
Molecular Weight	352.857
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2992998 | https://www.ncbi.nlm.nih.gov/pubmed/6091832 | https://www.ncbi.nlm.nih.gov/pubmed/27062569 | https://www.ncbi.nlm.nih.gov/pubmed/27544207 | https://www.ncbi.nlm.nih.gov/pubmed/15217830

PK-11195 was first discovered by Pharmuka Laboratories. It was found to be antagonist of the Translocator Protein (TSPO) with potential for development in a number of conditions including cancer models, cardiac ischemia, seizures, depression, and anxiety. PK-11195 has been studied extensively in vitro and in animal models. In phase I clinical trials no anti-inchemic effects were found after drug administration. A tritium [3H] labeled and a C-11 labeled version of PK-11195 are both used diagnostically as PET imaging compounds.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Translocator protein 13 Target ID: P50637 Gene ID: 12257.0 Gene Symbol: Tspo Target Organism: Mus musculus (Mouse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/6330481 \| https://www.ncbi.nlm.nih.gov/pubmed/6325239	Antagonist 2778		2.4 nM [Kd]

Conditions

Condition	Modality	Highest Phase	Product
Myocardial ischemia 15 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2992998	Primary	Preclinical	Unknown Approved Use Unknown
Tonic-clonic seizures 7 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6091832	Primary	Preclinical	Unknown Approved Use Unknown
Breast cancer 434 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27062569	Primary	Basic research	Unknown Approved Use Unknown
Multiple myeloma 159 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15217830	Primary	Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Reversal of Bcl-2-mediated resistance of the EW36 human B-cell lymphoma cell line to arsenite- and pesticide-induced apoptosis by PK11195, a ligand of the mitochondrial benzodiazepine receptor.	2003 Jul	12730627
Rational quantitative structure-activity relationship (RQSAR) screen for PXR and CAR isoform-specific nuclear receptor ligands.	2010 Dec 5	20869355

Patents

Sample Use Guides

In Vivo Use Guide

Mice received an intraperitoneal injection of PK-11195 (30 - 120 mg/kg ) 30 min before inducing convulsions with one of Ro 5-4864, Ro 5- 3663, PTZ or picrotoxin. Results were mixed. PK-11195 significantly reduced the incidence of convulsions caused by Ro 5-4864 but was ineffective at countering seizures brought on by Ro 5-3663 and picrotoxin. Furthermore, PK 11195 had pro-convulsant actions when combined with sub-convulsant doses of strychnine and picrotoxin.

Route of Administration: Other

In Vitro Use Guide

Human breast cancer cell lines MCF-7 and T47D were cultured and viability and proliferation were determined with a CCK-8 assay. A TSPO selective ligand AC-5216 was added to enhance cellular proliferation and production of allopregnanolone. PK-11195 blocked the effects of AC-5216 with IC50 values of 5.4 nM and 6 nM in MCF-7 and T47D cells respectively.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:06:06 GMT 2023` Edited by `admin` on `Sat Dec 16 10:06:06 GMT 2023`
Record UNII	YNF83VN1RL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PK-11195

Common Name

English

RP-52028

Code

English

PK 11195

Common Name

English

3-ISOQUINOLINECARBOXAMIDE, 1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-

Systematic Name

English

N-METHYL-N-(1-METHYLPROPYL)-1-(2-CHLOROPHENYL)ISOQUINOLINE-3-CARBOXAMIDE

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID7041097