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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H19ClN6O
Molecular Weight 382.847
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SAR-020106

SMILES

C[C@H](CN(C)C)OC1=NC(NC2=NC=C3C(Cl)=CC=CC3=C2)=CN=C1C#N

InChI

InChIKey=SRBJWIBAMIKCMV-GFCCVEGCSA-N
InChI=1S/C19H19ClN6O/c1-12(11-26(2)3)27-19-16(8-21)22-10-18(25-19)24-17-7-13-5-4-6-15(20)14(13)9-23-17/h4-7,9-10,12H,11H2,1-3H3,(H,23,24,25)/t12-/m1/s1

HIDE SMILES / InChI

Molecular Formula C19H19ClN6O
Molecular Weight 382.847
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/22981708

SAR-020106 is an ATP-competitive, potent, and selective inhibitor of CHK1, a serine/threonine kinase associated with DNA damage-linked S and G(2)-M checkpoint control. SAR-020106 is a potent radio- and chemosensitizer in tumor cell lines and in vivo xenograft models.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
13.3 nM [IC50]
Conditions
PubMed

PubMed

TitleDatePubMed
Optimising measles virus-guided radiovirotherapy with external beam radiotherapy and specific checkpoint kinase 1 inhibition.
2013-07
Targeted radiosensitization by the Chk1 inhibitor SAR-020106.
2013-03-15
Structure-guided evolution of potent and selective CHK1 inhibitors through scaffold morphing.
2011-12-22
The preclinical pharmacology and therapeutic activity of the novel CHK1 inhibitor SAR-020106.
2010-01
Patents

Sample Use Guides

mice: 40 mg/kg
Route of Administration: Intraperitoneal
SAR-020106 abrogates an etoposide-induced G2 arrest with an IC50 of 55 nM in HT29 cells, and significantly enhances the cell killing of gemcitabine and SN38 by 3.0- to 29-fold in several colon tumor lines in vitro and in a p53-dependent fashion.
Substance Class Chemical
Created
by admin
on Wed Apr 02 20:19:25 GMT 2025
Edited
by admin
on Wed Apr 02 20:19:25 GMT 2025
Record UNII
43GTC52NG2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SAR020106
Preferred Name English
SAR-020106
Code English
2-Pyrazinecarbonitrile, 5-[(8-chloro-3-isoquinolinyl)amino]-3-[(1R)-2-(dimethylamino)-1-methylethoxy]-
Systematic Name English
5-((8-Chloranylisoquinolin-3-yl)amino)-3-((2s)-1-(dimethylamino)propan-2-yl)oxy-pyrazine-2-carbonitrile
Systematic Name English
5-[(8-Chloro-3-isoquinolinyl)amino]-3-[(1R)-2-(dimethylamino)-1-methylethoxy]-2-pyrazinecarbonitrile
Systematic Name English
Code System Code Type Description
PUBCHEM
44203948
Created by admin on Wed Apr 02 20:19:25 GMT 2025 , Edited by admin on Wed Apr 02 20:19:25 GMT 2025
PRIMARY
FDA UNII
43GTC52NG2
Created by admin on Wed Apr 02 20:19:25 GMT 2025 , Edited by admin on Wed Apr 02 20:19:25 GMT 2025
PRIMARY
CAS
1184843-57-9
Created by admin on Wed Apr 02 20:19:25 GMT 2025 , Edited by admin on Wed Apr 02 20:19:25 GMT 2025
PRIMARY
EPA CompTox
DTXSID601351967
Created by admin on Wed Apr 02 20:19:25 GMT 2025 , Edited by admin on Wed Apr 02 20:19:25 GMT 2025
PRIMARY