Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C23H18Cl3FN4O3S |
| Molecular Weight | 555.836 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[O-][N+](=O)C1=C(F)C=CC(NC(=S)NC(NC(=O)C(C2=CC=CC=C2)C3=CC=CC=C3)C(Cl)(Cl)Cl)=C1
InChI
InChIKey=HLCDNLNLQNYZTK-UHFFFAOYSA-N
InChI=1S/C23H18Cl3FN4O3S/c24-23(25,26)21(30-22(35)28-16-11-12-17(27)18(13-16)31(33)34)29-20(32)19(14-7-3-1-4-8-14)15-9-5-2-6-10-15/h1-13,19,21H,(H,29,32)(H2,28,30,35)
| Molecular Formula | C23H18Cl3FN4O3S |
| Molecular Weight | 555.836 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/16767085 | https://www.ncbi.nlm.nih.gov/pubmed/18560433Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/18347191 | https://www.ncbi.nlm.nih.gov/pubmed/19903334 | http://www.selleckchem.com/products/cgk-733.html | https://www.ncbi.nlm.nih.gov/pubmed/24795863 | https://www.ncbi.nlm.nih.gov/pubmed/21865098
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16767085 | https://www.ncbi.nlm.nih.gov/pubmed/18560433
Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/18347191 | https://www.ncbi.nlm.nih.gov/pubmed/19903334 | http://www.selleckchem.com/products/cgk-733.html | https://www.ncbi.nlm.nih.gov/pubmed/24795863 | https://www.ncbi.nlm.nih.gov/pubmed/21865098
Diphenyl acetamidotrichloroethyl fluoronitrophenyl thiourea, CGK733, was claimed to be selective inhibitor of the ataxia telangiectasia-mutated (ATM) protein and ATM- and Rad3-related (ATR) protein, however after investigation of the contents of the original paper by Korean Advanced Institute of Science and Technology (KAIST) several irregularities has been revealed and the paper was retracted in full. Further studies were completed showing that CGK-733 has no specific inhibitory effect on ATM or ATR. Unfortunately, the compound is still being marketed as an ATM/ATR inhibitor. CGK733 inhibits the proliferation of human cancer and non-transformed mouse fibroblast cell lines and induced senescent breast, lung, and colon carcinoma cells to undergo cell death.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery. | 2013-04-15 |
|
| CGK733 enhances multinucleated cell formation and cytotoxicity induced by taxol in Chk1-deficient HBV-positive hepatocellular carcinoma cells. | 2012-05-25 |
|
| Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity. | 2011-10-30 |
|
| CGK733 does not inhibit ATM or ATR kinase activity in H460 human lung cancer cells. | 2011-10-10 |
|
| The ATM and ATR inhibitors CGK733 and caffeine suppress cyclin D1 levels and inhibit cell proliferation. | 2009-11-10 |
|
| Ataxia telangiectasia mutated and p21CIP1 modulate cell survival of drug-induced senescent tumor cells: implications for chemotherapy. | 2008-03-15 |
|
| Small molecule-based reversible reprogramming of cellular lifespan. | 2006-07 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 23:12:40 GMT 2025
by
admin
on
Mon Mar 31 23:12:40 GMT 2025
|
| Record UNII |
L3DGZ99QYM
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Official Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
905973-89-9
Created by
admin on Mon Mar 31 23:12:40 GMT 2025 , Edited by admin on Mon Mar 31 23:12:40 GMT 2025
|
PRIMARY | |||
|
L3DGZ99QYM
Created by
admin on Mon Mar 31 23:12:40 GMT 2025 , Edited by admin on Mon Mar 31 23:12:40 GMT 2025
|
PRIMARY | |||
|
DTXSID30424997
Created by
admin on Mon Mar 31 23:12:40 GMT 2025 , Edited by admin on Mon Mar 31 23:12:40 GMT 2025
|
PRIMARY | |||
|
6605258
Created by
admin on Mon Mar 31 23:12:40 GMT 2025 , Edited by admin on Mon Mar 31 23:12:40 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
TARGET -> INHIBITOR |
