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Details

Stereochemistry ACHIRAL
Molecular Formula C16H15N3O2
Molecular Weight 281.3092
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-MORPHOLIN-4-YLPYRIMIDO(2,1-A)ISOQUINOLIN-4-ONE

SMILES

O=C1C=C(N=C2N1C=CC3=CC=CC=C23)N4CCOCC4

InChI

InChIKey=BVRDQVRQVGRNHG-UHFFFAOYSA-N
InChI=1S/C16H15N3O2/c20-15-11-14(18-7-9-21-10-8-18)17-16-13-4-2-1-3-12(13)5-6-19(15)16/h1-6,11H,7-10H2

HIDE SMILES / InChI

Molecular Formula C16H15N3O2
Molecular Weight 281.3092
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.google.com/patents/WO2003024949A1 | https://www.ncbi.nlm.nih.gov/pubmed/15658870

COMPOUND401 is the reversible and selective inhibitor of DNA-dependent protein kinase (DNA-PK) and mammalian target of rapamycin (mTOR) (IC50 values are 0.28 and 5.3 μM respectively). COMPOUND401 exhibits much reduced or no activity against 43 other commonly studied kinases, including PI 3-K, ATM, and ATR. Compound401 has been shown to induce apoptosis and inhibit FRAP-dependent growth in TSC1-/- murine embryo fibroblasts.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
280.0 nM [IC50]
5300.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Selective benzopyranone and pyrimido[2,1-a]isoquinolin-4-one inhibitors of DNA-dependent protein kinase: synthesis, structure-activity studies, and radiosensitization of a human tumor cell line in vitro.
2005 Jan 27
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Rat-1 cells were cultured in serum-free medium for 20 h and then preincubated for 20 min with 0.1% vehicle (dimethyl sulfoxide) or COMPOUND401 (1, 5, 10 mkM). Cells were then stimulated for 10 min with 50 ng/ml PDGF or for 20 min with 10 mkM phenylephrine (PE). Cell lysate protein was analyzed on Western blots probed sequentially with antibodies to S6K1 (P-Thr389 and total), Akt (P-Ser473, P-Thr308, and total), or Erk (P-Thr202/Tyr204 and total).
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:57:33 GMT 2023
Edited
by admin
on Sat Dec 16 15:57:33 GMT 2023
Record UNII
TN9PWB4UM5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-MORPHOLIN-4-YLPYRIMIDO(2,1-A)ISOQUINOLIN-4-ONE
Systematic Name English
2-(MORPHOLIN-4-YL)PYRIMIDO(2,1-A)ISOQUINOLIN-4-ONE
Systematic Name English
COMPOUND 401
Common Name English
4H-PYRIMIDO(2,1-A)ISOQUINOLIN-4-ONE, 2-(4-MORPHOLINYL)-
Systematic Name English
2-(4-MORPHOLINYL)-4H-PYRIMIDO(2,1-A)ISOQUINOLIN-4-ONE
Systematic Name English
Code System Code Type Description
CAS
168425-64-7
Created by admin on Sat Dec 16 15:57:33 GMT 2023 , Edited by admin on Sat Dec 16 15:57:33 GMT 2023
PRIMARY
PUBCHEM
10039361
Created by admin on Sat Dec 16 15:57:33 GMT 2023 , Edited by admin on Sat Dec 16 15:57:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID20434626
Created by admin on Sat Dec 16 15:57:33 GMT 2023 , Edited by admin on Sat Dec 16 15:57:33 GMT 2023
PRIMARY
FDA UNII
TN9PWB4UM5
Created by admin on Sat Dec 16 15:57:33 GMT 2023 , Edited by admin on Sat Dec 16 15:57:33 GMT 2023
PRIMARY