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Details

Stereochemistry ACHIRAL
Molecular Formula C20H16F3N3O
Molecular Weight 371.3557
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-[(4-Pyridinylmethyl)amino]-N-[3-(trifluoromethyl)phenyl]benzamide

SMILES

FC(F)(F)C1=CC=CC(NC(=O)C2=C(NCC3=CC=NC=C3)C=CC=C2)=C1

InChI

InChIKey=BLAFVGLBBOPRLP-UHFFFAOYSA-N
InChI=1S/C20H16F3N3O/c21-20(22,23)15-4-3-5-16(12-15)26-19(27)17-6-1-2-7-18(17)25-13-14-8-10-24-11-9-14/h1-12,25H,13H2,(H,26,27)

HIDE SMILES / InChI
AAL993 (ZK260253) is a potent and selective VEGF receptor kinase (VEGF-R) tyrosine kinase inhibitor (VEGFR2), which binds to an inactive conformation of the protein. In addition, AAL993 possesses dual functions, including suppression of HIF-1 alpha expression through ERK inhibition without affecting Akt phosphorylation.

Originator

Curator's Comment: # Novartis Institutes of Biomedical Research

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Advances in the structural biology, design and clinical development of VEGF-R kinase inhibitors for the treatment of angiogenesis.
2004-03-11

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: AAL993 (AAL-993) possesses dual functions: inhibition of VEGFR signaling and HIF-1alpha expression under the hypoxic condition. The detailed mechanistic study indicated that AAL993 suppressed HIF-1alpha expression through ERK inhibition without affecting Akt phosphorylation.
Unknown
Name Type Language
2-(Pyridin-4-ylmethylamino)-N-(3-(trifluoromethyl)phenyl)benzamide
Preferred Name English
2-[(4-Pyridinylmethyl)amino]-N-[3-(trifluoromethyl)phenyl]benzamide
Systematic Name English
Benzamide, 2-[(4-pyridinylmethyl)amino]-N-[3-(trifluoromethyl)phenyl]-
Systematic Name English
Code System Code Type Description
CAS
269390-77-4
Created by admin on Wed Apr 02 05:27:27 GMT 2025 , Edited by admin on Wed Apr 02 05:27:27 GMT 2025
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FDA UNII
55K5464ZGS
Created by admin on Wed Apr 02 05:27:27 GMT 2025 , Edited by admin on Wed Apr 02 05:27:27 GMT 2025
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EPA CompTox
DTXSID601352234
Created by admin on Wed Apr 02 05:27:27 GMT 2025 , Edited by admin on Wed Apr 02 05:27:27 GMT 2025
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PUBCHEM
6398883
Created by admin on Wed Apr 02 05:27:27 GMT 2025 , Edited by admin on Wed Apr 02 05:27:27 GMT 2025
PRIMARY