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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
Molecular Formula C20H16F3N3O
Molecular Weight 371.3557
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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

Novartis
177
Curator's Comment: # Novartis Institutes of Biomedical Research

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8504
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
Substance Class Chemical
Created
by admin
on Wed Apr 02 05:27:27 GMT 2025
Edited
by admin
on Wed Apr 02 05:27:27 GMT 2025
Record UNII
55K5464ZGS
Record Status Validated (UNII)
Record Version
  • Download
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
PRIMARY
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
PRIMARY
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
PRIMARY
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
NIH
NCATS
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