NCX-4016

Ligand id: 9018

Name: NCX-4016

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 8
Topological polar surface area 104.97
Molecular weight 331.07
XLogP 4.61
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
[3-(nitrooxymethyl)phenyl] 2-acetyloxybenzoate
Synonyms
NCX 4016 | NCX4016 | nitric oxide-releasing aspirin | nitroaspirin
Database Links
CAS Registry No. 175033-36-0 (source: PubChem)
ChEMBL Ligand CHEMBL374385
PubChem CID 119032
Search Google for chemical match using the InChIKey IOJUJUOXKXMJNF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone IOJUJUOXKXMJNF
Search UniChem for chemical match using the InChIKey IOJUJUOXKXMJNF-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone IOJUJUOXKXMJNF
Wikipedia Nitroaspirin
Comments
NCX-4016 is an inhibitor which supports generation of reactive oxygen species (ROS) that modify CCL2 levels, disabling T cell chemotaxis. It is expected that this type of action will have anti-inflammatory, antiproliferative, and cytoprotective activity [1]. NCX-4016 is an NO-NSAID type compound (nitric oxide-donating NSAID), a hybrid nitrate conjugated to an NSAID, in this case aspirin. This type of compound was designed to exploit the gastroprotective properties of NO bioactivity, to combat the gastrotoxicity which compromises NSAID use [2].