compound 12a [PMID: 29031075]

Ligand id: 9684

Name: compound 12a [PMID: 29031075]

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 81.59
Molecular weight 401.05
XLogP 3.53
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
9-(4-chlorobenzoyl)-6-methanesulfonyl-2,3,4,9-tetrahydro-1H-carbazol-4-one
Database Links
GtoPdb PubChem SID 348353643
PubChem CID 131801158
Search Google for chemical match using the InChIKey MITGKKFYIJJQGL-UHFFFAOYSA-N
Search Google for chemicals with the same backbone MITGKKFYIJJQGL
Search UniChem for chemical match using the InChIKey MITGKKFYIJJQGL-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone MITGKKFYIJJQGL
Comments
Compound 12a [PMID: 29031075] is an indomethacin analogue that was rationally designed in order to optimise COX-2 selectivity [1]. Compound 12a has comparable in vitro COX-2 inhibitory activity to indomethacin and celecoxib, but has improved selectivity for COX-2 compared to celecoxib (330-fold selectivity in this study [1]). In contrast, it is > 450-fold selective for COX-2 over COX-1.