compound 9 [Kumar et al., 2019]   

GtoPdb Ligand ID: 10448

Compound class: Synthetic organic
Comment: Compound 9 is an example of a new chemotype (with a cyclic enaminone structural scaffold) for selective COX2 inhibitors (COXIBs) [1]. It is hoped that this new chemotype will be devoid of the side effects related to the sulfonamide/sulfonate group common in existing COXIB drugs, and thus lead the way to overcoming the adverse cardiovascular effects that have led to the withdrawl of some existing COXIBs from use in the clinic (rofecoxib and valdecoxib).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 37.38
Molecular weight 263.07
XLogP 2.17
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC(=O)N(c1ccc(cc1)Cl)C1=CC(=O)CCC1
Isomeric SMILES CC(=O)N(c1ccc(cc1)Cl)C1=CC(=O)CCC1
InChI InChI=1S/C14H14ClNO2/c1-10(17)16(12-7-5-11(15)6-8-12)13-3-2-4-14(18)9-13/h5-9H,2-4H2,1H3
InChI Key UOYMKJRPIIMBTR-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
N-(4-Chlorophenyl)-N-(3-oxo-cyclohex-1-enyl)acetamide
Database Links
GtoPdb PubChem SID 385612208
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