(S)-23 [PMID: 27933945]   Click here for help

GtoPdb Ligand ID: 9796

PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound (S)-23 is a γ-lactam sulfone type PLA2-G7 (Lp-PLA2) inhibitor [3]. It is less lipophilic than the clinically evaluated inhibitor, darapladib.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 95.85
Molecular weight 394.14
XLogP 2.41
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES N#Cc1cc(OCCN2CC(CC2=O)C2(C)CCS(=O)(=O)CC2)ccc1F
Isomeric SMILES N#Cc1cc(OCCN2C[C@@H](CC2=O)C2(C)CCS(=O)(=O)CC2)ccc1F
InChI InChI=1S/C19H23FN2O4S/c1-19(4-8-27(24,25)9-5-19)15-11-18(23)22(13-15)6-7-26-16-2-3-17(20)14(10-16)12-21/h2-3,10,15H,4-9,11,13H2,1H3/t15-/m1/s1
InChI Key SYEMWCXBADSSGE-OAHLLOKOSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-fluoro-5-[2-[(4S)-4-(4-methyl-1,1-dioxothian-4-yl)-2-oxopyrrolidin-1-yl]ethoxy]benzonitrile
Database Links Click here for help
GtoPdb PubChem SID 354702268
PubChem CID 122707120
RCSB PDB Ligand 7BR
Search Google for chemical match using the InChIKey SYEMWCXBADSSGE-OAHLLOKOSA-N
Search Google for chemicals with the same backbone SYEMWCXBADSSGE
Search UniChem for chemical match using the InChIKey SYEMWCXBADSSGE-OAHLLOKOSA-N
Search UniChem for chemicals with the same backbone SYEMWCXBADSSGE
SynPHARM 84829 (in complex with PLA2-G7)
84830 (in complex with PLA2-G7)