darapladib   Click here for help

GtoPdb Ligand ID: 6696

Synonyms: SB 480848 | SB-480848
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Darapladib is a potent PLA2G7 (commonly referred to as Lp-PLA2) inhibitor. Darapladib and analogues such as rilapladib are clinical drug candidates with potential to reduce the risk of atherosclerosis and associated clinical sequelae [10].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 15
Topological polar surface area 83.74
Molecular weight 666.27
XLogP 8.96
No. Lipinski's rules broken 2
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Canonical SMILES CCN(CCN(C(=O)Cn1c(SCc2ccc(cc2)F)nc(=O)c2c1CCC2)Cc1ccc(cc1)c1ccc(cc1)C(F)(F)F)CC
Isomeric SMILES CCN(CCN(C(=O)Cn1c(SCc2ccc(cc2)F)nc(=O)c2c1CCC2)Cc1ccc(cc1)c1ccc(cc1)C(F)(F)F)CC
InChI InChI=1S/C36H38F4N4O2S/c1-3-42(4-2)20-21-43(22-25-8-12-27(13-9-25)28-14-16-29(17-15-28)36(38,39)40)33(45)23-44-32-7-5-6-31(32)34(46)41-35(44)47-24-26-10-18-30(37)19-11-26/h8-19H,3-7,20-24H2,1-2H3
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8703 darapladib
Synonyms Click here for help
SB 480848 | SB-480848
Database Links Click here for help
CAS Registry No. 356057-34-6 (source: PubChem)
ChEMBL Ligand CHEMBL204021
GtoPdb PubChem SID 178103307
PubChem CID 9939609
Search Google for chemical match using the InChIKey WDPFJWLDPVQCAJ-UHFFFAOYSA-N
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SynPHARM 78680 (in complex with PLA2-G7)
84827 (in complex with PLA2-G7)
84828 (in complex with PLA2-G7)
UniChem Compound Search for chemical match using the InChIKey WDPFJWLDPVQCAJ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WDPFJWLDPVQCAJ-UHFFFAOYSA-N
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Darapladib (links to external site)
Cat. No. 6755