rilapladib   Click here for help

GtoPdb Ligand ID: 7376

Synonyms: SB 659032
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Lipoprotein-associated phospholipase A2 (Lp-PLA2, PLA2-G7) inhibitors such as rilapladib and darapladib have been evaluated in clinical trials: darapladib for coronary heart disease, and rilapladib for Alzheimer's disease. Compounds of different chemotypes are being explored as tools to further optimise the pharmacological modulation of PLA2-G7 as a target for clinical intervention- see also (S)-23 [PMID: 27933945] (tool compound).
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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 14
Topological polar surface area 80.08
Molecular weight 735.26
XLogP 10.02
No. Lipinski's rules broken 2
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Canonical SMILES COCCN1CCC(CC1)N(C(=O)Cn1c(SCc2cccc(c2F)F)cc(=O)c2c1cccc2)Cc1ccc(cc1)c1ccc(cc1)C(F)(F)F
Isomeric SMILES COCCN1CCC(CC1)N(C(=O)Cn1c(SCc2cccc(c2F)F)cc(=O)c2c1cccc2)Cc1ccc(cc1)c1ccc(cc1)C(F)(F)F
InChI InChI=1S/C40H38F5N3O3S/c1-51-22-21-46-19-17-32(18-20-46)47(24-27-9-11-28(12-10-27)29-13-15-31(16-14-29)40(43,44)45)37(50)25-48-35-8-3-2-6-33(35)36(49)23-38(48)52-26-30-5-4-7-34(41)39(30)42/h2-16,23,32H,17-22,24-26H2,1H3
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
8704 rilapladib
Synonyms Click here for help
SB 659032
Database Links Click here for help
CAS Registry No. 412950-08-4 (source: PubChem)
ChEMBL Ligand CHEMBL2104981
GtoPdb PubChem SID 178103948
PubChem CID 9918381
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UniChem Compound Search for chemical match using the InChIKey NNBGCSGCRSCFEA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NNBGCSGCRSCFEA-UHFFFAOYSA-N