ganaplacide   Click here for help

GtoPdb Ligand ID: 9946

Synonyms: GNF156 | KAF156
Antimalarial Ligand
Compound class: Synthetic organic
Comment: Ganaplacide is the optimised lead for the imidazolopiperazines (IZPs), a novel class of compounds identified from a phenotypic screen as having antimalarial activity [1].

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
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 2
Rotatable bonds 5
Topological polar surface area 76.18
Molecular weight 411.19
XLogP 4.09
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES NCC(=O)N1CCn2c(C1(C)C)nc(c2Nc1ccc(cc1)F)c1ccc(cc1)F
Isomeric SMILES NCC(=O)N1CCn2c(C1(C)C)nc(c2Nc1ccc(cc1)F)c1ccc(cc1)F
InChI InChI=1S/C22H23F2N5O/c1-22(2)21-27-19(14-3-5-15(23)6-4-14)20(26-17-9-7-16(24)8-10-17)28(21)11-12-29(22)18(30)13-25/h3-10,26H,11-13,25H2,1-2H3
InChI Key BUPRVECGWBHCQV-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
2-amino-1-[3-(4-fluoroanilino)-2-(4-fluorophenyl)-8,8-dimethyl-5,6-dihydroimidazo[1,2-a]pyrazin-7-yl]ethanone
International Nonproprietary Names Click here for help
INN number INN
10761 ganaplacide
Synonyms Click here for help
GNF156 | KAF156
Database Links Click here for help
CAS Registry No. 1261113-96-5 (source: Scifinder)
ChEMBL Ligand CHEMBL2058833
GtoPdb PubChem SID 374883833
PubChem CID 49856296
Search Google for chemical match using the InChIKey BUPRVECGWBHCQV-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BUPRVECGWBHCQV
Search PubMed clinical trials ganaplacide
Search PubMed titles ganaplacide
Search PubMed titles/abstracts ganaplacide
Search UniChem for chemical match using the InChIKey BUPRVECGWBHCQV-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone BUPRVECGWBHCQV
Wikipedia KAF156