MMV019313   Click here for help

GtoPdb Ligand ID: 11456

Synonyms: TCMDC-123889
Antimalarial Ligand
Compound class: Synthetic organic
Comment: MMV019313 is a drug-like compound that was chosen as one of the chemotypes included in the MMV Malaria Box [2]. It is a highly selective inhibitor of P. falciparum bifunctional farnesyl/geranylgeranyl diphosphate synthase (PfFPPS/GGPPS) [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 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 82.58
Molecular weight 397.18
XLogP 4.11
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C(c1cc2c(s1)c1ccccc1n(c2=O)C)NCCCN1CCCCCC1
Isomeric SMILES O=C(c1cc2c(s1)c1ccccc1n(c2=O)C)NCCCN1CCCCCC1
InChI InChI=1S/C22H27N3O2S/c1-24-18-10-5-4-9-16(18)20-17(22(24)27)15-19(28-20)21(26)23-11-8-14-25-12-6-2-3-7-13-25/h4-5,9-10,15H,2-3,6-8,11-14H2,1H3,(H,23,26)
InChI Key NVFMMXVDSJFVNO-UHFFFAOYSA-N
Whole organism assay data
Key to terms and symbols Click on species/strain names for details Click column headers to sort
MOA/likely target Sp. Assay description Type Action Value Parameter Concentration range (M) Reference
Plasmodium falciparum bifunctional farnesyl/geranylgeranyl diphosphate synthase PfDd2 - - 6.7 pEC50 - 1
pEC50 6.7 (EC50 1.8x10-7 M) [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Plasmodium falciparum bifunctional farnesyl/geranylgeranyl diphosphate synthase PfW2 - - 6.6 pEC50 - 1
pEC50 6.6 (EC50 2.7x10-7 M) [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)