SC83288   Click here for help

GtoPdb Ligand ID: 10175

Antimalarial Ligand
Compound class: Synthetic organic
Comment: SC83288 is an amicarbalide derivative and the clinical development candidate for this novel antimalarial chemotype [2].

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 5
Rotatable bonds 13
Topological polar surface area 220.85
Molecular weight 629.17
XLogP 1.86
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES COC(=O)N1CCN(CC1)C(=N)c1cccc(c1)NC(=O)Nc1ccc(cc1)S(=O)(=O)NCc1ccc(cc1)S(=O)(=O)N
Isomeric SMILES COC(=O)N1CCN(CC1)C(=N)c1cccc(c1)NC(=O)Nc1ccc(cc1)S(=O)(=O)NCc1ccc(cc1)S(=O)(=O)N
InChI InChI=1S/C27H31N7O7S2/c1-41-27(36)34-15-13-33(14-16-34)25(28)20-3-2-4-22(17-20)32-26(35)31-21-7-11-24(12-8-21)43(39,40)30-18-19-5-9-23(10-6-19)42(29,37)38/h2-12,17,28,30H,13-16,18H2,1H3,(H2,29,37,38)(H2,31,32,35)
InChI Key UJKWTQWUYKHLGQ-UHFFFAOYSA-N
Whole organism assay data
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MOA/likely target Sp. Assay description Type Action Value Parameter Concentration range (M) Reference
Unknown MOA PfNF54 Parasite growth inhibition assay - - 8.7 pIC50 - 2
pIC50 8.7 (IC50 2x10-9 M) [2]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Unknown MOA PfDd2 Parasite growth inhibition assay - - 8.5 pIC50 - 2
pIC50 8.5 (IC50 3x10-9 M) [2]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Unknown MOA PfK1 Parasite growth inhibition assay - - 8.3 pIC50 - 2
pIC50 8.3 (IC50 5x10-9 M) [2]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Unknown MOA PfFCR3 Parasite growth inhibition assay - - 8.2 pIC50 - 2
pIC50 8.2 (IC50 6x10-9 M) [2]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Unknown MOA Pf3D7 Parasite growth inhibition assay - - 8.1 pIC50 - 2
pIC50 8.1 (IC50 8x10-9 M) [2]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Unknown MOA Pf7G8 Parasite growth inhibition assay - - 8.0 pIC50 - 2
pIC50 8.0 (IC50 1x10-8 M) [2]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)