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
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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)
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
methyl 4-[3-[[4-[(4-sulfamoylphenyl)methylsulfamoyl]phenyl]carbamoylamino]benzenecarboximidoyl]piperazine-1-carboxylate
Database Links Click here for help
GtoPdb PubChem SID 381118885
PubChem CID 57496162
Search Google for chemical match using the InChIKey UJKWTQWUYKHLGQ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone UJKWTQWUYKHLGQ
UniChem Compound Search for chemical match using the InChIKey UJKWTQWUYKHLGQ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey UJKWTQWUYKHLGQ-UHFFFAOYSA-N