DSM502   Click here for help

GtoPdb Ligand ID: 11219

Antimalarial Ligand
Compound class: Synthetic organic
Comment: DSM502 is the optimized lead from a pyrrole-based series of antimalarial compounds that inhibit P. falciparum dihydroorotate dehydrogenase (PfDHODH) [1]. This series of PfDHODH inhibitors could provide a potential backup candidate, with an alternative scaffold, to the clinical lead DSM265.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 57.78
Molecular weight 323.12
XLogP 2.43
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(c1[nH]cc(c1C)Cc1ccc(nc1)C(F)(F)F)NC1CC1
Isomeric SMILES O=C(c1[nH]cc(c1C)Cc1ccc(nc1)C(F)(F)F)NC1CC1
InChI InChI=1S/C16H16F3N3O/c1-9-11(8-21-14(9)15(23)22-12-3-4-12)6-10-2-5-13(20-7-10)16(17,18)19/h2,5,7-8,12,21H,3-4,6H2,1H3,(H,22,23)
InChI Key AFOVOYRODSYDMK-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
Database Links Click here for help
GtoPdb PubChem SID 434122279
PubChem CID 154699462
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