DSM705   Click here for help

GtoPdb Ligand ID: 11554

Synonyms: compound 79
PDB Ligand Antimalarial Ligand
Compound class: Synthetic organic
Comment: DSM705 is a 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.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 99.35
Molecular weight 404.16
XLogP 3.06
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(c1[nH]cc(c1C)C1(CC1)c1ccc(nc1)C(F)(F)F)N[C@@H](c1ncn[nH]1)C
Isomeric SMILES O=C(c1[nH]cc(c1C)C1(CC1)c1ccc(nc1)C(F)(F)F)N[C@@H](c1ncn[nH]1)C
InChI InChI=1S/C19H19F3N6O/c1-10-13(8-24-15(10)17(29)27-11(2)16-25-9-26-28-16)18(5-6-18)12-3-4-14(23-7-12)19(20,21)22/h3-4,7-9,11,24H,5-6H2,1-2H3,(H,27,29)(H,25,26,28)/t11-/m1/s1
InChI Key JUBPRXDFKLPILK-LLVKDONJSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
Synonyms Click here for help
compound 79
Database Links Click here for help
GtoPdb PubChem SID 441604926
PubChem CID 155908677
RCSB PDB Ligand XC7
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