CDRI-97/78   Click here for help

GtoPdb Ligand ID: 10399

Antimalarial Ligand
Compound class: Synthetic organic
Comment: CDRI-97/78 is a novel trioxane peroxide with promising antimalarial activity [2]. It is a simplified analogue of artemisinin and retains the crucial endoperoxide bridge.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 100.52
Molecular weight 500.24
XLogP 5.11
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES O=C(OCC(Oc1ccc(cc1)C(=C)C1COC2(OO1)C1CC3CC2CC(C1)C3)(C)C)CCC(=O)O
Isomeric SMILES O=C(OCC(Oc1ccc(cc1)C(=C)C1COC2(OO1)C1CC3CC2CC(C1)C3)(C)C)CCC(=O)O
InChI InChI=1S/C28H36O8/c1-17(24-15-33-28(36-35-24)21-11-18-10-19(13-21)14-22(28)12-18)20-4-6-23(7-5-20)34-27(2,3)16-32-26(31)9-8-25(29)30/h4-7,18-19,21-22,24H,1,8-16H2,2-3H3,(H,29,30)
InChI Key LKAAAECAYCDCQW-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
4-[2-methyl-2-[4-(1-spiro[1,2,4-trioxane-3,2'-adamantane]-6-ylethenyl)phenoxy]propoxy]-4-oxobutanoic acid
Database Links Click here for help
CAS Registry No. 372960-05-9 (source: Scifinder)
GtoPdb PubChem SID 384403678
PubChem CID 9870599
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