WLL-vs   Click here for help

GtoPdb Ligand ID: 11321

Antimalarial Ligand
Compound class: Synthetic organic
Comment: The peptide vinyl sulfone, WLL-vs, is a highly selective covalent inhibitor of the P. falciparum proteasome [1].

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 10
Hydrogen bond donors 4
Rotatable bonds 18
Topological polar surface area 158.08
Molecular weight 617.32
XLogP 3.4
No. Lipinski's rules broken 1
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Canonical SMILES CC(C[C@@H](C(=O)N[C@@H](CC(C)C)/C=C/S(=O)(=O)C)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)CN1CCOCC1)C
Isomeric SMILES CC(C[C@@H](C(=O)N[C@@H](CC(C)C)/C=C/S(=O)(=O)C)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)CN1CCOCC1)C
InChI InChI=1S/C31H47N5O6S/c1-21(2)16-24(10-15-43(5,40)41)33-30(38)27(17-22(3)4)35-31(39)28(34-29(37)20-36-11-13-42-14-12-36)18-23-19-32-26-9-7-6-8-25(23)26/h6-10,15,19,21-22,24,27-28,32H,11-14,16-18,20H2,1-5H3,(H,33,38)(H,34,37)(H,35,39)/b15-10+/t24-,27+,28+/m1/s1
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
Database Links Click here for help
ChEMBL Ligand CHEMBL4456306
GtoPdb PubChem SID 434321756
PubChem CID 118796903
Search Google for chemical match using the InChIKey DKBAFRHAWTVKAD-ODGLJRBPSA-N
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UniChem Compound Search for chemical match using the InChIKey DKBAFRHAWTVKAD-ODGLJRBPSA-N
UniChem Connectivity Search for chemical match using the InChIKey DKBAFRHAWTVKAD-ODGLJRBPSA-N