LHVS   

GtoPdb Ligand ID: 9298

Synonyms: morpholinurea-leucine-homophenylalanine-vinylsulfone-phenyl | morpholinurea-leucine-homophenylalaninevinyl phenyl sulfone
Compound class: Synthetic organic
Comment: LHVS is a small molecule, vinyl sulfone type, tool compound, which inhibits cathepsins L and S with low nanomolar potency [1].
Cathepsin S inhibitors are being investigated for clinical utility in inflammatory conditions. LHVS is reported to have neuroprotective action in models of traumatic brain injury [2].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 14
Topological polar surface area 113.19
Molecular weight 527.25
XLogP 4.23
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CC(CC(C(=O)NC(C=CS(=O)(=O)c1ccccc1)CCc1ccccc1)NC(=O)N1CCOCC1)C
Isomeric SMILES CC(C[C@H](C(=O)N[C@@H](/C=C/S(=O)(=O)c1ccccc1)CCc1ccccc1)NC(=O)N1CCOCC1)C
InChI InChI=1S/C28H37N3O5S/c1-22(2)21-26(30-28(33)31-16-18-36-19-17-31)27(32)29-24(14-13-23-9-5-3-6-10-23)15-20-37(34,35)25-11-7-4-8-12-25/h3-12,15,20,22,24,26H,13-14,16-19,21H2,1-2H3,(H,29,32)(H,30,33)/b20-15+/t24-,26-/m1/s1
InChI Key YUMYYTORLYHUFW-ZUDLOMHPSA-N
Classification
Compound class Synthetic organic
IUPAC Name
N-[(2R)-4-methyl-1-oxo-1-[[(E,3R)-5-phenyl-1-phenylsulfonylpent-1-en-3-yl]amino]pentan-2-yl]morpholine-4-carboxamide
Synonyms
morpholinurea-leucine-homophenylalanine-vinylsulfone-phenyl | morpholinurea-leucine-homophenylalaninevinyl phenyl sulfone
Database Links
ChEMBL Ligand CHEMBL222649
GtoPdb PubChem SID 318164817
PubChem CID 23648296
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