VBY-825   

GtoPdb Ligand ID: 10746

Synonyms: VBY825
Compound class: Synthetic organic
Comment: VBY-825 is a reversible cysteine protease inhibitor with high potency against cathepsins B, L, S and V [1]. In a pre-clinical model of pancreatic islet cancer it exhibited significant anti-tumour activity. Analysis presented in a bioRxiv preprint (not peer reviewed) suggests that VBY-825 has some antiviral activity against SARS-CoV-2 [2].
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 16
Topological polar surface area 129.82
Molecular weight 535.18
XLogP 3.24
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CC[C@@H](C(=O)C(=O)NC1CC1)NC(=O)[C@H](CS(=O)(=O)CC1CC1)N[C@H](C(F)(F)F)c1ccc(cc1)F
Isomeric SMILES CC[C@@H](C(=O)C(=O)NC1CC1)NC(=O)[C@H](CS(=O)(=O)CC1CC1)N[C@H](C(F)(F)F)c1ccc(cc1)F
InChI InChI=1S/C23H29F4N3O5S/c1-2-17(19(31)22(33)28-16-9-10-16)30-21(32)18(12-36(34,35)11-13-3-4-13)29-20(23(25,26)27)14-5-7-15(24)8-6-14/h5-8,13,16-18,20,29H,2-4,9-12H2,1H3,(H,28,33)(H,30,32)/t17-,18-,20-/m0/s1
InChI Key PPUXXDKQNAHHON-BJLQDIEVSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(3S)-N-cyclopropyl-3-[[(2R)-3-(cyclopropylmethylsulfonyl)-2-[[(1S)-2,2,2-trifluoro-1-(4-fluorophenyl)ethyl]amino]propanoyl]amino]-2-oxopentanamide
Synonyms
VBY825
Database Links
CAS Registry No. 1310340-58-9 (source: PubChem)
GtoPdb PubChem SID 405067337
PubChem CID 70945511
Search Google for chemical match using the InChIKey PPUXXDKQNAHHON-BJLQDIEVSA-N
Search Google for chemicals with the same backbone PPUXXDKQNAHHON
Search UniChem for chemical match using the InChIKey PPUXXDKQNAHHON-BJLQDIEVSA-N
Search UniChem for chemicals with the same backbone PPUXXDKQNAHHON