General
Preferred name
darinaparsin
Synonyms
ZIO-101 ()
S-Dimethylarsino-glutathione ()
Darinaparsine ()
Darinaparsina ()
P&D ID
PD003681
CAS
69819-86-9
Tags
available
drug
Approved by
PMDA
First approval
2022
Drug Status
approved
investigational
Max Phase
2.0
Drug indication
Hepatocellular carcinoma
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION inducer of ROS; inhibitor of microtubule assembly (Informer Set)
DESCRIPTION Darinaparsin is a small-molecule organic arsenical with potential antineoplastic activity. Although the exact mechanism of action is unclear, darinaparsin, a highly toxic metabolic intermediate of inorganic arsenicals (iAs) that occurs in vivo, appears to generate volatile cytotoxic arsenic compounds when glutathione (GSH) concentrations are low. The arsenic compounds generated from darinaparsin disrupt mitochondrial bioenergetics, producing reactive oxygen species (ROS) and inducing ROS-mediated tumor cell apoptosis; in addition, this agent or its byproducts may initiate cell death by interrupting the G2/M phase of the cell cycle and may exhibit antiangiogenic effects. Compared to inorganic arsenic compounds such as arsenic trioxide (As2O3), darinaparsin appears to exhibit a wide therapeutic window. (BOC Sciences Bioactive Compounds)
Compound Sets
9
BOC Sciences Bioactive Compounds
darinaparsin-cas-69819-86-9-item-84-305428
Cayman Chemical Bioactives
21659
ChEMBL Drugs
CHEMBL3247378
DrugBank
DB06179
DrugCentral
5685
DrugCentral Approved Drugs
5685
Informer Set
609121
MedChem Express Bioactive Compound Library
HY-14943
ReFrame library
External IDs
23
Properties
(calculated by RDKit )
Molecular Weight
411.04
Hydrogen Bond Acceptors
6
Hydrogen Bond Donors
5
Rotatable Bonds
11
Ring Count
0
Aromatic Ring Count
0
cLogP
-1.15
TPSA
158.82
Fraction CSP3
0.67
Chiral centers
2.0
Largest ring
0.0
QED
0.27
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Compound status
clinical
Target
Apoptosis
Solubility
Soluble in Methanol (Slightly, Heated, Sonicated), Water (Sparingly, Heated, Sonicated)
Source data