tolrestat

Ligand id: 7404

Name: tolrestat

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 81.86
Molecular weight 357.06
XLogP 4.41
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes
Withdrawn drug? Yes
IUPAC Name
2-[[6-methoxy-5-(trifluoromethyl)naphthalene-1-carbothioyl]-methylamino]acetic acid
International Nonproprietary Names
INN number INN
5529 tolrestat
Synonyms
Alredase® | AY-27,773 | AY-27773
Database Links
CAS Registry No. 82964-04-3
ChEMBL Ligand CHEMBL436
DrugBank Ligand DB02383
PubChem CID 53359
RCSB PDB Ligand TOL
Search Google for chemical match using the InChIKey LUBHDINQXIHVLS-UHFFFAOYSA-N
Search Google for chemicals with the same backbone LUBHDINQXIHVLS
Search PubMed clinical trials tolrestat
Search PubMed titles tolrestat
Search PubMed titles/abstracts tolrestat
Search UniChem for chemical match using the InChIKey LUBHDINQXIHVLS-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone LUBHDINQXIHVLS
SynPHARM 79711 (in complex with aldo-keto reductase family 1 member B)
Wikipedia Tolrestat
Comments
Tolrestat is an aldose reductase inhibitor [1] that failed Phase 3 clinical trial in the US and never made it to the clinic. The manufacturer withdrew the drug from other markets due to toxicity concerns.