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

No information available.
Summary of Clinical Use
This drug was approved for the control of certain diabetic complications but was discontinued due to severe side effects.
Mechanism Of Action and Pharmacodynamic Effects
Tolrestat is an aldose reductase (AR) inhibitor. The AR AKR1B1 has been implicated in the development of diabetic complications as it catalyzes the reduction of glucose to sorbitol. AR inhibitors decrease the diabetes-associated accumulation of sorbitol in insulin insensitive tissues (such as lense cells, peripheral nerves and the renal glomerulus) which causes damage in these tissues and which leads to diabetic retinopathy, neuropathy and kidney damage [3].