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

1. Sestanj K, Bellini F, Fung S, Abraham N, Treasurywala A, Humber L, Simard-Duquesne N, Dvornik D. (1984)
N-[5-(trifluoromethyl)-6-methoxy-1-naphthalenyl]thioxomethyl]- N-methylglycine (Tolrestat), a potent, orally active aldose reductase inhibitor.
J. Med. Chem., 27 (3): 255-6. [PMID:6422042]
2. Singh SB, Malamas MS, Hohman TC, Nilakantan R, Carper DA, Kitchen D. (2000)
Molecular modeling of the aldose reductase-inhibitor complex based on the X-ray crystal structure and studies with single-site-directed mutants.
J. Med. Chem., 43 (6): 1062-70. [PMID:10737739]
3. Srivastava SK, Ramana KV, Bhatnagar A. (2005)
Role of aldose reductase and oxidative damage in diabetes and the consequent potential for therapeutic options.
Endocr. Rev., 26 (3): 380-92. [PMID:15814847]