TOL

TOLRESTAT

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is present as a standalone ligand in 7 entries

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Chemical Component Summary
Name	TOLRESTAT
Identifiers	2-[[6-methoxy-5-(trifluoromethyl)naphthalen-1-yl]carbothioyl-methyl-amino]ethanoic acid
Formula	C₁₆ H₁₄ F₃ N O₃ S
Molecular Weight	357.347
Type	NON-POLYMER
Isomeric SMILES	CN(CC(=O)O)C(=S)c1cccc2c1ccc(c2C(F)(F)F)OC
InChI	InChI=1S/C16H14F3NO3S/c1-20(8-13(21)22)15(24)11-5-3-4-10-9(11)6-7-12(23-2)14(10)16(17,18)19/h3-7H,8H2,1-2H3,(H,21,22)
InChIKey	LUBHDINQXIHVLS-UHFFFAOYSA-N

Chemical Details
Formal Charge	0
Atom Count	38
Chiral Atom Count	0
Bond Count	39
Aromatic Bond Count	11

Drug Info: DrugBank

DrugBank ID	DB02383 ?
Name	Tolrestat
Groups	withdrawn
Description	Tolrestat (INN) (AY-27773) is an aldose reductase inhibitor which was approved for the control of certain diabetic complications. While it was approved for marketed in several countries, it failed a Phase III trial in the U.S. due to toxicity and never received FDA approval. It was sold under the tradename Alredase but was discontinued by Wyeth in 1997 because of the risk of severe liver toxicity and death.
Synonyms	Tolrestat
Indication	For the pharmacological control of certain diabetic complications.
Categories	Aldehyde Reductase, antagonists & inhibitors Aldose Reductase Inhibitors Alimentary Tract and Metabolism Drugs Used in Diabetes Enzyme Inhibitors
ATC-Code	A10XA01
CAS number	82964-04-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Alcohol dehydrogenase [NADP(+)]	MAASCVLLHTGQKMPLIGLGTWKSEPGQVKAAVKYALSVGYRHIDCAAIY...	unknown
Aldo-keto reductase family 1 member B10	MATFVELSTKAKMPIVGLGTWKSPLGKVKEAVKVAIDAGYRHIDCAYVYQ...	unknown
Aldose reductase	MASRLLLNNGAKMPILGLGTWKSPPGQVTEAVKVAIDVGYRHIDCAHVYQ...	unknown	inhibitor

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682