2-{1-[6-methoxy-5-(trifluoromethyl)naphthalen-1-yl]-N-methylmethanethioamido}acetic acid

• ChemBase ID: 2124
• Molecular Formular: C16H14F3NO3S
• Molecular Mass: 357.3474696
• Monoisotopic Mass: 357.06464897
• SMILES: C(F)(F)(F)c1c(OC)ccc2c(cccc12)C(=S)N(C)CC(=O)O
• Canonical SMILES: COc1ccc2c(c1C(F)(F)F)cccc2C(=S)N(CC(=O)O)C
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{1-[6-methoxy-5-(trifluoromethyl)naphthalen-1-yl]-N-methylmethanethioamido}acetic acid
• IUPAC Traditional name: tolrestat
• Synonyms: Tolrestat; 2-(6-Methoxy-N-Methyl-5-(trifluoroMethyl)naphthalene-1-carbothioaMido)acetic acid

Database IDs

• CAS Number: 82964-04-3
• PubChem SID: 46508274; 160965578
• PubChem CID: 53359

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.9489398
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.7901837
• LogD (pH = 7.4): 0.16112453
• Log P: 3.348745
• Molar Refractivity: 87.8924 cm^3
• Polarizability: 33.608124 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.25
• LOG S: -4.67
• Solubility (Water): 7.60e-03 g/l

PROPERTIES

Product Information

• Purity: 98%

DETAILS

DrugBank - DB02383

Drug information: experimental