ethyl 2-{[(4-cyanophenyl)amino]methyl}-1-(2H3)methyl-1H-1,3-benzodiazole-5-carboxylate

• ChemBase ID: 165129
• Molecular Formular: C19H18N4O2
• Molecular Mass: 334.37182
• Monoisotopic Mass: 334.14297584
• SMILES: c1(ccc2c(c1)nc(n2C)CNc1ccc(cc1)C#N)C(=O)OCC
• Canonical SMILES: CCOC(=O)c1ccc2c(c1)nc(n2C)CNc1ccc(cc1)C#N
• InChI: InChI=1S/C19H18N4O2/c1-3-25-19(24)14-6-9-17-16(10-14)22-18(23(17)2)12-21-15-7-4-13(11-20)5-8-15/h4-10,21H,3,12H2,1-2H3
• InChIKey: XTZBKPCEGBUIMM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-{[(4-cyanophenyl)amino]methyl}-1-(^2H₃)methyl-1H-1,3-benzodiazole-5-carboxylate
• IUPAC Traditional name: ethyl 2-{[(4-cyanophenyl)amino]methyl}-1-(^2H₃)methyl-1,3-benzodiazole-5-carboxylate
• Synonyms: 2-[[(4-Cyanophenyl)amino]methyl]-1-methyl-1H-benzimidazole-5-carboxylic-d3 Acid Ethyl Ester

Database IDs

• PubChem SID: 162259262
• PubChem CID: 71315049

CALCULATED PROPERTIES

• Acid pKa: 16.076275
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.9633613
• LogD (pH = 7.4): 2.969895
• Log P: 2.9699788
• Molar Refractivity: 96.4941 cm^3
• Polarizability: 37.157536 Å^3
• Polar Surface Area: 79.94 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - C982132

Oxazolidinone derivative, as factor Xa inhibitor.