4-{5-[bis(2-hydroxyethyl)amino]-1-(2H3)methyl-1H-1,3-benzodiazol-2-yl}butanoic acid

• ChemBase ID: 167489
• Molecular Formular: C16H23N3O4
• Molecular Mass: 321.37152
• Monoisotopic Mass: 321.16885623
• SMILES: c1c(cc2c(c1)n(c(n2)CCCC(=O)O)C)N(CCO)CCO
• Canonical SMILES: OCCN(c1ccc2c(c1)nc(n2C)CCCC(=O)O)CCO
• InChI: InChI=1S/C16H23N3O4/c1-18-14-6-5-12(19(7-9-20)8-10-21)11-13(14)17-15(18)3-2-4-16(22)23/h5-6,11,20-21H,2-4,7-10H2,1H3,(H,22,23)
• InChIKey: XQMDIDKYVZPCNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{5-[bis(2-hydroxyethyl)amino]-1-(^2H₃)methyl-1H-1,3-benzodiazol-2-yl}butanoic acid
• IUPAC Traditional name: 4-{5-[bis(2-hydroxyethyl)amino]-1-(^2H₃)methyl-1,3-benzodiazol-2-yl}butanoic acid
• Synonyms: 5-[Bis(2-hydroxyethyl)amino]-1-(methyl-d3)-1H-benzimidazole-2-butanoic Acid; Dihydroxy Bendamustine-d3

Database IDs

• PubChem SID: 162261622
• PubChem CID: 71316112

CALCULATED PROPERTIES

• Acid pKa: 4.376557
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.9783764
• LogD (pH = 7.4): -1.7640005
• Log P: -1.0442375
• Molar Refractivity: 86.8134 cm^3
• Polarizability: 34.11015 Å^3
• Polar Surface Area: 98.82 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D446567

Labelled Dihydroxy Bendamustine (D446565). Dihydroxy Bendamustine is an impurity of Bendamustine (B132500).

REFERENCES

• Watson, E., et al.: J. Pharm. Sci., 74, 1283 (1985)
• Teichert, J., et al.: Cancer Chemother. Pharmacol., 59, 759 (1985)