(2-amino-1H-1,3-benzodiazol-5-yl)(phenyl)methanol

• ChemBase ID: 159825
• Molecular Formular: C14H13N3O
• Molecular Mass: 239.27252
• Monoisotopic Mass: 239.10586205
• SMILES: c1(ccc2c(c1)nc([nH]2)N)C(c1ccccc1)O
• Canonical SMILES: OC(c1ccc2c(c1)nc([nH]2)N)c1ccccc1
• InChI: InChI=1S/C14H13N3O/c15-14-16-11-7-6-10(8-12(11)17-14)13(18)9-4-2-1-3-5-9/h1-8,13,18H,(H3,15,16,17)
• InChIKey: IUOONJFBASBHAA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-amino-1H-1,3-benzodiazol-5-yl)(phenyl)methanol
• IUPAC Traditional name: (2-amino-1H-1,3-benzodiazol-5-yl)(phenyl)methanol
• Synonyms: 2-Amino-α-phenyl-1H-benzimidazole-6-methanol; 2-Amino-α-phenyl-1H-benzimidazole-5-methanol; 2-Amino-5(6)-[α-hydroxybenzyl]benzimidazole

Database IDs

• CAS Number: 75501-05-2
• PubChem SID: 162253960
• PubChem CID: 156347

CALCULATED PROPERTIES

• Acid pKa: 12.487874
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.73400736
• LogD (pH = 7.4): 1.4829202
• Log P: 2.1317184
• Molar Refractivity: 70.2409 cm^3
• Polarizability: 27.846853 Å^3
• Polar Surface Area: 74.93 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A593765

The major urinary metabolite of Mebendazole (M200500) in man.

REFERENCES

• Dawson, M., et al.: Br. J. Clin. Pharmacol., 19, 87 (1985)