ethyl N-(5-benzoyl-1H-1,3-benzodiazol-2-yl)carbamate

• ChemBase ID: 172563
• Molecular Formular: C17H15N3O3
• Molecular Mass: 309.3193
• Monoisotopic Mass: 309.11134136
• SMILES: c1ccc(cc1)C(=O)c1cc2c(cc1)[nH]c(n2)NC(=O)OCC
• Canonical SMILES: CCOC(=O)Nc1[nH]c2c(n1)cc(cc2)C(=O)c1ccccc1
• InChI: InChI=1S/C17H15N3O3/c1-2-23-17(22)20-16-18-13-9-8-12(10-14(13)19-16)15(21)11-6-4-3-5-7-11/h3-10H,2H2,1H3,(H2,18,19,20,22)
• InChIKey: NKAOSHOZUSWEMQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl N-(5-benzoyl-1H-1,3-benzodiazol-2-yl)carbamate
• IUPAC Traditional name: ethyl N-(5-benzoyl-1H-1,3-benzodiazol-2-yl)carbamate
• Synonyms: N-(6-Benzoyl-1H-benzimidazol-2-yl)carbamic Acid Ethyl Ester; 5-Benzoyl-2-benzimidazolecarbamic Acid Ethyl Ester; (5-Benzoyl-1H-benzimidazol-2-yl)carbamic Acid Ethyl Ester; Mebendazole Ethyl Analog

Database IDs

• CAS Number: 31430-19-0
• PubChem SID: 164228473
• PubChem CID: 53492891

CALCULATED PROPERTIES

• Acid pKa: 9.168042
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.6133707
• LogD (pH = 7.4): 3.6104274
• Log P: 3.6169164
• Molar Refractivity: 86.2525 cm^3
• Polarizability: 33.712833 Å^3
• Polar Surface Area: 84.08 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M200510

Mebendazole (M200500) metabolite.

REFERENCES

• Allan, R.J., et al.: Eur. J. Drug Metab. Pharmacokinet., 8, 373 (1983)