methyl N-[5-(4-methylbenzoyl)-1H-1,3-benzodiazol-2-yl]carbamate

• ChemBase ID: 173890
• Molecular Formular: C17H15N3O3
• Molecular Mass: 309.3193
• Monoisotopic Mass: 309.11134136
• SMILES: c1(ccc(cc1)C(=O)c1cc2c(cc1)[nH]c(n2)NC(=O)OC)C
• Canonical SMILES: COC(=O)Nc1[nH]c2c(n1)cc(cc2)C(=O)c1ccc(cc1)C
• InChI: InChI=1S/C17H15N3O3/c1-10-3-5-11(6-4-10)15(21)12-7-8-13-14(9-12)19-16(18-13)20-17(22)23-2/h3-9H,1-2H3,(H2,18,19,20,22)
• InChIKey: PRYHZIFGXMQOGE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-[5-(4-methylbenzoyl)-1H-1,3-benzodiazol-2-yl]carbamate
• IUPAC Traditional name: methyl N-[5-(4-methylbenzoyl)-1H-1,3-benzodiazol-2-yl]carbamate
• Synonyms: [5-(4-Methylbenzoyl)-1H-benzimidazol-2-yl]carbamic Acid Methyl Ester; 5-p-Toluoyl-2-benzimidazolecarbamic Acid Methyl Ester; 4-Methyl Mebendazole

Database IDs

• CAS Number: 31545-31-0
• PubChem SID: 164229800
• PubChem CID: 71750427

CALCULATED PROPERTIES

• Acid pKa: 9.170063
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.7699676
• LogD (pH = 7.4): 3.76707
• Log P: 3.77353
• Molar Refractivity: 86.5451 cm^3
• Polarizability: 33.635296 Å^3
• Polar Surface Area: 84.08 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M320155

Mebendazole (M200500) related compound as anthelmintic agent.

REFERENCES

• Raeymaekers, A.H.M., et al.: Arzneim.-Forsch., 28, 586 (1978)