6-(1-methyl-1H-indole-3-carbonyl)-4,5,6,7-tetrahydro-1H-1,3-benzodiazole hydrochloride

• ChemBase ID: 177360
• Molecular Formular: C17H18ClN3O
• Molecular Mass: 315.79732
• Monoisotopic Mass: 315.11383989
• SMILES: Cl.c12c(CCC(C1)C(=O)c1cn(c3c1cccc3)C)nc[nH]2
• Canonical SMILES: O=C(c1cn(c2c1cccc2)C)C1CCc2c(C1)[nH]cn2.Cl
• InChI: InChI=1S/C17H17N3O.ClH/c1-20-9-13(12-4-2-3-5-16(12)20)17(21)11-6-7-14-15(8-11)19-10-18-14;/h2-5,9-11H,6-8H2,1H3,(H,18,19);1H
• InChIKey: XIXYTCLDXQRHJO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(1-methyl-1H-indole-3-carbonyl)-4,5,6,7-tetrahydro-1H-1,3-benzodiazole hydrochloride
• IUPAC Traditional name: 5-(1-methylindole-3-carbonyl)-4,5,6,7-tetrahydro-3H-1,3-benzodiazole hydrochloride
• Synonyms: (2S,3aS,6aS)-Octahydro-1-[(2S)-2-[[(1S)-1-(methoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]cyclopenta[b]pyrrole-2-carboxylic Acid; [2S-[1[R*(R*)],2α,3aβ,6aβ]]-Octahydro-1-[2-[[1-(methoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]cyclopenta[b]pyrrole-2-carboxylic Acid; Ramipril Impurity A; Ramipril Methyl Ester

Database IDs

• CAS Number: 108313-11-7
• PubChem SID: 164233270
• PubChem CID: 22237709

CALCULATED PROPERTIES

• Acid pKa: 12.673566
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5399733
• LogD (pH = 7.4): 2.2096667
• Log P: 2.2444613
• Molar Refractivity: 82.1429 cm^3
• Polarizability: 32.254673 Å^3
• Polar Surface Area: 50.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R111050

Ramipril Methyl Ester is an impurity of Ramipril (R111000). Ramipril Impurity A.

REFERENCES

• Eckert, H., et al.: Arzneim.-Forsch./Drug Res., 35, 1251 (1985)
• Aboul-Enein, H., et al.: Anal. Lett., 24, 2217 (1985)
• Bonazzi, D., et al.: J. Pharm. Biomed. Anal., 16, 431 (1985)