(2R)-3-methyl-2-[N-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)butanamido]butanoic acid

• ChemBase ID: 179435
• Molecular Formular: C23H27N5O3
• Molecular Mass: 421.49218
• Monoisotopic Mass: 421.21138975
• SMILES: C(N(C(=O)CCC)[C@H](C(C)C)C(=O)O)c1ccc(cc1)c1ccccc1c1[nH]nnn1
• Canonical SMILES: CCCC(=O)N([C@@H](C(=O)O)C(C)C)Cc1ccc(cc1)c1ccccc1c1nnn[nH]1
• InChI: InChI=1S/C23H27N5O3/c1-4-7-20(29)28(21(15(2)3)23(30)31)14-16-10-12-17(13-11-16)18-8-5-6-9-19(18)22-24-26-27-25-22/h5-6,8-13,15,21H,4,7,14H2,1-3H3,(H,30,31)(H,24,25,26,27)/t21-/m1/s1
• InChIKey: OKAQHVJSXLGXET-OAQYLSRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-methyl-2-[N-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)butanamido]butanoic acid
• IUPAC Traditional name: (2R)-3-methyl-2-[N-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)butanamido]butanoic acid
• Synonyms: N-(1-Oxobutyl)-N-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-L-valine; Valsartan Imp. C (EP).; Valsartan n-Propyl Impurity

Database IDs

• CAS Number: 952652-79-8
• PubChem SID: 164235345
• PubChem CID: 71752907

CALCULATED PROPERTIES

• Rotatable Bonds: 9
• Lipinski's Rule of Five: true
• Acid pKa: 3.9813225
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.8319708
• LogD (pH = 7.4): -0.38606393
• Log P: 4.1486697
• Molar Refractivity: 130.1723 cm^3
• Polarizability: 46.73956 Å^3
• Polar Surface Area: 112.07 Å^2

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: >149°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - V095770

Valsartan n-Propyl is an impurity in the synthesis of Valsartan (V095750).

REFERENCES

• Hillaert, S., et al.: J. Pharm. Biomed. Anal., 31, 329 (2003)
• Carlucci, G., et al.: Anal. Lett., 33, 2491 (2003)
• Cagigal, E., et al.: Talanta, 54, 1121 (2003)