benzyl (2S)-3-methyl-2-[4-oxo-N-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)pentanamido]butanoate

• ChemBase ID: 176064
• Molecular Formular: C31H33N5O4
• Molecular Mass: 539.62482
• Monoisotopic Mass: 539.25325456
• SMILES: C(N(C(=O)CCC(=O)C)[C@@H](C(C)C)C(=O)OCc1ccccc1)c1ccc(cc1)c1ccccc1c1nnn[nH]1
• Canonical SMILES: CC(=O)CCC(=O)N([C@H](C(=O)OCc1ccccc1)C(C)C)Cc1ccc(cc1)c1ccccc1c1[nH]nnn1
• InChI: InChI=1S/C31H33N5O4/c1-21(2)29(31(39)40-20-24-9-5-4-6-10-24)36(28(38)18-13-22(3)37)19-23-14-16-25(17-15-23)26-11-7-8-12-27(26)30-32-34-35-33-30/h4-12,14-17,21,29H,13,18-20H2,1-3H3,(H,32,33,34,35)/t29-/m0/s1
• InChIKey: NAMWOKXTBXOXTP-LJAQVGFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S)-3-methyl-2-[4-oxo-N-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)pentanamido]butanoate
• IUPAC Traditional name: benzyl (2S)-3-methyl-2-[4-oxo-N-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)pentanamido]butanoate
• Synonyms: N-(1,4-Dioxopentyl)-N-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-L-valine Phenylmethyl Ester; 4-Oxo Valsartan Benzyl Ester

Database IDs

• CAS Number: 188240-32-6
• PubChem SID: 164231974
• PubChem CID: 46782644

CALCULATED PROPERTIES

• Acid pKa: 4.232597
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.9002943
• LogD (pH = 7.4): 3.4282982
• Log P: 5.0284204
• Molar Refractivity: 164.7705 cm^3
• Polarizability: 60.346508 Å^3
• Polar Surface Area: 118.14 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Dimethylformamide; Methanol
• Apperance: White to Off-White Solid
• Melting Point: >114°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - O867000

Intermediate for the synthesis of Valsartan metabolite.

REFERENCES

• Buczko, W., et al.: Med. SCI. MONITOR, 7, 600 (2001)