(2S)-2-[4-hydroxy-N-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)pentanamido]-3-methylbutanoic acid

• ChemBase ID: 171437
• Molecular Formular: C24H29N5O4
• Molecular Mass: 451.51816
• Monoisotopic Mass: 451.22195443
• SMILES: C(N(C(=O)CCC(O)C)[C@@H](C(C)C)C(=O)O)c1ccc(cc1)c1ccccc1c1nnn[nH]1
• Canonical SMILES: CC(CCC(=O)N([C@H](C(=O)O)C(C)C)Cc1ccc(cc1)c1ccccc1c1nnn[nH]1)O
• InChI: InChI=1S/C24H29N5O4/c1-15(2)22(24(32)33)29(21(31)13-8-16(3)30)14-17-9-11-18(12-10-17)19-6-4-5-7-20(19)23-25-27-28-26-23/h4-7,9-12,15-16,22,30H,8,13-14H2,1-3H3,(H,32,33)(H,25,26,27,28)/t16?,22-/m0/s1
• InChIKey: ICSQZMPILLPFKC-XLDIYJRPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[4-hydroxy-N-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)pentanamido]-3-methylbutanoic acid
• IUPAC Traditional name: (2S)-2-[4-hydroxy-N-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)pentanamido]-3-methylbutanoic acid
• Synonyms: (S)-2-{(4(R,S)-Hydroxypentanoyl)-[2’-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]amino}-3-methylbutyric Acid; N-(4-Hydroxy-1-oxopentyl)-N-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-L-valine; CGP 71580; 4-Hydroxy Valsartan (Mixture of Diastereomers)

Database IDs

• CAS Number: 188259-69-0
• PubChem SID: 164227347
• PubChem CID: 9911647

CALCULATED PROPERTIES

• Acid pKa: 3.9397233
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 0.72803384
• LogD (pH = 7.4): -1.4710668
• Log P: 3.128566
• Molar Refractivity: 136.5198 cm^3
• Polarizability: 49.200672 Å^3
• Polar Surface Area: 132.3 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 94-98°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H995000

A nonpeptide angiotensin II AT1-receptor antagonist.

REFERENCES

• Criscione, L., et al.: Brit. J. Pharmacol., 110, 761 (1993)
• Muller, P., et al.: Eur. J. Clin. Pharmacol., 47, 231 (1994)