2-amino-3-(4-hydroxy-3,5-diiodophenyl)-2-methylpropanoic acid

• ChemBase ID: 167905
• Molecular Formular: C10H11I2NO3
• Molecular Mass: 447.00818
• Monoisotopic Mass: 446.88283922
• SMILES: c1(c(c(cc(c1)CC(N)(C)C(=O)O)I)O)I
• Canonical SMILES: OC(=O)C(Cc1cc(I)c(c(c1)I)O)(N)C
• InChI: InChI=1S/C10H11I2NO3/c1-10(13,9(15)16)4-5-2-6(11)8(14)7(12)3-5/h2-3,14H,4,13H2,1H3,(H,15,16)
• InChIKey: PXCMIGZYZKLYAA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(4-hydroxy-3,5-diiodophenyl)-2-methylpropanoic acid
• IUPAC Traditional name: 2-amino-3-(4-hydroxy-3,5-diiodophenyl)-2-methylpropanoic acid
• Synonyms: 3-[3’,5’-Diiodo-(4’-hydroxyphenyl)]-α-methyl-D,L-alanine; 3,5-Diiodo-α-methyl-DL-tyrosine

Database IDs

• CAS Number: 7434-77-7
• PubChem SID: 162262038
• PubChem CID: 46781333

CALCULATED PROPERTIES

• Acid pKa: 0.54721695
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.79452294
• LogD (pH = 7.4): 0.42292553
• Log P: 0.80175775
• Molar Refractivity: 78.5355 cm^3
• Polarizability: 31.097363 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Sodium Hydroxide
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D455165

Halogenated derivative of tyrosine

REFERENCES

• Blank, B., et al.: J. Med. Chem., 9, 10 (1966)
• Dumas, P., et al.: Biochem. Pharmacol., 22, 1599 (1966)