(2S)-3-(4-hydroxy-3,5-diiodophenyl)-2-formamidopropanoic acid

• ChemBase ID: 169379
• Molecular Formular: C10H9I2NO4
• Molecular Mass: 460.9917
• Monoisotopic Mass: 460.86210377
• SMILES: c1(c(c(cc(c1)C[C@H](NC=O)C(=O)O)I)O)I
• Canonical SMILES: O=CN[C@H](C(=O)O)Cc1cc(I)c(c(c1)I)O
• InChI: InChI=1S/C10H9I2NO4/c11-6-1-5(2-7(12)9(6)15)3-8(10(16)17)13-4-14/h1-2,4,8,15H,3H2,(H,13,14)(H,16,17)/t8-/m0/s1
• InChIKey: VHMVURRYXKQJID-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(4-hydroxy-3,5-diiodophenyl)-2-formamidopropanoic acid
• IUPAC Traditional name: (2S)-3-(4-hydroxy-3,5-diiodophenyl)-2-formamidopropanoic acid
• Synonyms: (S)-2-Formamido-3-(4-hydroxy-3,5-diiodophenyl)propanoic Acid; N-Formyl-3,5-diiodo-L-tyrosine

Database IDs

• CAS Number: 906327-16-0
• PubChem SID: 162263511
• PubChem CID: 71316937

CALCULATED PROPERTIES

• Acid pKa: 2.2123897
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.6966434
• LogD (pH = 7.4): -1.4922954
• Log P: 2.4020865
• Molar Refractivity: 78.7755 cm^3
• Polarizability: 30.992472 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F699200

N-Formyl-3,5-diiodo-L-tyrosine is an impurity of Thyroxine (T425600).

REFERENCES

• Allen, G.R., et al.: J. Med. Pharmaceut. Chem., 2, 391 (1960)