(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid

• ChemBase ID: 39011
• Molecular Formular: C20H19I4NO6
• Molecular Mass: 876.98584
• Monoisotopic Mass: 876.73912933
• SMILES: c1(c(c(cc(c1)Oc1c(cc(cc1I)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)I)I)O)I
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1cc(I)c(c(c1)I)Oc1cc(I)c(c(c1)I)O
• InChI: InChI=1S/C20H19I4NO6/c1-20(2,3)31-19(29)25-15(18(27)28)6-9-4-13(23)17(14(24)5-9)30-10-7-11(21)16(26)12(22)8-10/h4-5,7-8,15,26H,6H2,1-3H3,(H,25,29)(H,27,28)/t15-/m0/s1
• InChIKey: UFXHMKCFGLKNNF-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid
• Synonyms: Boc-L-thyroxine

Database IDs

• MDL Number: MFCD02682290
• PubChem SID: 161002318
• PubChem CID: 22840473

CALCULATED PROPERTIES

• Acid pKa: 2.3403718
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.471607
• LogD (pH = 7.4): 3.6825674
• Log P: 7.482212
• Molar Refractivity: 151.661 cm^3
• Polarizability: 60.00947 Å^3
• Polar Surface Area: 105.09 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false