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

• ChemBase ID: 38952
• Molecular Formular: C20H21I2NO6
• Molecular Mass: 625.19278
• Monoisotopic Mass: 624.9458334
• SMILES: c1(c(cc(cc1I)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)I)Oc1ccc(cc1)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1cc(I)c(c(c1)I)Oc1ccc(cc1)O
• InChI: InChI=1S/C20H21I2NO6/c1-20(2,3)29-19(27)23-16(18(25)26)10-11-8-14(21)17(15(22)9-11)28-13-6-4-12(24)5-7-13/h4-9,16,24H,10H2,1-3H3,(H,23,27)(H,25,26)/t16-/m0/s1
• InChIKey: GITVZOAWZWYUTL-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD02682264
• PubChem SID: 161002259
• PubChem CID: 10282692

CALCULATED PROPERTIES

• Acid pKa: 2.386264
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.6513429
• LogD (pH = 7.4): 2.1065512
• Log P: 5.6243234
• Molar Refractivity: 124.936 cm^3
• Polarizability: 49.013367 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