(2R,3R)-2-[(2R)-2-acetamido-3-(4-hydroxy-3,5-diiodophenyl)propanamido]-3-hydroxybutanoic acid

• ChemBase ID: 3769
• Molecular Formular: C15H18I2N2O6
• Molecular Mass: 576.12216
• Monoisotopic Mass: 575.92543231
• SMILES: C[C@@H](O)[C@@H](NC(=O)[C@@H](Cc1cc(I)c(O)c(I)c1)NC(=O)C)C(=O)O
• Canonical SMILES: CC(=O)N[C@@H](C(=O)N[C@@H](C(=O)O)[C@H](O)C)Cc1cc(I)c(c(c1)I)O
• InChI: InChI=1S/C15H18I2N2O6/c1-6(20)12(15(24)25)19-14(23)11(18-7(2)21)5-8-3-9(16)13(22)10(17)4-8/h3-4,6,11-12,20,22H,5H2,1-2H3,(H,18,21)(H,19,23)(H,24,25)/t6-,11-,12-/m1/s1
• InChIKey: TWMKRGDZEJLDDH-JPWUCKPDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2-[(2R)-2-acetamido-3-(4-hydroxy-3,5-diiodophenyl)propanamido]-3-hydroxybutanoic acid
• IUPAC Traditional name: @threonine derivative
• Synonyms: Threonine Derivative

Database IDs

• PubChem SID: 46505151; 160967206
• PubChem CID: 17754049

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.5692692
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.5572606
• LogD (pH = 7.4): -2.5992427
• Log P: 1.2839314
• Molar Refractivity: 106.5259 cm^3
• Polarizability: 42.00416 Å^3
• Polar Surface Area: 135.96 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.42
• LOG S: -3.56
• Solubility (Water): 1.58e-01 g/l

DETAILS

DrugBank - DB04150

Drug information: experimental