(2S)-2-acetamido-3-[4-(4-hydroxy-3,5-dinitrophenoxy)phenyl]propanoic acid

• ChemBase ID: 2936
• Molecular Formular: C17H15N3O9
• Molecular Mass: 405.3157
• Monoisotopic Mass: 405.08082908
• SMILES: c1(ccc(cc1)Oc1cc([N+](=O)[O-])c(O)c([N+](=O)[O-])c1)C[C@@H](C(=O)O)NC(=O)C
• Canonical SMILES: CC(=O)N[C@H](C(=O)O)Cc1ccc(cc1)Oc1cc([N+](=O)[O-])c(c(c1)[N+](=O)[O-])O
• InChI: InChI=1S/C17H15N3O9/c1-9(21)18-13(17(23)24)6-10-2-4-11(5-3-10)29-12-7-14(19(25)26)16(22)15(8-12)20(27)28/h2-5,7-8,13,22H,6H2,1H3,(H,18,21)(H,23,24)/t13-/m0/s1
• InChIKey: VZSQTOXQXPKQJX-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamido-3-[4-(4-hydroxy-3,5-dinitrophenoxy)phenyl]propanoic acid
• IUPAC Traditional name: (2S)-2-acetamido-3-[4-(4-hydroxy-3,5-dinitrophenoxy)phenyl]propanoic acid
• Synonyms: 3',5'-Dinitro-N-Acetyl-L-Thyronine

Database IDs

• PubChem SID: 160966383; 46507212
• PubChem CID: 449394

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9619703
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.9382439
• LogD (pH = 7.4): -3.3491971
• Log P: 1.9731519
• Molar Refractivity: 97.4312 cm^3
• Polarizability: 36.223625 Å^3
• Polar Surface Area: 187.5 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.85
• LOG S: -4.66
• Solubility (Water): 8.94e-03 g/l

DETAILS

DrugBank - DB03239

Drug information: experimental