2-(3,5-dibromo-4-{4-hydroxy-3-[(R)-hydroxy[(2-phenylethyl)amino]methyl]phenoxy}phenyl)ethane-1,1-diol

• ChemBase ID: 1867
• Molecular Formular: C23H23Br2NO5
• Molecular Mass: 553.24042
• Monoisotopic Mass: 550.99429684
• SMILES: OC(O)Cc1cc(Br)c(Oc2ccc(O)c(c2)[C@@H](O)NCCc2ccccc2)c(Br)c1
• Canonical SMILES: OC(Cc1cc(Br)c(c(c1)Br)Oc1ccc(c(c1)[C@H](NCCc1ccccc1)O)O)O
• InChI: InChI=1S/C23H23Br2NO5/c24-18-10-15(12-21(28)29)11-19(25)22(18)31-16-6-7-20(27)17(13-16)23(30)26-9-8-14-4-2-1-3-5-14/h1-7,10-11,13,21,23,26-30H,8-9,12H2/t23-/m1/s1
• InChIKey: KIRQJXNQGZAKGR-HSZRJFAPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,5-dibromo-4-{4-hydroxy-3-[(R)-hydroxy[(2-phenylethyl)amino]methyl]phenoxy}phenyl)ethane-1,1-diol
• IUPAC Traditional name: 2-(3,5-dibromo-4-{4-hydroxy-3-[(R)-hydroxy[(2-phenylethyl)amino]methyl]phenoxy}phenyl)ethane-1,1-diol
• Synonyms: [3,5-Dibromo-4-(4-Hydroxy-3-Phenethylcarbamoyl-Phenoxy)-Phenyl]-Acetic Acid

Database IDs

• PubChem SID: 160965322; 46505732
• PubChem CID: 17753786

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.693247
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): 1.7881774
• LogD (pH = 7.4): 3.221412
• Log P: 4.302535
• Molar Refractivity: 125.882 cm^3
• Polarizability: 48.92654 Å^3
• Polar Surface Area: 102.18 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.82
• LOG S: -4.83
• Solubility (Water): 8.16e-03 g/l

DETAILS

DrugBank - DB02106

Drug information: experimental