5-bromo-N-[(2R)-2,3-dihydroxypropoxy]-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzamide

• ChemBase ID: 2817
• Molecular Formular: C16H13BrF3IN2O4
• Molecular Mass: 561.0890996
• Monoisotopic Mass: 559.90555157
• SMILES: OC[C@@H](O)CONC(=O)c1cc(Br)c(F)c(F)c1Nc1ccc(I)cc1F
• Canonical SMILES: OC[C@H](CONC(=O)c1cc(Br)c(c(c1Nc1ccc(cc1F)I)F)F)O
• InChI: InChI=1S/C16H13BrF3IN2O4/c17-10-4-9(16(26)23-27-6-8(25)5-24)15(14(20)13(10)19)22-12-2-1-7(21)3-11(12)18/h1-4,8,22,24-25H,5-6H2,(H,23,26)/t8-/m1/s1
• InChIKey: XXSSGBYXSKOLAM-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-bromo-N-[(2R)-2,3-dihydroxypropoxy]-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzamide
• IUPAC Traditional name: 5-bromo-N-[(2R)-2,3-dihydroxypropoxy]-3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzamide
• Synonyms: 5-Bromo-N-(2,3-Dihydroxypropoxy)-3,4-Difluoro-2-[(2-Fluoro-4-Iodophenyl)Amino]Benzamide

Database IDs

• PubChem SID: 46505983; 160966265
• PubChem CID: 17753852

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.605959
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 4.7439566
• LogD (pH = 7.4): 4.7439327
• Log P: 4.743957
• Molar Refractivity: 103.7588 cm^3
• Polarizability: 39.281628 Å^3
• Polar Surface Area: 90.82 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.17
• LOG S: -4.69
• Solubility (Water): 1.15e-02 g/l

DETAILS

DrugBank - DB03115

Drug information: experimental