(5S,6Z)-4,5-difluoro-6-[(2-fluoro-4-iodophenyl)imino]-N-(2-hydroxyethoxy)cyclohexa-1,3-diene-1-carboxamide

• ChemBase ID: 4547
• Molecular Formular: C15H12F3IN2O3
• Molecular Mass: 452.1670596
• Monoisotopic Mass: 451.98447491
• SMILES: N(=C\1/C(=CC=C([C@H]1F)F)C(=O)NOCCO)\c1ccc(cc1F)I
• Canonical SMILES: OCCONC(=O)C1=CC=C([C@H](/C/1=N\c1ccc(cc1F)I)F)F
• InChI: InChI=1S/C15H12F3IN2O3/c16-10-3-2-9(15(23)21-24-6-5-22)14(13(10)18)20-12-4-1-8(19)7-11(12)17/h1-4,7,13,22H,5-6H2,(H,21,23)/b20-14-/t13-/m1/s1
• InChIKey: BDLJJGJCIWWATJ-OOHURIHSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S,6Z)-4,5-difluoro-6-[(2-fluoro-4-iodophenyl)imino]-N-(2-hydroxyethoxy)cyclohexa-1,3-diene-1-carboxamide
• IUPAC Traditional name: (5S,6Z)-4,5-difluoro-6-[(2-fluoro-4-iodophenyl)imino]-N-(2-hydroxyethoxy)cyclohexa-1,3-diene-1-carboxamide
• Synonyms: (5S)-4,5-difluoro-6-[(2-fluoro-4-iodophenyl)imino]-N-(2-hydroxyethoxy)cyclohexa-1,3-diene-1-carboxamide

Database IDs

• PubChem SID: 160967979; 99443363
• PubChem CID: 46937033

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.132755
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.7729352
• LogD (pH = 7.4): 2.7090075
• Log P: 2.7738323
• Molar Refractivity: 92.9914 cm^3
• Polarizability: 33.702507 Å^3
• Polar Surface Area: 70.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.71
• LOG S: -4.46
• Solubility (Water): 1.56e-02 g/l

DETAILS

DrugBank - DB06892

Drug information: experimental