2-(2-{[5-chloro-4-({[(2-fluorophenyl)methyl]carbamoyl}methyl)-3-oxo-3,4-dihydropyrazin-2-yl]amino}-1,1-difluoroethyl)pyridin-1-ium-1-olate

• ChemBase ID: 5194
• Molecular Formular: C20H17ClF3N5O3
• Molecular Mass: 467.8288896
• Monoisotopic Mass: 467.09720177
• SMILES: c1[n+](c(ccc1)C(CNc1c(=O)n(c(cn1)Cl)CC(=O)NCc1ccccc1F)(F)F)[O-]
• Canonical SMILES: O=C(Cn1c(Cl)cnc(c1=O)NCC(c1cccc[n+]1[O-])(F)F)NCc1ccccc1F
• InChI: InChI=1S/C20H17ClF3N5O3/c21-16-10-26-18(27-12-20(23,24)15-7-3-4-8-29(15)32)19(31)28(16)11-17(30)25-9-13-5-1-2-6-14(13)22/h1-8,10H,9,11-12H2,(H,25,30)(H,26,27)
• InChIKey: ZIGSBBKEPNQXRG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{[5-chloro-4-({[(2-fluorophenyl)methyl]carbamoyl}methyl)-3-oxo-3,4-dihydropyrazin-2-yl]amino}-1,1-difluoroethyl)pyridin-1-ium-1-olate
• IUPAC Traditional name: 2-(2-{[5-chloro-4-({[(2-fluorophenyl)methyl]carbamoyl}methyl)-3-oxopyrazin-2-yl]amino}-1,1-difluoroethyl)pyridin-1-ium-1-olate
• Synonyms: 2-(6-CHLORO-3-{[2,2-DIFLUORO-2-(1-OXIDO-2-PYRIDINYL)ETHYL]AMINO}-2-OXO-1(2H)-PYRAZINYL)-N-[(2-FLUOROPHENYL)METHYL]ACETAMIDE

Database IDs

• PubChem SID: 160968624; 99444021
• PubChem CID: 656913

CALCULATED PROPERTIES

JChem

• LogD (pH = 5.5): 1.1434978
• LogD (pH = 7.4): 1.1436412
• Log P: 1.1436465
• Molar Refractivity: 120.2774 cm^3
• Polarizability: 40.649033 Å^3
• Polar Surface Area: 99.26 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: 12.458907
• H Acceptors: 5
• H Donor: 2

ALOGPS 2.1

• Log P: 2.92
• LOG S: -5.17
• Solubility (Water): 3.14e-03 g/l

DETAILS

DrugBank - DB07550

Drug information: experimental