3-chloro-2-({[(1R)-1-(3-chlorophenyl)ethyl]carbamoyl}methyl)-6-{[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino}pyridin-1-ium-1-olate

• ChemBase ID: 4274
• Molecular Formular: C22H20Cl2F2N4O3
• Molecular Mass: 497.3220064
• Monoisotopic Mass: 496.08805232
• SMILES: c1c([n+](ccc1)[O-])C(CNc1[n+](c(c(cc1)Cl)CC(=O)N[C@@H](c1cc(ccc1)Cl)C)[O-])(F)F
• Canonical SMILES: O=C(Cc1c(Cl)ccc([n+]1[O-])NCC(c1cccc[n+]1[O-])(F)F)N[C@@H](c1cccc(c1)Cl)C
• InChI: InChI=1S/C22H20Cl2F2N4O3/c1-14(15-5-4-6-16(23)11-15)28-21(31)12-18-17(24)8-9-20(30(18)33)27-13-22(25,26)19-7-2-3-10-29(19)32/h2-11,14,27H,12-13H2,1H3,(H,28,31)/t14-/m1/s1
• InChIKey: ISTCYDGUBPNUDF-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-chloro-2-({[(1R)-1-(3-chlorophenyl)ethyl]carbamoyl}methyl)-6-{[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino}pyridin-1-ium-1-olate
• IUPAC Traditional name: 3-chloro-2-({[(1R)-1-(3-chlorophenyl)ethyl]carbamoyl}methyl)-6-{[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino}pyridin-1-ium-1-olate
• Synonyms: 2-(3-CHLORO-6-{[2,2-DIFLUORO-2-(1-OXIDOPYRIDIN-2-YL)ETHYL]AMINO}-1-OXIDOPYRIDIN-2-YL)-N-[1-(3-CHLOROPHENYL)ETHYL]ACETAMIDE

Database IDs

• PubChem SID: 160967706; 46507669
• PubChem CID: 4369429

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.33335
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.4511535
• LogD (pH = 7.4): 3.45115
• Log P: 3.4511545
• Molar Refractivity: 124.1789 cm^3
• Polarizability: 45.41128 Å^3
• Polar Surface Area: 92.05 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.3
• LOG S: -6.18
• Solubility (Water): 3.30e-04 g/l

DETAILS

DrugBank - DB04722

Drug information: experimental