5-(4-butoxy-3-chlorophenyl)-N-{[2-(morpholin-4-yl)pyridin-3-yl]methyl}pyridine-3-carboxamide

• ChemBase ID: 158800
• Molecular Formular: C26H29ClN4O3
• Molecular Mass: 480.98646
• Monoisotopic Mass: 480.19281849
• SMILES: c1(ccc(cc1Cl)c1cncc(c1)C(=O)NCc1cccnc1N1CCOCC1)OCCCC
• Canonical SMILES: CCCCOc1ccc(cc1Cl)c1cncc(c1)C(=O)NCc1cccnc1N1CCOCC1
• InChI: InChI=1S/C26H29ClN4O3/c1-2-3-11-34-24-7-6-19(15-23(24)27)21-14-22(17-28-16-21)26(32)30-18-20-5-4-8-29-25(20)31-9-12-33-13-10-31/h4-8,14-17H,2-3,9-13,18H2,1H3,(H,30,32)
• InChIKey: JPJGFWKHSMUKFO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(4-butoxy-3-chlorophenyl)-N-{[2-(morpholin-4-yl)pyridin-3-yl]methyl}pyridine-3-carboxamide
• IUPAC Traditional name: 5-(4-butoxy-3-chlorophenyl)-N-{[2-(morpholin-4-yl)pyridin-3-yl]methyl}pyridine-3-carboxamide
• Synonyms: 5-(4-Butoxy-3-chlorophenyl)-N-[[2-(4-morpholinyl)-3-pyridinyl]methyl]-3-pyridinecarboxamide; A 887826; A-887826

Database IDs

• CAS Number: 1266212-81-0
• PubChem SID: 162252935
• PubChem CID: 46919335

CALCULATED PROPERTIES

• Acid pKa: 13.94407
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.570427
• LogD (pH = 7.4): 4.216179
• Log P: 4.238189
• Molar Refractivity: 134.4263 cm^3
• Polarizability: 52.137352 Å^3
• Polar Surface Area: 76.58 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A101250

A structurally novel, potent and voltage-dependent Nav1.8 sodium channel blocker that attenuates neuropathic tactile allodynia in rats

REFERENCES

• Zhang, X. et al.: Neuropharmacology, 59, 201 (2010)