6-[(3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-N-methylpyridine-3-carboxamide

• ChemBase ID: 127619
• Molecular Formular: C21H25N3O2
• Molecular Mass: 351.4421
• Monoisotopic Mass: 351.19467706
• SMILES: c1cc2CCN(C3CCC3)CCc2cc1Oc1ccc(cn1)C(=O)NC
• Canonical SMILES: CNC(=O)c1ccc(nc1)Oc1ccc2c(c1)CCN(CC2)C1CCC1
• InChI: InChI=1S/C21H25N3O2/c1-22-21(25)17-6-8-20(23-14-17)26-19-7-5-15-9-11-24(18-3-2-4-18)12-10-16(15)13-19/h5-8,13-14,18H,2-4,9-12H2,1H3,(H,22,25)
• InChIKey: WROHEWWOCPRMIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[(3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-N-methylpyridine-3-carboxamide
• IUPAC Traditional name: 6-[(3-cyclobutyl-1,2,4,5-tetrahydro-3-benzazepin-7-yl)oxy]-N-methylpyridine-3-carboxamide
• Synonyms: GSK-189,254

Database IDs

• PubChem SID: 162221937
• PubChem CID: 9798547
• CHEMBL: 517140
• Wikipedia Title: GSK-189,254

CALCULATED PROPERTIES

• Acid pKa: 13.840491
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.25095597
• LogD (pH = 7.4): 1.1133436
• Log P: 3.1047142
• Molar Refractivity: 102.85 cm^3
• Polarizability: 39.07788 Å^3
• Polar Surface Area: 54.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true