2-(5-amino-6-oxo-2-phenyl-1,6-dihydropyrimidin-1-yl)-N-[(1R,2R)-1-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-hydroxy-3-methylbutan-2-yl]acetamide

• ChemBase ID: 3560
• Molecular Formular: C23H30N6O4
• Molecular Mass: 454.5221
• Monoisotopic Mass: 454.23285347
• SMILES: CC(C)[C@@H](NC(=O)Cn1c(=O)c(N)cnc1c1ccccc1)[C@@H](O)c1nnc(o1)C(C)(C)C
• Canonical SMILES: O=C(Cn1c(ncc(c1=O)N)c1ccccc1)N[C@@H]([C@H](c1nnc(o1)C(C)(C)C)O)C(C)C
• InChI: InChI=1S/C23H30N6O4/c1-13(2)17(18(31)20-27-28-22(33-20)23(3,4)5)26-16(30)12-29-19(14-9-7-6-8-10-14)25-11-15(24)21(29)32/h6-11,13,17-18,31H,12,24H2,1-5H3,(H,26,30)/t17-,18-/m1/s1
• InChIKey: HMPQTEPEMQZWQH-QZTJIDSGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(5-amino-6-oxo-2-phenyl-1,6-dihydropyrimidin-1-yl)-N-[(1R,2R)-1-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-hydroxy-3-methylbutan-2-yl]acetamide
• IUPAC Traditional name: 2-(5-amino-6-oxo-2-phenylpyrimidin-1-yl)-N-[(1R,2R)-1-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-hydroxy-3-methylbutan-2-yl]acetamide
• Synonyms: Ono-6818; CP-955; ONO-6818

Database IDs

• CAS Number: 208848-19-5
• PubChem SID: 160966998; 46504912
• PubChem CID: 46936829

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.104912
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 1.1070802
• LogD (pH = 7.4): 1.1070745
• Log P: 1.1070831
• Molar Refractivity: 123.8056 cm^3
• Polarizability: 46.548798 Å^3
• Polar Surface Area: 146.94 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.85
• LOG S: -3.6
• Solubility (Water): 1.13e-01 g/l

DETAILS

DrugBank - DB03925

• Drug Groups: experimental; investigational
• Indication: Investigated for use/treatment in chronic obstructive pulmonary disease (COPD).