2-phenyl-4-{[(2H7)propan-2-yl]amino}-2-(pyridin-2-yl)butanamide; oxalic acid

• ChemBase ID: 166313
• Molecular Formular: C20H25N3O5
• Molecular Mass: 387.4296
• Monoisotopic Mass: 387.17942092
• SMILES: C(CCNC(C)C)(c1ncccc1)(C(=O)N)c1ccccc1.C(=O)(O)C(=O)O
• Canonical SMILES: OC(=O)C(=O)O.CC(NCCC(c1ccccn1)(c1ccccc1)C(=O)N)C
• InChI: InChI=1S/C18H23N3O.C2H2O4/c1-14(2)20-13-11-18(17(19)22,15-8-4-3-5-9-15)16-10-6-7-12-21-16;3-1(4)2(5)6/h3-10,12,14,20H,11,13H2,1-2H3,(H2,19,22);(H,3,4)(H,5,6)
• InChIKey: VZVCIBBRKTYOOA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-phenyl-4-{[(^2H₇)propan-2-yl]amino}-2-(pyridin-2-yl)butanamide; oxalic acid
• IUPAC Traditional name: 2-phenyl-4-[(^2H₇)propan-2-ylamino]-2-(pyridin-2-yl)butanamide; oxalic acid
• Synonyms: α-[2-[(1-Methylethyl-d7)amino]ethyl]-α-phenyl-2-pyridineacetamide; 4-(Isopropyl-d7)-amino-2-phenyl-2-(2-pyridyl)butyramide; Mono-N-dealkyldisopyramide-d7; (±)-Mono-N-desisopropyldisopyramide-d7; Desisopropyl Disopyramide-d7 Oxalate

Database IDs

• CAS Number: 1216961-48-6
• PubChem SID: 162260446
• PubChem CID: 45038868

CALCULATED PROPERTIES

• Acid pKa: 16.062569
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.91360366
• LogD (pH = 7.4): -0.31948853
• Log P: 2.3120055
• Molar Refractivity: 87.8381 cm^3
• Polarizability: 34.660328 Å^3
• Polar Surface Area: 68.01 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D290162

A labelled metabolite of Disopyramide.

REFERENCES

• Heel, R., et al.: Drugs, 15, 331 (1978)
• Tsuura, Y., et al.: Diabetes, 42, 1446 (1978)
• Gonoi, T., et al.: J. Biol. Chem., 269, 16989 (1978)
• Horie, M., et al.: Cardiovas. Res., 34, 69 (1978)