N-{2-[(3R)-3-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)piperidin-1-yl]ethyl}-4-fluorobenzamide; phosphoperoxol

• ChemBase ID: 179613
• Molecular Formular: C26H33FN3O8P
• Molecular Mass: 565.5276842
• Monoisotopic Mass: 565.19892988
• SMILES: c1(c(cc2c(c1)CCN(C2)C(=O)[C@H]1CN(CCC1)CCNC(=O)c1ccc(cc1)F)OC)OC.P(=O)(=O)OO
• Canonical SMILES: COc1cc2CN(CCc2cc1OC)C(=O)[C@@H]1CCCN(C1)CCNC(=O)c1ccc(cc1)F.OOP(=O)=O
• InChI: InChI=1S/C26H32FN3O4.HO4P/c1-33-23-14-19-9-12-30(17-21(19)15-24(23)34-2)26(32)20-4-3-11-29(16-20)13-10-28-25(31)18-5-7-22(27)8-6-18;1-4-5(2)3/h5-8,14-15,20H,3-4,9-13,16-17H2,1-2H3,(H,28,31);1H/t20-;/m1./s1
• InChIKey: PNHFKUMOQHPHIF-VEIFNGETSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[(3R)-3-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)piperidin-1-yl]ethyl}-4-fluorobenzamide; phosphoperoxol
• IUPAC Traditional name: N-{2-[(3R)-3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carbonyl)piperidin-1-yl]ethyl}-4-fluorobenzamide; phosphoperoxol
• Synonyms: N-[2-[(3R)-3-[(3,4-Dihydro-6,7-dimethoxy-2(1H)-isoquinolinyl)carbonyl]-1-piperidinyl]ethyl]-4-fluorobenzamide Phosphate; (R)-(-)-N-[2-[3-[(6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)carbonyl]piperidino]ethyl]-4-fluorobenzamide monophosphate; YM 758; YM 758 Phosphate

Database IDs

• CAS Number: 312752-86-6
• PubChem SID: 164235523
• PubChem CID: 71753007

CALCULATED PROPERTIES

• Acid pKa: 14.749696
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.10162034
• LogD (pH = 7.4): 1.6724873
• Log P: 2.5273554
• Molar Refractivity: 128.9607 cm^3
• Polarizability: 49.003277 Å^3
• Polar Surface Area: 71.11 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - Y100600

YM758 is a novel If channel inhibitor for the treatment of stable angina and atrial fibrillation. A novel cardiovascular agent.

REFERENCES

• Roth, W., et al.: J. Pharma. Sci., 82, 99 (1993)
• Robertson, P., et al.: Drug Metab. Dispos., 28, 664 (1993)
• Umehara, K., et al.: Xenobiotica, 38, 527 (1993)