N-{4-[(4aS,10bR)-8,9-dimethoxy-2-methyl-1H,2H,3H,4H,4aH,10bH-benzo[c]1,6-naphthyridin-6-yl]phenyl}acetamide

• ChemBase ID: 161178
• Molecular Formular: C23H27N3O3
• Molecular Mass: 393.47878
• Monoisotopic Mass: 393.20524174
• SMILES: [C@@H]12[C@@H](N=C(c3c1cc(c(c3)OC)OC)c1ccc(cc1)NC(=O)C)CCN(C2)C
• Canonical SMILES: COc1cc2C(=N[C@@H]3[C@H](c2cc1OC)CN(CC3)C)c1ccc(cc1)NC(=O)C
• InChI: InChI=1S/C23H27N3O3/c1-14(27)24-16-7-5-15(6-8-16)23-18-12-22(29-4)21(28-3)11-17(18)19-13-26(2)10-9-20(19)25-23/h5-8,11-12,19-20H,9-10,13H2,1-4H3,(H,24,27)/t19-,20-/m0/s1
• InChIKey: DCDXHGMCXGHXBM-PMACEKPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[(4aS,10bR)-8,9-dimethoxy-2-methyl-1H,2H,3H,4H,4aH,10bH-benzo[c]1,6-naphthyridin-6-yl]phenyl}acetamide
• IUPAC Traditional name: N-{4-[(4aS,10bR)-8,9-dimethoxy-2-methyl-1H,3H,4H,4aH,10bH-benzo[c]1,6-naphthyridin-6-yl]phenyl}acetamide
• Synonyms: rel-N-[4-[(4aR,10bS)-1,2,3,4,4a,10b-Hexahydro-8,9-dimethoxy-2-methylbenzo[c][1,6]naphthyridin-6-yl]phenyl]acetamide; Benafentrine

Database IDs

• CAS Number: 35135-01-4
• PubChem SID: 162255313
• PubChem CID: 3084603

CALCULATED PROPERTIES

• Acid pKa: 14.085843
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.52573055
• LogD (pH = 7.4): 1.2652752
• Log P: 2.257992
• Molar Refractivity: 115.2812 cm^3
• Polarizability: 43.418053 Å^3
• Polar Surface Area: 63.16 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B131600

The compound inhibit blood platelet aggregation.

REFERENCES

• Galvez, J., et al.: Bioorg. Med. Chem. Lett., 6, 2301 (1996)
• Gozalbes, R., et al.: J. Pharm. Pharmacol., 51, 111 (1996)
• Bryskier, A., et al.: Clin. Infect. Dis., 31, 1423 (1996)
• Marrero-Ponce, Y., et al.: Bioorg. Med. Chem., 13, 1005 (1996)