3-[3-({[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1(6),2,4-trien-7-yl]methyl}(methyl)amino)propyl]-7,8-dimethoxy-2,3-dihydro-1H-3-benzazepin-2-one

• ChemBase ID: 165602
• Molecular Formular: C27H34N2O5
• Molecular Mass: 466.56926
• Monoisotopic Mass: 466.2467722
• SMILES: c1(c(cc2c(c1)CC(=O)N(C=C2)CCCN(C[C@H]1Cc2c1cc(c(c2)OC)OC)C)OC)OC
• Canonical SMILES: COc1cc2[C@@H](CN(CCCN3C=Cc4c(CC3=O)cc(c(c4)OC)OC)C)Cc2cc1OC
• InChI: InChI=1S/C27H34N2O5/c1-28(17-21-11-20-14-25(33-4)26(34-5)16-22(20)21)8-6-9-29-10-7-18-12-23(31-2)24(32-3)13-19(18)15-27(29)30/h7,10,12-14,16,21H,6,8-9,11,15,17H2,1-5H3/t21-/m1/s1
• InChIKey: AQSRHFYHXNSUAO-OAQYLSRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[3-({[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1(6),2,4-trien-7-yl]methyl}(methyl)amino)propyl]-7,8-dimethoxy-2,3-dihydro-1H-3-benzazepin-2-one
• IUPAC Traditional name: 3-[3-({[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1(6),2,4-trien-7-yl]methyl}(methyl)amino)propyl]-7,8-dimethoxy-1H-3-benzazepin-2-one
• Synonyms: 3-[3-[[[(7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl]methylamino]propyl]-1,3-dihydro-7,8-dimethoxy-H-3-benzazepin-2-one; Dehydro Ivabradine

Database IDs

• CAS Number: 1086026-31-4
• PubChem SID: 162259735
• PubChem CID: 16114796

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.5286415
• LogD (pH = 7.4): 0.8582
• Log P: 2.8171244
• Molar Refractivity: 133.5984 cm^3
• Polarizability: 51.19939 Å^3
• Polar Surface Area: 60.47 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229135

Dehydro Ivabradine is an impurity of Ivabradine (I940500)

REFERENCES

• Kametani, T., et al.: Tetrahedron, 29, 73 (1973)