methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-({2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-6-yl}oxy)oxane-2-carboxylate

• ChemBase ID: 170668
• Molecular Formular: C32H40N2O10
• Molecular Mass: 612.6674
• Monoisotopic Mass: 612.26829549
• SMILES: O1[C@@H]([C@@H]([C@@H]([C@H]([C@H]1C(=O)OC)OC(=O)C)OC(=O)C)OC(=O)C)Oc1ccc2N(c3c(CCc2c1)cccc3)CCCN(C)C
• Canonical SMILES: COC(=O)[C@H]1O[C@H](Oc2ccc3c(c2)CCc2c(N3CCCN(C)C)cccc2)[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C32H40N2O10/c1-19(35)40-27-28(41-20(2)36)30(42-21(3)37)32(44-29(27)31(38)39-6)43-24-14-15-26-23(18-24)13-12-22-10-7-8-11-25(22)34(26)17-9-16-33(4)5/h7-8,10-11,14-15,18,27-30,32H,9,12-13,16-17H2,1-6H3/t27-,28-,29-,30+,32+/m1/s1
• InChIKey: FSOVDPMPLUSAKI-LPSMZVTISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-({2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-6-yl}oxy)oxane-2-carboxylate
• IUPAC Traditional name: methyl (2R,3R,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-({2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-6-yl}oxy)oxane-2-carboxylate
• Synonyms: 2-Hydroxy Imipramine 2,3,4-Triacetate-β-D-glucopyranuronic Acid Methyl Ester

Database IDs

• CAS Number: 1053632-53-3
• PubChem SID: 164226578
• PubChem CID: 71749078

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 0.20914511
• LogD (pH = 7.4): 1.7011206
• Log P: 3.4964802
• Molar Refractivity: 156.8219 cm^3
• Polarizability: 62.328205 Å^3
• Polar Surface Area: 130.14 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - H943415

Imipramine derivative.