(2S,4R,5S,6S,7R)-11-{[4-(4-chlorophenyl)piperazin-1-yl]methyl}-5,6,12,14-tetrahydroxy-4-(hydroxymethyl)-13-methoxy-3,8-dioxatricyclo[8.4.0.02,7]tetradeca-1(10),11,13-trien-9-one

• ChemBase ID: 227007
• Molecular Formular: C25H29ClN2O9
• Molecular Mass: 536.95876
• Monoisotopic Mass: 536.1561582
• SMILES: c12c(C(=O)O[C@H]3[C@H]1O[C@@H]([C@H]([C@@H]3O)O)CO)c(c(c(c2O)OC)O)CN1CCN(c2ccc(cc2)Cl)CC1
• Canonical SMILES: OC[C@H]1O[C@@H]2[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1c2c(O)c(c(c1CN1CCN(CC1)c1ccc(cc1)Cl)O)OC
• InChI: InChI=1S/C25H29ClN2O9/c1-35-23-18(30)14(10-27-6-8-28(9-7-27)13-4-2-12(26)3-5-13)16-17(20(23)32)22-24(37-25(16)34)21(33)19(31)15(11-29)36-22/h2-5,15,19,21-22,24,29-33H,6-11H2,1H3/t15-,19-,21+,22+,24-/m1/s1
• InChIKey: GEBACAUFPFBFRR-LMDIQUGSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R,5S,6S,7R)-11-{[4-(4-chlorophenyl)piperazin-1-yl]methyl}-5,6,12,14-tetrahydroxy-4-(hydroxymethyl)-13-methoxy-3,8-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1(10),11,13-trien-9-one
• IUPAC Traditional name: (2S,4R,5S,6S,7R)-11-{[4-(4-chlorophenyl)piperazin-1-yl]methyl}-5,6,12,14-tetrahydroxy-4-(hydroxymethyl)-13-methoxy-3,8-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1(10),11,13-trien-9-one

Database IDs

• PubChem SID: 164282917
• PubChem CID: 71754149

CALCULATED PROPERTIES

• Acid pKa: 8.239972
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -0.21347883
• LogD (pH = 7.4): 0.8992622
• Log P: 0.83115005
• Molar Refractivity: 133.2614 cm^3
• Polarizability: 51.56338 Å^3
• Polar Surface Area: 152.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds