(2S,4R,5S,6S,7R)-11-({4-[2-(2-chlorophenoxy)ethyl]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: 226887
• Molecular Formular: C27H33ClN2O10
• Molecular Mass: 581.01132
• Monoisotopic Mass: 580.18237295
• 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(CC1)CCOc1c(Cl)cccc1
• 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)CCOc1ccccc1Cl)O)OC
• InChI: InChI=1S/C27H33ClN2O10/c1-37-25-20(32)14(12-30-8-6-29(7-9-30)10-11-38-16-5-3-2-4-15(16)28)18-19(22(25)34)24-26(40-27(18)36)23(35)21(33)17(13-31)39-24/h2-5,17,21,23-24,26,31-35H,6-13H2,1H3/t17-,21-,23+,24+,26-/m1/s1
• InChIKey: AVBSEJPKSACLPK-AFOYLGMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R,5S,6S,7R)-11-({4-[2-(2-chlorophenoxy)ethyl]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-[2-(2-chlorophenoxy)ethyl]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: 164282797
• PubChem CID: 71754034

CALCULATED PROPERTIES

• Acid pKa: 8.247831
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -0.70048815
• LogD (pH = 7.4): 0.5972366
• Log P: 0.555493
• Molar Refractivity: 143.3151 cm^3
• Polarizability: 56.336926 Å^3
• Polar Surface Area: 161.62 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds