PUBCHEM-ZINC04557127

MMsINC code: MMs03133773

• Type: Neutral
• Formula: C₂₁H₂₅NO₁₁
• SMILES: O1C(C(O)C(O)CO)C(NC(=O)C)C(O)CC1(Oc1cc2OC(=O)C=C(c2cc1)C)C(O)=O
• InChI: InChI=1/C21H25NO11/c1-9-5-16(27)31-15-6-11(3-4-12(9)15)32-21(20(29)30)7-13(25)17(22-10(2)24)19(33-21)18(28)14(26)8-23/h3-6,13-14,17-19,23,25-26,28H,7-8H2,1-2H3,(H,22,24)(H,29,30)/t13-,14+,17-,18+,19+,21+/m0/s1

Potential Energy
Epot(MMFF94)=187.353 kcal/mol

MOE's Descriptors

Physical Properties

• Molecular Weight: 467.427 g/mol
• logS: -3.0666
• SlogP: -1.4628
• Reactive groups: 0

Topological Properties

• Globularity: 0.159494
• Sterimol/B1: 4.55335
• Sterimol/B2: 5.19241
• Sterimol/B3: 5.47812
• Sterimol/B4: 6.07219
• Sterimol/L: 16.3783

Surface and Volume Properties

• Accessible surface: 672.365
• Positive charged surface: 432.707
• Negative charged surface: 239.658
• Volume: 397
• Hydrophobic surface: 368.8
• Hydrophilic surface: 303.565

Pharmacophoric Properties

• Hydrogen bond donors: 7
• Hydrogen bond acceptors: 10
• Acid groups: 0
• Basic groups: 0
• Chiral centers: 6

Drug- and Lead-like Properties

• Lipinski's drug-like rule: 0
• Violations of Lipinski's rule: 2
• Oprea's lead like rule: 0