ACROSORGANICS-ZINC04262013

MMsINC code: MMs00017113

• Type: Neutral
• Formula: C₂₂H₂₂N₂O₈
• SMILES: O1C(c2c(C1=O)c(O)c1c(cccc1O)c2C)C1C(N(C)C)C(=O)C(C(=O)N)C(=O)C1O
• InChI: InChI=1/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)20(32-22(12)31)13-15(24(2)3)17(27)14(21(23)30)19(29)18(13)28/h4-6,13-15,18,20,25-26,28H,1-3H3,(H2,23,30)/t13-,14-,15+,18-,20-/m1/s1

Potential Energy
Epot(MMFF94)=163.597 kcal/mol

MOE's Descriptors

Physical Properties

• Molecular Weight: 442.424 g/mol
• logS: -4.13517
• SlogP: 0.02702
• Reactive groups: 0

Topological Properties

• Globularity: 0.160907
• Sterimol/B1: 2.17705
• Sterimol/B2: 4.12617
• Sterimol/B3: 4.50215
• Sterimol/B4: 7.28238
• Sterimol/L: 15.9101

Surface and Volume Properties

• Accessible surface: 577.82
• Positive charged surface: 370.815
• Negative charged surface: 201.75
• Volume: 371.875
• Hydrophobic surface: 300.916
• Hydrophilic surface: 276.904

Pharmacophoric Properties

• Hydrogen bond donors: 4
• Hydrogen bond acceptors: 8
• Acid groups: 0
• Basic groups: 0
• Chiral centers: 5

Drug- and Lead-like Properties

• Lipinski's drug-like rule: 1
• Violations of Lipinski's rule: 0
• Oprea's lead like rule: 1