ACROSORGANICS-ZINC04262016

MMsINC code: MMs00017133

• 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/h4-6,13,15,18,20,25-28H,1-3H3,(H2,23,30)/t13-,15-,18+,20-/m0/s1

Potential Energy
Epot(MMFF94)=149.664 kcal/mol

MOE's Descriptors

Physical Properties

• Molecular Weight: 442.424 g/mol
• logS: -4.23683
• SlogP: 0.65382
• Reactive groups: 1

Topological Properties

• Globularity: 0.230344
• Sterimol/B1: 2.19167
• Sterimol/B2: 3.52475
• Sterimol/B3: 6.11988
• Sterimol/B4: 6.86255
• Sterimol/L: 15.7986

Surface and Volume Properties

• Accessible surface: 598.135
• Positive charged surface: 371.09
• Negative charged surface: 221.436
• Volume: 376.75
• Hydrophobic surface: 280.062
• Hydrophilic surface: 318.073

Pharmacophoric Properties

• Hydrogen bond donors: 6
• Hydrogen bond acceptors: 8
• Acid groups: 0
• Basic groups: 0
• Chiral centers: 4

Drug- and Lead-like Properties

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