kuwanonU

ID: ALA2297276

PubChem CID: 14539882

Max Phase: Preclinical

Molecular Formula: C26H30O6

Molecular Weight: 438.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c(C2CC(=O)c3c(O)cc(O)cc3O2)cc1C/C=C(\C)CCC=C(C)C

Standard InChI:  InChI=1S/C26H30O6/c1-15(2)6-5-7-16(3)8-9-17-10-19(20(28)13-23(17)31-4)24-14-22(30)26-21(29)11-18(27)12-25(26)32-24/h6,8,10-13,24,27-29H,5,7,9,14H2,1-4H3/b16-8+

Standard InChI Key:  CZVSHXUUSIQWSO-LZYBPNLTSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   22.0627  -14.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0616  -15.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7696  -16.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7679  -14.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4765  -14.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4799  -15.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1922  -16.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9058  -15.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9024  -14.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1855  -14.5645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1945  -17.0321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3549  -14.5775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6078  -14.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3171  -14.9742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0230  -14.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0209  -13.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3070  -13.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6040  -13.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7268  -13.3343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7682  -17.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8939  -13.3477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7318  -14.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7339  -15.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0273  -16.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0294  -17.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3185  -15.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3228  -17.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7232  -12.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3249  -18.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6183  -18.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6204  -19.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9095  -18.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  2  0
  1 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  9 13  1  0
 16 19  1  0
  3 20  1  0
 18 21  1  0
 15 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 25 27  1  0
 19 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2297276

   KUWANONU

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 438.52

Molecular Weight (Monoisotopic): 438.2042

AlogP: 5.75

#Rotatable Bonds: 7

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.84

CX Basic pKa: ┄

CX LogP: 6.07

CX LogD: 5.93

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: 2.33

References

1. Anand P, Singh B.  (2013)  Flavonoids as lead compounds modulating the enzyme targets in Alzheimers disease,  22  (7): [10.1007/s00044-012-0353-y]

Source

Source(1):

• Scientific Literature