2-(5-(3,7-dimethylocta-2,6-dienyl)-2-hydroxy-4-methoxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

ID: ALA2297278

PubChem CID: 53242257

Max Phase: Preclinical

Molecular Formula: C26H28O6

Molecular Weight: 436.50

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/C26H28O6/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/h6,8,10-14,27-29H,5,7,9H2,1-4H3/b16-8+

Standard InChI Key:  QGNFPYTXEYXYEC-LZYBPNLTSA-N

Molfile:  

     RDKit          2D

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    7.3109  -17.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4415  -17.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1551  -17.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1517  -16.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.9811  -16.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9832  -17.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2766  -17.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2787  -18.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5678  -17.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5721  -18.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8633  -18.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1567  -18.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3606  -19.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1489  -19.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9725  -14.0029    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  2  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
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 19 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2297278

   5'-Geranyl-4'-methoxy-5,7,2'-trihydroxyflavone

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: 436.50

Molecular Weight (Monoisotopic): 436.1886

AlogP: 5.82

#Rotatable Bonds: 7

Polar Surface Area: 100.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.57

CX Basic pKa: ┄

CX LogP: 5.94

CX LogD: 4.95

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: 2.01

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