5,6,8-trihydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

ID: ALA2235238

PubChem CID: 14396676

Max Phase: Preclinical

Molecular Formula: C17H14O7

Molecular Weight: 330.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(=O)c3c(O)c(O)c(OC)c(O)c3o2)cc1

Standard InChI:  InChI=1S/C17H14O7/c1-22-9-5-3-8(4-6-9)11-7-10(18)12-13(19)14(20)17(23-2)15(21)16(12)24-11/h3-7,19-21H,1-2H3

Standard InChI Key:  ADYFNEZQEKBCJL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.0746   -3.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0734   -3.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7815   -4.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -2.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4883   -3.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4871   -3.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1972   -4.3655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9131   -3.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9142   -3.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1996   -2.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1996   -1.8979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6157   -4.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6121   -5.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3178   -5.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0277   -5.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0273   -4.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3210   -3.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773   -1.9065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3668   -2.7241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3654   -4.3601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580   -3.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7812   -5.1782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7348   -5.5984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7335   -6.4155    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
 10 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  8 12  1  0
  4 18  1  0
  1 19  1  0
  2 20  1  0
 20 21  1  0
  3 22  1  0
 15 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235238

   5,6,8-Trihydroxy-7,4'-dimethoxyflavone

Molecule Features

Natural Product: Yes

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: 330.29

Molecular Weight (Monoisotopic): 330.0740

AlogP: 2.59

#Rotatable Bonds: 3

Polar Surface Area: 109.36

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.11

CX Basic pKa: ┄

CX LogP: 2.39

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.50

Np Likeness Score: 1.28

References

1. Phosrithong N, Samee W, Ungwitayatorn J.  (2012)  3D-QSAR studies of natural flavonoid compounds as reverse transcriptase inhibitors,  21  (5): [10.1007/s00044-011-9570-z]

Source

Source(1):

• Scientific Literature