5-O-(Ethoxycarbonyl)methyl-7-O-benzoyl chrysin

ID: ALA3121617

PubChem CID: 76325363

Max Phase: Preclinical

Molecular Formula: C26H20O7

Molecular Weight: 444.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)COc1cc(OC(=O)c2ccccc2)cc2oc(-c3ccccc3)cc(=O)c12

Standard InChI:  InChI=1S/C26H20O7/c1-2-30-24(28)16-31-22-13-19(32-26(29)18-11-7-4-8-12-18)14-23-25(22)20(27)15-21(33-23)17-9-5-3-6-10-17/h3-15H,2,16H2,1H3

Standard InChI Key:  QLOMWTQNQXXFTK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.1833  -18.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9041  -18.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9041  -17.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4583  -17.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1791  -16.7540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0333  -17.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1833  -19.2498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0313  -20.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7458  -20.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3169  -20.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024  -20.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879  -20.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6058  -17.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919  -16.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958  -15.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1828  -15.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4668  -15.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684  -16.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1822  -17.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048  -18.0031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  6  1  0
  5  1  1  0
  6  5  1  0
  7  1  2  0
  8  5  2  0
  9  7  1  0
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 14 10  1  0
 15 12  2  0
 16 12  1  0
 17 15  1  0
 18 16  2  0
 19 18  1  0
  8 10  1  0
  3  4  2  0
 17 19  2  0
 13 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 14 26  1  0
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 27 28  2  0
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 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 26 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3121617

   [5-(2-Ethoxy-2-oxoethoxy)-4-oxo-2-phenylchromen-7-yl] benzoate

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: 444.44

Molecular Weight (Monoisotopic): 444.1209

AlogP: 4.62

#Rotatable Bonds: 7

Polar Surface Area: 92.04

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: 0.05

References

1. Zhu ZY, Wang WX, Wang ZQ, Chen LJ, Zhang JY, Liu XC, Wu SP, Zhang YM..  (2014)  Synthesis and antitumor activity evaluation of chrysin derivatives.,  75  [PMID:24556144] [10.1016/j.ejmech.2013.12.044]

Source

Source(1):

• Scientific Literature