7-O-Benzoyl chrysin

ID: ALA3121615

PubChem CID: 5575368

Max Phase: Preclinical

Molecular Formula: C22H14O5

Molecular Weight: 358.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Oc1cc(O)c2c(=O)cc(-c3ccccc3)oc2c1)c1ccccc1

Standard InChI:  InChI=1S/C22H14O5/c23-17-11-16(26-22(25)15-9-5-2-6-10-15)12-20-21(17)18(24)13-19(27-20)14-7-3-1-4-8-14/h1-13,23H

Standard InChI Key:  JVKHRSMNVBDUPH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   14.7498  -12.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4665  -12.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1873  -12.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1873  -11.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7414  -11.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4622  -10.9456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0290  -12.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0290  -10.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3164  -12.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3164  -11.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4665  -13.4414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8997  -10.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0290  -13.4414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6040  -10.9582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6122  -11.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8914  -10.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3248  -10.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6039   -9.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3248  -10.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8891  -11.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1751  -10.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1790  -10.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4659   -9.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7499  -10.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7517  -10.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4654  -11.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8881  -12.1948    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
 10  9  2  0
 11  2  2  0
 12  4  1  0
 13  7  1  0
 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
 14 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 20 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3121615

   5,7-Dihydroxyflavone 7-benzoate

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: 358.35

Molecular Weight (Monoisotopic): 358.0841

AlogP: 4.38

#Rotatable Bonds: 3

Polar Surface Area: 76.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.91

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 4.38

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.43

Np Likeness Score: 0.60

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