4,6-Diacetyl-1,3-di(3-chlorophenylcarbonyloxy)benzene

ID: ALA2282420

PubChem CID: 76309031

Max Phase: Preclinical

Molecular Formula: C24H16Cl2O6

Molecular Weight: 471.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1cc(C(C)=O)c(OC(=O)c2cccc(Cl)c2)cc1OC(=O)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C24H16Cl2O6/c1-13(27)19-11-20(14(2)28)22(32-24(30)16-6-4-8-18(26)10-16)12-21(19)31-23(29)15-5-3-7-17(25)9-15/h3-12H,1-2H3

Standard InChI Key:  NWOCCRQGDXPBTD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   34.6343   -4.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6331   -5.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3412   -5.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0508   -5.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0480   -4.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3394   -3.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9265   -3.9416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9263   -3.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2185   -2.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6339   -2.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7542   -3.9352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7511   -3.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4573   -2.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0419   -2.7121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1654   -3.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8710   -2.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8684   -1.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1542   -1.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4514   -1.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2236   -1.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5166   -1.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8080   -1.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8108   -2.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5184   -3.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9251   -5.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2177   -5.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9245   -6.3948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7592   -5.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7605   -6.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.4663   -5.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1047   -3.1271    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.5801   -3.1140    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 13  1  0
  9 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24  9  1  0
  2 25  1  0
 25 26  1  0
 25 27  2  0
  4 28  1  0
 28 29  2  0
 28 30  1  0
 23 31  1  0
 16 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282420

   4,6-Diacetyl-1,3-di(3-chlorophenyl carbonyloxy)benzene

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: 471.29

Molecular Weight (Monoisotopic): 470.0324

AlogP: 5.84

#Rotatable Bonds: 6

Polar Surface Area: 86.74

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.62

CX LogD: 5.62

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -0.40

References

1. Husain A, Ahmad A, Mkhalid IAI, Mishra R, Rashid M.  (2013)  Synthesis and antimicrobial activity of bischalcone derivatives,  22  (4): [10.1007/s00044-012-0137-4]

Source

Source(1):

• Scientific Literature