2,8-Bis(4-Chlorophenyl)-4H,6H-pyrano[3,2-g]chromene-4,6-dione

ID: ALA2282498

PubChem CID: 71577078

Max Phase: Preclinical

Molecular Formula: C24H12Cl2O4

Molecular Weight: 435.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(-c2ccc(Cl)cc2)oc2cc3oc(-c4ccc(Cl)cc4)cc(=O)c3cc12

Standard InChI:  InChI=1S/C24H12Cl2O4/c25-15-5-1-13(2-6-15)21-10-19(27)17-9-18-20(28)11-22(14-3-7-16(26)8-4-14)30-24(18)12-23(17)29-21/h1-12H

Standard InChI Key:  WSSIEDYHZQWYDW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    4.2455  -14.6392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444  -15.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9524  -15.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6621  -15.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6592  -14.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9506  -14.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5377  -14.2308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3654  -14.2244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5363  -15.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8289  -15.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5357  -16.6840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222  -14.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3704  -15.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3717  -16.6830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0775  -15.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7833  -14.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4892  -14.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1958  -14.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1950  -13.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4816  -13.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7780  -13.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1223  -13.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4157  -13.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7067  -13.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7087  -14.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158  -14.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012  -13.0045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9015  -13.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8301  -14.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0746  -14.6303    0.0000 C   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
  5  8  1  0
  2  9  1  0
  9 10  1  0
  9 11  2  0
 10 29  2  0
 29 12  1  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
 15 30  2  0
 30 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 12 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 12  1  0
 24 27  1  0
 19 28  1  0
  7 29  1  0
  8 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282498

   2,8-Bis(4-chlorophenyl)-4h,6h-pyrano[3,2-g]chromene-4,6-dione

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: 435.26

Molecular Weight (Monoisotopic): 434.0113

AlogP: 6.54

#Rotatable Bonds: 2

Polar Surface Area: 60.42

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.17

CX LogD: 5.17

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.30

Np Likeness Score: 0.03

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