1,4-bis((2-chloro-4-methoxyphenoxy)methyl)benzene

ID: ALA4530977

Cas Number: 146949-20-4

PubChem CID: 510413

Max Phase: Preclinical

Molecular Formula: C22H20Cl2O4

Molecular Weight: 419.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(OCc2ccc(COc3ccc(OC)cc3Cl)cc2)c(Cl)c1

Standard InChI:  InChI=1S/C22H20Cl2O4/c1-25-17-7-9-21(19(23)11-17)27-13-15-3-5-16(6-4-15)14-28-22-10-8-18(26-2)12-20(22)24/h3-12H,13-14H2,1-2H3

Standard InChI Key:  SLFZXMGBSNPIQC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.1606   -8.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5675   -7.6392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1601   -6.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3416   -6.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9384   -7.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3819   -7.6359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1212   -7.6434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -6.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5687   -9.0517    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7934   -8.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6106   -8.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0188   -9.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8352   -9.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2418   -8.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8259   -7.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0108   -7.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0589   -8.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4713   -9.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2885   -9.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6962   -9.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5126   -9.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9182   -9.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5014   -8.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6864   -8.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2701   -7.6172    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.7354   -9.0152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1488   -9.7201    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
  3  7  1  0
  6  8  1  0
  8  9  1  0
  2 10  1  0
  7 11  1  0
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 12 13  2  0
 13 14  1  0
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 15 18  1  0
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 19 20  1  0
 20 21  2  0
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 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 25 26  1  0
 23 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530977

   Benzene, 1,4-bis[(2-chloro-4-methoxyphenoxy)methyl]-

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 419.30

Molecular Weight (Monoisotopic): 418.0739

AlogP: 6.17

#Rotatable Bonds: 8

Polar Surface Area: 36.92

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: 6.00

CX LogD: 6.00

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.44

Np Likeness Score: -0.52

References

1. Egorova A, Ekins S, Schmidtke M, Makarov V..  (2019)  Back to the future: Advances in development of broad-spectrum capsid-binding inhibitors of enteroviruses.,  178  [PMID:31226653] [10.1016/j.ejmech.2019.06.008]

Source

Source(1):

• Scientific Literature