2,4-dichloro-1-(2,4-dinitrophenoxy)benzene

ID: ALA4782704

Cas Number: 52423-45-7

PubChem CID: 239719

Max Phase: Preclinical

Molecular Formula: C12H6Cl2N2O5

Molecular Weight: 329.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(Oc2ccc(Cl)cc2Cl)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C12H6Cl2N2O5/c13-7-1-3-11(9(14)5-7)21-12-4-2-8(15(17)18)6-10(12)16(19)20/h1-6H

Standard InChI Key:  FEQRCTGXGBJKFB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    8.7227  -17.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7216  -18.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4363  -18.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1527  -18.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1497  -17.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4344  -16.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8677  -18.4822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8621  -16.8293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5781  -17.2390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8591  -16.0044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8690  -19.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1539  -19.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1549  -20.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8704  -20.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5865  -20.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5821  -19.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0100  -16.8284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0098  -16.0035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2957  -17.2409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2944  -19.2986    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.8728  -21.7803    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
  4  7  1  0
  8  9  1  0
  8 10  2  0
  5  8  1  0
  7 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  1  0
 17 19  2  0
  1 17  1  0
 16 20  1  0
 14 21  1  0
M  CHG  4   8   1   9  -1  17   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4782704

   2,4-Dichloro-1-(2,4-dinitrophenoxy)benzene

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: 329.10

Molecular Weight (Monoisotopic): 327.9654

AlogP: 4.60

#Rotatable Bonds: 4

Polar Surface Area: 95.51

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.56

CX LogD: 4.56

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.60

Np Likeness Score: -1.44

References

1. Makley LN,Johnson OT,Ghanakota P,Rauch JN,Osborn D,Wu TS,Cierpicki T,Carlson HA,Gestwicki JE.  (2021)  Chemical validation of a druggable site on Hsp27/HSPB1 using in silico solvent mapping and biophysical methods.,  34  [PMID:33549906] [10.1016/j.bmc.2020.115990]

Source

Source(1):

• Scientific Literature