4-((bromodichloromethyl)sulfonyl)-2-nitro-N-phenylaniline

ID: ALA5196892

PubChem CID: 168286351

Max Phase: Preclinical

Molecular Formula: C13H9BrCl2N2O4S

Molecular Weight: 440.10

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(S(=O)(=O)C(Cl)(Cl)Br)ccc1Nc1ccccc1

Standard InChI:  InChI=1S/C13H9BrCl2N2O4S/c14-13(15,16)23(21,22)10-6-7-11(12(8-10)18(19)20)17-9-4-2-1-3-5-9/h1-8,17H

Standard InChI Key:  YQAYQUUQIUXJPB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    1.0732    1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    1.3889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556    1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    0.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707    0.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -0.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -1.0857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1968   -1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3718   -1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605   -1.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558   -0.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    0.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    0.5641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847    0.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995    0.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141    0.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141   -0.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995   -1.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847   -0.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4996   -0.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4996    0.1517    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2141   -1.0857    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2141   -0.2607    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  2  4  1  0
  5  4  1  0
  6  5  2  0
  6  7  1  0
  7  8  2  0
  7  9  2  0
 10  6  1  0
 11 10  2  0
 12 11  1  0
  4 12  2  0
 13 12  1  0
 14 13  1  0
 14 15  2  0
 16 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  7 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
M  CHG  2   1  -1   2   1
M  END

Alternative Forms

1. Parent:

   

   ALA5196892

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 440.10

Molecular Weight (Monoisotopic): 437.8843

AlogP: 4.60

#Rotatable Bonds: 5

Polar Surface Area: 89.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.37

CX LogD: 6.37

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.42

Np Likeness Score: -1.41

References

1. Rodriguez M, Kannangara A, Chlebowicz J, Akella R, He H, Tambar UK, Goldsmith EJ..  (2022)  Synthesis and Structural Characterization of Novel Trihalo-sulfone Inhibitors of WNK1.,  13  (10.0): [PMID:36262391] [10.1021/acsmedchemlett.2c00216]

Source

Source(1):

• Scientific Literature