4-((bromodichloromethyl)sulfonyl)-N-cyclohexylaniline

ID: ALA5184821

PubChem CID: 168283008

Max Phase: Preclinical

Molecular Formula: C13H16BrCl2NO2S

Molecular Weight: 401.15

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1ccc(NC2CCCCC2)cc1)C(Cl)(Cl)Br

Standard InChI:  InChI=1S/C13H16BrCl2NO2S/c14-13(15,16)20(18,19)12-8-6-11(7-9-12)17-10-4-2-1-3-5-10/h6-10,17H,1-5H2

Standard InChI Key:  XXSJQVGLTPUTKX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -1.0705    1.1828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3560    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3560   -0.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -0.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705   -0.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    0.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3585    1.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7850   -0.4670    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995   -0.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995    0.7705    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    0.3579    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -0.4670    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3717   -1.1828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1967   -1.1828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -0.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996   -0.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -0.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140    0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996    1.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  2  2  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  8 13  2  0
  8 14  2  0
  1 15  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 15 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5184821

   ---

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: 401.15

Molecular Weight (Monoisotopic): 398.9462

AlogP: 4.69

#Rotatable Bonds: 4

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.89

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.75

Np Likeness Score: -0.83

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