N-cyclohexyl-4-(methylsulfonyl)-2-nitroaniline

ID: ALA5184350

PubChem CID: 9186946

Max Phase: Preclinical

Molecular Formula: C13H18N2O4S

Molecular Weight: 298.36

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc(NC2CCCCC2)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C13H18N2O4S/c1-20(18,19)11-7-8-12(13(9-11)15(16)17)14-10-5-3-2-4-6-10/h7-10,14H,2-6H2,1H3

Standard InChI Key:  WUFBTXCLIKPPLB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    0.0015    1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7160    1.3890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4305    1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7160    0.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4280    0.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4280   -0.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425   -1.0857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570   -0.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5541   -1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7292   -1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178   -1.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014   -0.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014    0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7131    0.5641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1422    0.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8570    0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8570   -0.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1422   -1.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276   -0.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  2  4  1  0
  5  4  1  0
  6  5  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  7 10  2  0
 11  6  1  0
 12 11  2  0
 13 12  1  0
  4 13  2  0
 14 13  1  0
 15 14  1  0
 15 16  1  0
 17 16  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 15  1  0
M  CHG  2   2   1   3  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5184350

   N-cyclohexyl-4-methylsulfonyl-2-nitroaniline

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: 298.36

Molecular Weight (Monoisotopic): 298.0987

AlogP: 2.74

#Rotatable Bonds: 4

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: 12.46

CX Basic pKa: 0.15

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -1.80

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