1-(4-((bromodichloromethyl)sulfonyl)-2-nitrophenyl)-4-methylpiperazine

ID: ALA5199090

PubChem CID: 168292148

Max Phase: Preclinical

Molecular Formula: C12H14BrCl2N3O4S

Molecular Weight: 447.14

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(S(=O)(=O)C(Cl)(Cl)Br)cc2[N+](=O)[O-])CC1

Standard InChI:  InChI=1S/C12H14BrCl2N3O4S/c1-16-4-6-17(7-5-16)10-3-2-9(8-11(10)18(19)20)23(21,22)12(13,14)15/h2-3,8H,4-7H2,1H3

Standard InChI Key:  SDGRWSWLDQSGKF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   -1.0705    0.5641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3560    0.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3560   -0.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -1.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705   -0.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    0.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3585    0.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3585    1.3889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    1.8014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730    1.8014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849   -1.0857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4994   -0.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4994    0.1517    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2139   -0.2607    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2139   -1.0857    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3716   -1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1966   -1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7849    0.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    0.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    1.3891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7849    1.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705    1.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139    1.8015    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
  8  7  1  0
  8  9  2  0
  8 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  2  0
 11 17  2  0
 18  1  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 21  1  0
  1 22  1  0
 20 23  1  0
M  CHG  2   8   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5199090

   ---

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: 447.14

Molecular Weight (Monoisotopic): 444.9265

AlogP: 2.60

#Rotatable Bonds: 4

Polar Surface Area: 83.76

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.56

CX LogP: 3.59

CX LogD: 3.58

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.40

Np Likeness Score: -1.54

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