4-((bromodichloromethyl)sulfonyl)-N-(furan-2-ylmethyl)-2-nitroaniline

ID: ALA5184443

PubChem CID: 168280598

Max Phase: Preclinical

Molecular Formula: C12H9BrCl2N2O5S

Molecular Weight: 444.09

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(S(=O)(=O)C(Cl)(Cl)Br)ccc1NCc1ccco1

Standard InChI:  InChI=1S/C12H9BrCl2N2O5S/c13-12(14,15)23(20,21)9-3-4-10(11(6-9)17(18)19)16-7-8-2-1-5-22-8/h1-6,16H,7H2

Standard InChI Key:  UITALFSITOICNF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    1.3823    1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6677    1.3889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0465    1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6677    0.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798    0.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -0.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0942   -1.0855    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5059   -1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6810   -1.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696   -1.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0467   -0.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0467    0.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612    0.5641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4756    0.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1902    0.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9046    0.1516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5232    0.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1926    1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685    1.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8087   -0.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8087    0.1517    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5232   -1.0855    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5232   -0.2606    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  1  0
 16 15  1  0
 16 17  1  0
 17 18  2  0
 19 18  1  0
 15 19  2  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:

   

   ALA5184443

   ---

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: 444.09

Molecular Weight (Monoisotopic): 441.8793

AlogP: 4.06

#Rotatable Bonds: 6

Polar Surface Area: 102.45

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.88

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.41

Np Likeness Score: -1.75

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