N-(4-amino-3-(trifluoromethyl)phenyl)-4-nitrobenzenesulfonamide

ID: ALA4778107

PubChem CID: 162644046

Max Phase: Preclinical

Molecular Formula: C13H10F3N3O4S

Molecular Weight: 361.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(NS(=O)(=O)c2ccc([N+](=O)[O-])cc2)cc1C(F)(F)F

Standard InChI:  InChI=1S/C13H10F3N3O4S/c14-13(15,16)11-7-8(1-6-12(11)17)18-24(22,23)10-4-2-9(3-5-10)19(20)21/h1-7,18H,17H2

Standard InChI Key:  DSLOUTYTZBNWCX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   15.1345   -4.9279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7301   -4.2222    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.3211   -4.9253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1484   -4.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1473   -5.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8553   -5.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5650   -5.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5622   -4.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8535   -3.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4406   -3.8137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0252   -3.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0286   -2.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3217   -2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6131   -2.9967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6159   -3.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3235   -4.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2733   -5.4487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8551   -6.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1473   -6.6762    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.5627   -6.6766    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.8473   -7.0823    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.9022   -2.5889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1951   -2.9986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9009   -1.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  4 10  1  0
 10  2  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  7 17  1  0
  6 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 22 23  2  0
 22 24  1  0
 14 22  1  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4778107

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 361.30

Molecular Weight (Monoisotopic): 361.0344

AlogP: 3.00

#Rotatable Bonds: 4

Polar Surface Area: 115.33

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.66

CX Basic pKa: 2.24

CX LogP: 2.45

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: -1.86

References

1. Xu F,Zhao Y,Zhou H,Li C,Zhang X,Hou T,Qu L,Wei L,Wang J,Liu Y,Liang X.  (2020)  Synthesis and evaluation of 3-(4-(phenoxymethyl)phenyl)propanoic acid and N-phenylbenzenesulfonamide derivatives as FFA4 agonists.,  30  (24): [PMID:33127539] [10.1016/j.bmcl.2020.127650]

Source

Source(1):

• Scientific Literature