4-methyl-N-(3-(trifluoromethyl)phenyl)benzenesulfonamide

ID: ALA1170012

Cas Number: 1584-58-3

PubChem CID: 837245

Max Phase: Preclinical

Molecular Formula: C14H12F3NO2S

Molecular Weight: 315.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2cccc(C(F)(F)F)c2)cc1

Standard InChI:  InChI=1S/C14H12F3NO2S/c1-10-5-7-13(8-6-10)21(19,20)18-12-4-2-3-11(9-12)14(15,16)17/h2-9,18H,1H3

Standard InChI Key:  LAQWXSZWFLYJOE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -2.7976    1.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7988    0.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0838   -0.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3670    0.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715    1.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0855    1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6568    1.5040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0578    1.0914    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4704    1.8061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3548    0.3767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725    0.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7700   -0.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4827   -0.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1945   -0.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1897    0.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4779    1.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0838   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093   -0.9809    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2588   -0.9809    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0838   -1.8061    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9093   -0.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  8 11  1  0
  5  6  2  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
 16 11  1  0
  7  8  1  0
  3 17  1  0
 17 18  1  0
  8  9  2  0
 17 19  1  0
  4  5  1  0
 17 20  1  0
  8 10  2  0
 14 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1170012

   4-methyl-N-[3-(trifluoromethyl)phenyl]benzenesulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 315.32

Molecular Weight (Monoisotopic): 315.0541

AlogP: 3.81

#Rotatable Bonds: 3

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.94

CX Basic pKa: ┄

CX LogP: 3.85

CX LogD: 3.76

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.94

Np Likeness Score: -1.95

References

1. Caridha D, Kathcart AK, Jirage D, Waters NC..  (2010)  Activity of substituted thiophene sulfonamides against malarial and mammalian cyclin dependent protein kinases.,  20  (13): [PMID:20627564] [10.1016/j.bmcl.2010.05.039]

2. 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