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

ID: ALA1171970

Cas Number: 346691-55-2

PubChem CID: 306810

Max Phase: Preclinical

Molecular Formula: C14H12F3NO3S

Molecular Weight: 331.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)Nc2cccc(C(F)(F)F)c2)cc1

Standard InChI:  InChI=1S/C14H12F3NO3S/c1-21-12-5-7-13(8-6-12)22(19,20)18-11-4-2-3-10(9-11)14(15,16)17/h2-9,18H,1H3

Standard InChI Key:  MBDFSFSHHDHDML-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -3.1554    1.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1566    0.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4416   -0.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7248    0.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7292    1.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4433    1.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0146    1.5040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2998    1.0914    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1128    1.8061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124    0.3767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4149    0.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4124   -0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252   -0.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8370   -0.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8322    0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1204    1.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4416   -0.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2670   -0.9808    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165   -0.9808    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4416   -1.8061    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5518   -0.5527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2670   -0.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  2  3  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1171970

   4-Methoxy-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: 331.31

Molecular Weight (Monoisotopic): 331.0490

AlogP: 3.51

#Rotatable Bonds: 4

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.03

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 3.10

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.93

Np Likeness Score: -1.75

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]

Source

Source(1):

• Scientific Literature