(E)-1-(4-(3,3,3-trifluoro-1-(phenylsulfonyl)prop-1-en-1-yl)phenyl)ethan-1-one

ID: ALA5190386

PubChem CID: 164055293

Max Phase: Preclinical

Molecular Formula: C17H13F3O3S

Molecular Weight: 354.35

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(/C(=C\C(F)(F)F)S(=O)(=O)c2ccccc2)cc1

Standard InChI:  InChI=1S/C17H13F3O3S/c1-12(21)13-7-9-14(10-8-13)16(11-17(18,19)20)24(22,23)15-5-3-2-4-6-15/h2-11H,1H3/b16-11+

Standard InChI Key:  WCCPKGDHFVGNEL-LFIBNONCSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   -0.3584   -1.7039    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -1.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -1.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0730   -1.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7717   -2.4198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0533   -2.4198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7878   -1.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -0.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7896   -0.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0730   -0.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -0.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585   -0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    1.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689    0.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737   -0.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    2.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    2.4198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    2.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853   -1.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -1.7040    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853   -0.4662    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -0.8788    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  1  0
  1  5  2  0
  1  6  2  0
  7  4  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
  4 11  1  0
  2 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
  3 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5190386

   ---

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: 354.35

Molecular Weight (Monoisotopic): 354.0537

AlogP: 4.27

#Rotatable Bonds: 4

Polar Surface Area: 51.21

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.60

References

1. Ahmadi R, Emami S..  (2022)  Recent applications of vinyl sulfone motif in drug design and discovery.,  234  [PMID:35305462] [10.1016/j.ejmech.2022.114255]

2. Zhang J, Wang X, Chen Q, Liu J, Zhou W, Wu J..  (2022)  (E)-β-Trifluoromethyl vinylsulfones as antitumor agents: Synthesis and biological evaluations.,  232  [PMID:35189568] [10.1016/j.ejmech.2022.114197]

Source

Source(1):

• Scientific Literature