(E)-1-(4-(3,3,3-Trifluoro-1-((4-methoxyphenyl)sulfonyl)prop-1-en-1-yl)phenypethan-1-one

ID: ALA5177315

PubChem CID: 168271698

Max Phase: Preclinical

Molecular Formula: C18H15F3O4S

Molecular Weight: 384.38

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)/C(=C/C(F)(F)F)c2ccc(C(C)=O)cc2)cc1

Standard InChI:  InChI=1S/C18H15F3O4S/c1-12(22)13-3-5-14(6-4-13)17(11-18(19,20)21)26(23,24)16-9-7-15(25-2)8-10-16/h3-11H,1-2H3/b17-11+

Standard InChI Key:  FVUDLKKCJZNEHX-GZTJUZNOSA-N

Molfile:  

 
     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   -3.2122    2.2683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2122    1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9266    1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4977    1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4977    0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573   -1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -1.8558    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -1.0308    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -2.2683    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569    0.2063    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0545    0.9220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702    0.9220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7859    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7877   -1.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712   -1.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -1.4432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9266   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7833    1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  4  2  1  0
  4  5  1  0
  6  5  2  0
  7  6  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 14  8  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 18 17  2  0
 19 18  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 17 22  1  0
 20 23  1  0
 23 24  1  0
 25  7  2  0
 26 25  1  0
 26  4  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5177315

   ---

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: 384.38

Molecular Weight (Monoisotopic): 384.0643

AlogP: 4.27

#Rotatable Bonds: 5

Polar Surface Area: 60.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.37

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -0.54

References

1. 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