(E)-1-(4-(1-(Cyclopropylsulfonyl)-3,3,3-trifluoroprop-1-en-1-yl)phenyl)ethan-1-one

ID: ALA5196181

PubChem CID: 168285488

Max Phase: Preclinical

Molecular Formula: C14H13F3O3S

Molecular Weight: 318.32

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(/C(=C\C(F)(F)F)S(=O)(=O)C2CC2)cc1

Standard InChI:  InChI=1S/C14H13F3O3S/c1-9(18)10-2-4-11(5-3-10)13(8-14(15,16)17)21(19,20)12-6-7-12/h2-5,8,12H,6-7H2,1H3/b13-8+

Standard InChI Key:  QAPRSSWAEJUSBW-MDWZMJQESA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -2.1971    2.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9116    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4827    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4827    0.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7665   -0.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0565    0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578   -0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578   -1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0565   -1.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7711   -1.8559    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7711   -1.0310    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0565   -2.2684    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3721    0.2064    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9605    0.9221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7854    0.9221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0865   -0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -0.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9116   -0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0565    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7683    1.4431    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  1  0
 18 19  1  0
 17 19  1  0
 20  7  2  0
 21 20  1  0
 21  4  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5196181

   ---

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: 318.32

Molecular Weight (Monoisotopic): 318.0537

AlogP: 3.37

#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: 2.18

CX LogD: 2.18

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -0.37

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