(E)-4-(2-(4-((1-(4-Acetylphenyl)-3,3,3-trifluoroprop-1-en-1-yl)sulfonyl)phenoxy)ethyl)morpho-lin-4-ium chloride

ID: ALA5185090

PubChem CID: 168281370

Max Phase: Preclinical

Molecular Formula: C23H25ClF3NO5S

Molecular Weight: 483.51

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(/C(=C\C(F)(F)F)S(=O)(=O)c2ccc(OCCN3CCOCC3)cc2)cc1.Cl

Standard InChI:  InChI=1S/C23H24F3NO5S.ClH/c1-17(28)18-2-4-19(5-3-18)22(16-23(24,25)26)33(29,30)21-8-6-20(7-9-21)32-15-12-27-10-13-31-14-11-27;/h2-9,16H,10-15H2,1H3;1H/b22-16+;

Standard InChI Key:  LHSVMUBYMXXUKK-YHLMHSEJSA-N

Molfile:  

     RDKit          2D

 34 35  0  0  0  0  0  0  0  0999 V2000
    2.4981   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837   -1.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691   -0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3589   -1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    0.2064    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4837    0.9222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6586    0.9222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7865   -0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7865   -1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5010   -1.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155   -1.8561    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5010    0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2109   -0.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6418    1.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6418    2.2686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3562    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2127    1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5010    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2127   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9272   -1.0309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9272   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417    0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3562   -0.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3562   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6793   -2.0299    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  8  7  2  0
  3  8  1  0
  9  6  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
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 14 15  1  0
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 18 19  1  0
 19 20  2  0
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 21 22  1  0
 22 23  2  0
 22 24  1  0
 25 21  2  0
 25 26  1  0
 26 18  2  0
  1 27  1  0
 30 29  1  0
 31 30  1  0
 32 31  1  0
 33 32  1  0
 27 28  1  0
 29 28  1  0
 28 33  1  0
M  END

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: 483.51

Molecular Weight (Monoisotopic): 483.1327

AlogP: 3.98

#Rotatable Bonds: 8

Polar Surface Area: 72.91

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.01

CX LogP: 3.17

CX LogD: 3.16

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.53

Np Likeness Score: -1.03

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