2-(2-(trifluoromethyl)benzylidene)-6-(2-(trifluoromethyl)benzylidene)cyclohexan-1-one

ID: ALA5273329

Max Phase: Preclinical

Molecular Formula: C22H16F6O

Molecular Weight: 410.36

Names and Identifiers

Canonical SMILES:  O=C1/C(=C\c2ccccc2C(F)(F)F)CCC/C1=C\c1ccccc1C(F)(F)F

Standard InChI:  InChI=1S/C22H16F6O/c23-21(24,25)18-10-3-1-6-14(18)12-16-8-5-9-17(20(16)29)13-15-7-2-4-11-19(15)22(26,27)28/h1-4,6-7,10-13H,5,8-9H2/b16-12-,17-13+

Standard InChI Key:  UIVNNNYUCIGYPV-RFTYBOQRSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
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   -0.7069   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7051   -1.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027   -0.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0064   -2.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4242   -0.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027    0.4098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4223    0.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108    0.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7098    1.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4198    2.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1287    1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353    0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460    0.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567    0.8265    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460   -0.4044    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567    0.0058    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1321   -0.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1321   -1.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8409   -2.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5520   -1.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460   -0.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5567    0.8219    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353    0.8219    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460    1.2321    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  2  4  1  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  3  7  1  0
  5  8  2  0
  4  9  2  0
  8 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
  1 20  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5273329

   ---

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: 410.36

Molecular Weight (Monoisotopic): 410.1105

AlogP: 6.94

#Rotatable Bonds: 2

Polar Surface Area: 17.07

Molecular Species: ┄

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.35

CX LogD: 7.35

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.39

Np Likeness Score: -0.57

References

1. Chuanxin Z, Shengzheng W, Lei D, Duoli X, Jin L, Fuzeng R, Aiping L, Ge Z..  (2020)  Progress in 11β-HSD1 inhibitors for the treatment of metabolic diseases: A comprehensive guide to their chemical structure diversity in drug development.,  191  [PMID:32088493] [10.1016/j.ejmech.2020.112134]

Source

Source(1):

• Scientific Literature