Ethyl(2Z)-4,4,5,5,6,6,6-heptafluoro-2-[2-(4-methylphenyl)hydrazinylidene]-3-oxohexanoate

ID: ALA4879228

PubChem CID: 164629229

Max Phase: Preclinical

Molecular Formula: C15H13F7N2O3

Molecular Weight: 402.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)/C(=N\Nc1ccc(C)cc1)C(=O)C(F)(F)C(F)(F)C(F)(F)F

Standard InChI:  InChI=1S/C15H13F7N2O3/c1-3-27-12(26)10(24-23-9-6-4-8(2)5-7-9)11(25)13(16,17)14(18,19)15(20,21)22/h4-7,23H,3H2,1-2H3/b24-10-

Standard InChI Key:  JTTPEKAPMACWEK-VROXFSQNSA-N

Molfile:  

 
     RDKit          2D

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   39.8897  -14.0037    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.8938  -14.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5994  -14.4087    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.2983  -16.3480    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.3024  -15.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5926  -15.9358    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.1196  -15.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5240  -16.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5304  -14.8285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1132  -16.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5195  -17.6561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.3412  -16.2433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7476  -16.9523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.5648  -16.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2960  -16.9444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8852  -17.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9675  -17.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7839  -17.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1956  -16.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7849  -16.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9698  -16.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0128  -16.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0789  -14.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6719  -14.1128    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.6687  -15.5282    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.2594  -14.8168    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.2915  -18.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
  7  5  1  0
 10 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 14  1  0
 19 22  1  0
  5  2  1  0
  2 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 16 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879228

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 402.27

Molecular Weight (Monoisotopic): 402.0814

AlogP: 3.73

#Rotatable Bonds: 7

Polar Surface Area: 67.76

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.93

CX Basic pKa: ┄

CX LogP: 6.25

CX LogD: 4.51

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.25

Np Likeness Score: -1.00

References

1. Makhaeva GF, Lushchekina SV, Boltneva NP, Serebryakova OG, Kovaleva NV, Rudakova EV, Elkina NA, Shchegolkov EV, Burgart YV, Stupina TS, Terentiev AA, Radchenko EV, Palyulin VA, Saloutin VI, Bachurin SO, Richardson RJ..  (2021)  Novel potent bifunctional carboxylesterase inhibitors based on a polyfluoroalkyl-2-imino-1,3-dione scaffold.,  218  [PMID:33831780] [10.1016/j.ejmech.2021.113385]

Source

Source(1):

• Scientific Literature