Methyl(2Z)-4,4,5,5,6,6,6-heptafluoro-2-[2-(4-methoxyphenyl)hydrazinylidene]-3-oxohexanoate

ID: ALA4849604

PubChem CID: 137211288

Max Phase: Preclinical

Molecular Formula: C14H11F7N2O4

Molecular Weight: 404.24

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H11F7N2O4/c1-26-8-5-3-7(4-6-8)22-23-9(11(25)27-2)10(24)12(15,16)13(17,18)14(19,20)21/h3-6,22H,1-2H3/b23-9-

Standard InChI Key:  IHRHACRFXNFJBN-AQHIEDMUSA-N

Molfile:  

 
     RDKit          2D

 27 27  0  0  0  0  0  0  0  0999 V2000
    2.7983  -21.5978    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024  -22.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5080  -22.0028    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2069  -23.9421    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2110  -23.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012  -23.5299    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.0282  -23.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4326  -23.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4390  -22.4226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0218  -24.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281  -25.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2498  -23.8374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6562  -24.5464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4734  -24.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2046  -24.5385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7937  -25.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8761  -25.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6925  -25.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1042  -24.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6935  -23.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8784  -23.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9875  -22.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5805  -21.7069    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5773  -23.1223    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680  -22.4109    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.9214  -24.5586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3287  -25.2670    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
  5  2  1  0
  2 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 19 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4849604

   ---

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: 404.24

Molecular Weight (Monoisotopic): 404.0607

AlogP: 3.04

#Rotatable Bonds: 7

Polar Surface Area: 76.99

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.07

CX Basic pKa: ┄

CX LogP: 5.23

CX LogD: 3.48

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.25

Np Likeness Score: -0.76

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