ethyl 2-(2-(2,6-difluorophenyl)hydrazono)-3-(1-ethyl-3-methyl-1H-pyrazol-5-yl)-3-oxopropanoate

ID: ALA4552582

PubChem CID: 155556650

Max Phase: Preclinical

Molecular Formula: C17H18F2N4O3

Molecular Weight: 364.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)/C(=N/Nc1c(F)cccc1F)C(=O)c1cc(C)nn1CC

Standard InChI:  InChI=1S/C17H18F2N4O3/c1-4-23-13(9-10(3)22-23)16(24)15(17(25)26-5-2)21-20-14-11(18)7-6-8-12(14)19/h6-9,20H,4-5H2,1-3H3/b21-15+

Standard InChI Key:  FBHFSAFVJHVVAN-RCCKNPSSSA-N

Molfile:  

 
     RDKit          2D

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   39.1629  -12.2010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8259  -11.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5715  -10.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7543  -10.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5000  -11.7231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8346  -14.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8334  -14.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5415  -15.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2512  -14.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2483  -14.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5397  -13.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5373  -12.9468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2438  -12.5361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2413  -11.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5324  -11.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5299  -10.4953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.9478  -11.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6567  -11.7147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.9454  -10.4910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1629  -13.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4552  -13.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2743  -10.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6592  -12.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3681  -12.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9545  -13.7580    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.1268  -13.7644    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  2  3  2  0
  1  2  1  0
  3  4  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 15  2  1  0
 17 19  2  0
  1 20  1  0
 20 21  1  0
  4 22  1  0
 18 23  1  0
 23 24  1  0
 10 25  1  0
  6 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552582

   ---

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: 364.35

Molecular Weight (Monoisotopic): 364.1347

AlogP: 2.70

#Rotatable Bonds: 7

Polar Surface Area: 85.58

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.51

CX Basic pKa: 2.09

CX LogP: 1.52

CX LogD: 2.01

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.27

Np Likeness Score: -1.70

References

1. Parrino B, Schillaci D, Carnevale I, Giovannetti E, Diana P, Cirrincione G, Cascioferro S..  (2019)  Synthetic small molecules as anti-biofilm agents in the struggle against antibiotic resistance.,  161  [PMID:30347328] [10.1016/j.ejmech.2018.10.036]

Source

Source(1):

• Scientific Literature