6-(2,6-difluorophenyl)-1-isobutyl-5-methyl-3-(1H-pyrazol-1-yl)pyrazin-2(1H)-one

ID: ALA3741256

PubChem CID: 69069202

Max Phase: Preclinical

Molecular Formula: C18H18F2N4O

Molecular Weight: 344.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-n2cccn2)c(=O)n(CC(C)C)c1-c1c(F)cccc1F

Standard InChI:  InChI=1S/C18H18F2N4O/c1-11(2)10-23-16(15-13(19)6-4-7-14(15)20)12(3)22-17(18(23)25)24-9-5-8-21-24/h4-9,11H,10H2,1-3H3

Standard InChI Key:  PELLMDROAXXWSV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8991   -0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969   -1.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1945   -3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8943   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5964   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9010    0.4475    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987    1.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511    0.8815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9530    1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010    3.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7342    2.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947   -3.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2922   -4.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3353   -3.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5563   -3.5988    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  7  2  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  5  8  1  0
  9 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
  2 15  1  0
  6 20  1  0
 21 20  1  0
 21 22  1  0
 21 23  1  0
 13 24  1  0
  4 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3741256

   5-Methyl-6-(2,6-difluorophenyl)-1-(2-methylpropyl)-3-(1H-pyrazol-1-yl)-2(1H)-pyrazinone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 344.37

Molecular Weight (Monoisotopic): 344.1449

AlogP: 3.34

#Rotatable Bonds: 4

Polar Surface Area: 52.71

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.20

CX LogP: 2.71

CX LogD: 2.71

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -1.80

References

1. Taggi AE, Stevenson TM, Bereznak JF, Sharpe PL, Gutteridge S, Forman R, Bisaha JJ, Cordova D, Crompton M, Geist L, Kovacs P, Marshall E, Sheth R, Stavis C, Tseng CP..  (2016)  Tubulin modulating antifungal and antiproliferative pyrazinone derivatives.,  24  (3): [PMID:26386818] [10.1016/j.bmc.2015.08.038]

Source

Source(1):

• Scientific Literature