6-tert-butyl-5-chloro-1-isobutyl-3-(1H-pyrazol-1-yl)pyrazin-2(1H)-one

ID: ALA3739731

PubChem CID: 127041063

Max Phase: Preclinical

Molecular Formula: C15H21ClN4O

Molecular Weight: 308.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Cn1c(C(C)(C)C)c(Cl)nc(-n2cccn2)c1=O

Standard InChI:  InChI=1S/C15H21ClN4O/c1-10(2)9-19-11(15(3,4)5)12(16)18-13(14(19)21)20-8-6-7-17-20/h6-8,10H,9H2,1-5H3

Standard InChI Key:  MWJMPNXOGKVLCO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  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
   -2.3383    1.3500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5988   -1.5004    0.0000 C   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
   -1.3039   -3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3064   -4.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3421   -3.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6384   -0.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5984   -2.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6377   -2.1009    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
  4  8  1  0
  5  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  2 10  1  0
  6 15  1  0
 16 15  1  0
 16 17  1  0
 16 18  1  0
  9 19  1  0
  9 20  1  0
  9 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3739731

   ---

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: 308.81

Molecular Weight (Monoisotopic): 308.1404

AlogP: 3.04

#Rotatable Bonds: 3

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: 3.06

CX LogD: 3.06

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.88

Np Likeness Score: -1.83

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