N-[[4-(4-methylpiperazin-1-yl)phenyl]methyl]isoxazole-5-carboxamide

ID: ALA5270769

Max Phase: Preclinical

Molecular Formula: C16H20N4O2

Molecular Weight: 300.36

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(CNC(=O)c3ccno3)cc2)CC1

Standard InChI:  InChI=1S/C16H20N4O2/c1-19-8-10-20(11-9-19)14-4-2-13(3-5-14)12-17-16(21)15-6-7-18-22-15/h2-7H,8-12H2,1H3,(H,17,21)

Standard InChI Key:  OMRXBNSVRJWWAZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.2802    3.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9946    3.4232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7091    3.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7091    2.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9946    1.7731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2802    2.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9946    4.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9946    0.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7088    0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -0.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -0.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2819   -0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2772    0.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -1.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.9360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -2.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4348   -3.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936   -3.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4348   -3.9979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386   -4.2480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7091   -3.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2173   -2.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  1  6  1  0
  6  5  1  0
  2  7  1  0
  5  8  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
  8 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 19 17  1  0
 19 20  1  0
 20 21  2  0
 22 21  1  0
 17 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5270769

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 300.36

Molecular Weight (Monoisotopic): 300.1586

AlogP: 1.36

#Rotatable Bonds: 4

Polar Surface Area: 61.61

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.30

CX Basic pKa: 7.92

CX LogP: 1.01

CX LogD: 0.38

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.92

Np Likeness Score: -2.02

References

1. Shagufta, Ahmad I..  (2021)  The race to treat COVID-19: Potential therapeutic agents for the prevention and treatment of SARS-CoV-2.,  213  [PMID:33486200] [10.1016/j.ejmech.2021.113157]

2. Xiu S, Dick A, Ju H, Mirzaie S, Abdi F, Cocklin S, Zhan P, Liu X..  (2020)  Inhibitors of SARS-CoV-2 Entry: Current and Future Opportunities.,  63  (21.0): [PMID:32539378] [10.1021/acs.jmedchem.0c00502]

Source

Source(1):

• Scientific Literature