5-(3-ethylbenzo[d]isoxazol-6-yl)-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carboxamide

ID: ALA3715906

PubChem CID: 90110080

Max Phase: Preclinical

Molecular Formula: C16H13N5O3

Molecular Weight: 323.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1noc2cc(-c3cc(=O)n4ncc(C(N)=O)c4[nH]3)ccc12

Standard InChI:  InChI=1S/C16H13N5O3/c1-2-11-9-4-3-8(5-13(9)24-20-11)12-6-14(22)21-16(19-12)10(7-18-21)15(17)23/h3-7,19H,2H2,1H3,(H2,17,23)

Standard InChI Key:  VODLPQBTIAJPEM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1812    2.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3556    2.8737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3808    3.5211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -2.7132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6468    1.0526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5184    2.2403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6395    3.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2188    2.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2234    1.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312    0.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168    1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6117    2.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9221    3.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1069    4.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2813    5.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
  8  9  1  0
  6  7  1  0
  1  9  2  0
 10 11  2  0
 10 12  1  0
  9 10  1  0
  5 13  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 14 18  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 18 19  2  0
 23 24  1  0
 16 23  1  0
  3 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3715906

   5-(3-Ethylbenzo[d]isoxazol-6-yl)-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carboxamide

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: 323.31

Molecular Weight (Monoisotopic): 323.1018

AlogP: 1.49

#Rotatable Bonds: 3

Polar Surface Area: 119.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.66

CX Basic pKa: 0.03

CX LogP: 0.47

CX LogD: 0.47

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -1.55

References

1.  (2014)  Heterocyclic compounds for the inhibition of pask, 

2.  (2015)  Heterocyclic compounds for the inhibition of pask, 

Source

Source(1):

• Patent Bioactivity Data