5-(3-methylbenzo[d]isoxazol-6-yl)-3-(oxazol-2-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

ID: ALA3719371

PubChem CID: 90109345

Max Phase: Preclinical

Molecular Formula: C17H11N5O3

Molecular Weight: 333.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1noc2cc(-c3cc(=O)n4ncc(-c5ncco5)c4[nH]3)ccc12

Standard InChI:  InChI=1S/C17H11N5O3/c1-9-11-3-2-10(6-14(11)25-21-9)13-7-15(23)22-16(20-13)12(8-19-22)17-18-4-5-24-17/h2-8,20H,1H3

Standard InChI Key:  LYTYOTAUGJPQCF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
   -0.9991   -2.7132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3751    3.8801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    2.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6243    2.9682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7308    4.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3406    5.0280    0.0000 C   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
   -8.0130    4.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  9 12  1  0
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  3 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3719371

   5-(3-methylbenzo[d]isoxazol-6-yl)-3-(oxazol-2-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

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: 333.31

Molecular Weight (Monoisotopic): 333.0862

AlogP: 2.79

#Rotatable Bonds: 2

Polar Surface Area: 102.22

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.64

CX Basic pKa: 0.40

CX LogP: 0.88

CX LogD: 0.88

Aromatic Rings: 5

Heavy Atoms: 25

QED Weighted: 0.53

Np Likeness Score: -1.26

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