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

ID: ALA3717167

PubChem CID: 90110898

Max Phase: Preclinical

Molecular Formula: C18H14N6O2

Molecular Weight: 346.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1ncc2ccc(-c3cc(=O)n4ncc(-c5ncco5)c4[nH]3)cc21

Standard InChI:  InChI=1S/C18H14N6O2/c1-2-23-15-7-11(3-4-12(15)9-20-23)14-8-16(25)24-17(22-14)13(10-21-24)18-19-5-6-26-18/h3-10,22H,2H2,1H3

Standard InChI Key:  PIZWUZVVFSHPPI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -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
   -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
   -5.2654    5.1988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7619    5.3347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3405    3.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2272    2.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2318    1.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9067    0.7365    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
   -3.6222    3.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9381    3.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2781    6.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6637    7.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 11 15  1  0
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  3 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3717167

   5-(1-ethyl-1H-indazol-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: 346.35

Molecular Weight (Monoisotopic): 346.1178

AlogP: 2.71

#Rotatable Bonds: 3

Polar Surface Area: 94.01

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.65

CX Basic pKa: 1.18

CX LogP: 1.17

CX LogD: 1.17

Aromatic Rings: 5

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: -1.38

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