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

ID: ALA3717387

PubChem CID: 136509808

Max Phase: Preclinical

Molecular Formula: C18H15N7O2

Molecular Weight: 361.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1ncc2ccc(-c3cc(=O)n4ncc(-c5nc(C)no5)c4[nH]3)cc21

Standard InChI:  InChI=1S/C18H15N7O2/c1-3-24-15-6-11(4-5-12(15)8-19-24)14-7-16(26)25-17(22-14)13(9-20-25)18-21-10(2)23-27-18/h4-9,22H,3H2,1-2H3

Standard InChI Key:  POLLZMMOLYXMQM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
   -0.9991   -2.7132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6243    2.9682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7308    4.4645    0.0000 N   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
    1.3751    3.8801    0.0000 N   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
    2.0517    6.1927    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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  3  4  2  0
  4  5  1  0
  5  6  1  0
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  5 10  2  0
 11 12  1  0
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 11 15  1  0
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  9 15  1  0
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 18 19  2  0
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 17 26  1  0
  3 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3717387

   ---

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: 361.37

Molecular Weight (Monoisotopic): 361.1287

AlogP: 2.42

#Rotatable Bonds: 3

Polar Surface Area: 106.90

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.56

CX Basic pKa: 1.15

CX LogP: 1.55

CX LogD: 1.55

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -2.00

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