5-(Benzo[d][1,3]dioxol-5-yl)-3-(pyridin-2-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

ID: ALA3717141

PubChem CID: 70925355

Max Phase: Preclinical

Molecular Formula: C18H12N4O3

Molecular Weight: 332.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(-c2ccc3c(c2)OCO3)[nH]c2c(-c3ccccn3)cnn12

Standard InChI:  InChI=1S/C18H12N4O3/c23-17-8-14(11-4-5-15-16(7-11)25-10-24-15)21-18-12(9-20-22(17)18)13-3-1-2-6-19-13/h1-9,21H,10H2

Standard InChI Key:  UBOPAHWENVHZHM-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
   -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 N   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
    0.2917   -0.7475    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
    2.5889    0.0182    0.0000 C   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
   -0.9991    2.7132    0.0000 O   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
    2.1852   -2.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221   -3.0405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9838   -4.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9039   -5.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4624   -5.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1007   -3.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6222   -3.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2317   -1.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9066   -0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2271   -2.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9381   -3.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2653   -5.1989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7304   -5.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3404   -3.9800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  1 10  2  0
  3 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  7 12  1  0
 11 18  2  0
 18 22  1  0
 21 19  1  0
 19 20  2  0
 20 11  1  0
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 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3717141

   5-(1,3-benzodioxol-5-yl)-3-pyridin-2-yl-1H-pyrazolo[1,5-a]pyrimidin-7-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: 332.32

Molecular Weight (Monoisotopic): 332.0909

AlogP: 2.48

#Rotatable Bonds: 2

Polar Surface Area: 81.51

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.95

CX Basic pKa: 3.20

CX LogP: 1.84

CX LogD: 1.84

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -1.07

References

1.  (2012)  Heterocyclic compounds for the inhibition of pask, 

2.  (2012)  Heterocyclic compounds for the inhibition of pask, 

Source

Source(1):

• Patent Bioactivity Data