5-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)-3-(pyridin-3-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

ID: ALA3715111

PubChem CID: 70925706

Max Phase: Preclinical

Molecular Formula: C19H14N4O3

Molecular Weight: 346.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(-c2ccc3c(c2)OCCO3)[nH]c2c(-c3cccnc3)cnn12

Standard InChI:  InChI=1S/C19H14N4O3/c24-18-9-15(12-3-4-16-17(8-12)26-7-6-25-16)22-19-14(11-21-23(18)19)13-2-1-5-20-10-13/h1-5,8-11,22H,6-7H2

Standard InChI Key:  CPAJWIXALPOGFD-UHFFFAOYSA-N

Molfile:  

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   -3.9086    1.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9002    3.0214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5053    3.0157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.6096    4.0210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5652    0.9165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5239    6.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8019    8.8312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3715111

   5-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-pyridin-3-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: 346.35

Molecular Weight (Monoisotopic): 346.1066

AlogP: 2.52

#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: 11.09

CX Basic pKa: 4.46

CX LogP: 1.35

CX LogD: 1.35

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -1.12

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