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

ID: ALA3718403

PubChem CID: 136242595

Max Phase: Preclinical

Molecular Formula: C21H21N7O2

Molecular Weight: 403.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1nn2c(=O)cc(-c3ccc4c(cnn4CC)c3)[nH]c2c1-c1nc(C)no1

Standard InChI:  InChI=1S/C21H21N7O2/c1-4-6-15-19(21-23-12(3)26-30-21)20-24-16(10-18(29)28(20)25-15)13-7-8-17-14(9-13)11-22-27(17)5-2/h7-11,24H,4-6H2,1-3H3

Standard InChI Key:  LZLRAPNSYSEVTN-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
   -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
    4.0872    0.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506   -1.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0505   -1.2490    0.0000 C   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
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   -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
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   -8.1069    4.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2813    5.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3718403

   ---

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: 403.45

Molecular Weight (Monoisotopic): 403.1757

AlogP: 3.37

#Rotatable Bonds: 5

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: 10.59

CX Basic pKa: 1.15

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -1.84

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