5-(1-Methyl-1H-indazol-5-yl)-3-(5-methyloxazol-2-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

ID: ALA3717161

PubChem CID: 90111479

Max Phase: Preclinical

Molecular Formula: C18H14N6O2

Molecular Weight: 346.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cnc(-c2cnn3c(=O)cc(-c4ccc5c(cnn5C)c4)[nH]c23)o1

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

Standard InChI Key:  MLDHOGJBNMWBRB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
    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
    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
    2.0517    6.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6395    3.4592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5184    2.2403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6468    1.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
   -4.9221    3.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2188    2.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0130    4.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
  8  9  1  0
  6  7  1  0
  1  9  2  0
  5 10  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 11 15  1  0
 15 16  1  0
  9 12  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 17 25  1  0
 20 25  2  0
 17 26  1  0
  3 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3717161

   5-(1-methyl-1H-indazol-5-yl)-3-(5-methyloxazol-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: 2.54

#Rotatable Bonds: 2

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: 10.67

CX Basic pKa: 1.32

CX LogP: 1.02

CX LogD: 1.02

Aromatic Rings: 5

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: -1.51

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