3-(4-Chlorobenzyl)-5-(4-isopropoxyphenyl)-2-methylpyrazolo[1,5-a]pyrimidin-7(4H)-one

ID: ALA3717587

PubChem CID: 70925390

Max Phase: Preclinical

Molecular Formula: C23H22ClN3O2

Molecular Weight: 407.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn2c(=O)cc(-c3ccc(OC(C)C)cc3)[nH]c2c1Cc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C23H22ClN3O2/c1-14(2)29-19-10-6-17(7-11-19)21-13-22(28)27-23(25-21)20(15(3)26-27)12-16-4-8-18(24)9-5-16/h4-11,13-14,25H,12H2,1-3H3

Standard InChI Key:  SEOZZTGAEFZRNA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -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
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   -6.2150   -1.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2184   -2.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5991   -4.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5944   -3.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1201   -2.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6506   -1.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7700   -3.7717    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.5214   -3.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8184   -2.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8602   -3.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8136   -1.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 18  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3717587

   3-[(4-chlorophenyl)methyl]-2-methyl-5-(4-propan-2-yloxyphenyl)-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: 407.90

Molecular Weight (Monoisotopic): 407.1401

AlogP: 5.03

#Rotatable Bonds: 5

Polar Surface Area: 59.39

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.34

CX Basic pKa: 0.58

CX LogP: 4.85

CX LogD: 4.85

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.23

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