6-(2-butoxyphenyl)-1-phenyl-5H-pyrazolo[3,4-d]pyrimidin-4-one

ID: ALA4749840

PubChem CID: 162651689

Max Phase: Preclinical

Molecular Formula: C21H20N4O2

Molecular Weight: 360.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCOc1ccccc1-c1nc2c(cnn2-c2ccccc2)c(=O)[nH]1

Standard InChI:  InChI=1S/C21H20N4O2/c1-2-3-13-27-18-12-8-7-11-16(18)19-23-20-17(21(26)24-19)14-22-25(20)15-9-5-4-6-10-15/h4-12,14H,2-3,13H2,1H3,(H,23,24,26)

Standard InChI Key:  RAPLDRVXYKGMMN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.4652  -13.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1794  -13.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8897  -13.5831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8897  -14.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1778  -14.8156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4652  -14.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6795  -14.6646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1953  -13.9929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6795  -13.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4644  -15.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0481  -16.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8371  -16.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0378  -17.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4565  -16.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6648  -15.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6036  -14.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3178  -14.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0322  -14.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0322  -15.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3203  -16.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6036  -15.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3178  -13.5790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0358  -13.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0358  -12.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7497  -11.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7497  -11.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1794  -12.3460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  1  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  1  9  1  0
 10  7  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 16  4  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 16 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  2 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4749840

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 360.42

Molecular Weight (Monoisotopic): 360.1586

AlogP: 3.95

#Rotatable Bonds: 6

Polar Surface Area: 72.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.88

CX Basic pKa: ┄

CX LogP: 3.97

CX LogD: 3.96

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.46

References

1. Shaaban MA,Elshaier YAMM,Hammad AH,Farag NA,Hassan Haredy H,AbdEl-Ghany AA,Mohamed KO.  (2020)  Design and synthesis of pyrazolo[3,4-d]pyrimidinone derivatives: Discovery of selective phosphodiesterase-5 inhibitors.,  30  (16): [PMID:32631538] [10.1016/j.bmcl.2020.127337]

Source

Source(1):

• Scientific Literature