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

ID: ALA4800568

PubChem CID: 162676885

Max Phase: Preclinical

Molecular Formula: C20H18N4O2

Molecular Weight: 346.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCOc1ccccc1-c1nc2c(cnn2-c2ccccc2)c(=O)[nH]1

Standard InChI:  InChI=1S/C20H18N4O2/c1-2-12-26-17-11-7-6-10-15(17)18-22-19-16(20(25)23-18)13-21-24(19)14-8-4-3-5-9-14/h3-11,13H,2,12H2,1H3,(H,22,23,25)

Standard InChI Key:  ZUAADXSMJLYEGA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.2340  -13.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9482  -13.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6585  -13.5265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6585  -14.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9465  -14.7589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2340  -14.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4482  -14.6079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9640  -13.9363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4483  -13.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2331  -15.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8169  -15.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6057  -16.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8065  -16.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2252  -16.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4334  -15.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3724  -14.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0865  -14.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8009  -14.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8009  -15.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0891  -15.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3724  -15.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0865  -13.5222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8046  -13.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8046  -12.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5185  -11.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9482  -12.2894    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
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 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
  2 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4800568

   ---

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: 346.39

Molecular Weight (Monoisotopic): 346.1430

AlogP: 3.56

#Rotatable Bonds: 5

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: 3.52

CX LogD: 3.51

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -1.57

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