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

ID: ALA4788014

PubChem CID: 162668597

Max Phase: Preclinical

Molecular Formula: C20H18N4O2

Molecular Weight: 346.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccccc1-c1nc2c(cnn2-c2ccccc2)c(=O)[nH]1

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

Standard InChI Key:  BPBQNQUKBPQXJY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.7640   -4.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4767   -4.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1856   -4.9986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1856   -5.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4751   -6.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7640   -5.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9799   -6.0780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4966   -5.4119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9799   -4.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7652   -6.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3477   -7.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1371   -8.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3395   -8.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7593   -7.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9671   -7.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8980   -6.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6107   -5.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3236   -6.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3236   -7.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6132   -7.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8980   -7.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6107   -4.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3231   -4.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3231   -3.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0396   -4.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4767   -3.7642    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
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  8  9  2  0
  1  9  1  0
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 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
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 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
 23 25  1  0
  2 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4788014

   ---

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: 4

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: 3.42

CX LogD: 3.41

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -1.61

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