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

ID: ALA4777918

PubChem CID: 162644258

Max Phase: Preclinical

Molecular Formula: C20H17BrN4O2

Molecular Weight: 425.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccccc1-c1nc2c(cnn2-c2ccc(Br)cc2)c(=O)[nH]1

Standard InChI:  InChI=1S/C20H17BrN4O2/c1-12(2)27-17-6-4-3-5-15(17)18-23-19-16(20(26)24-18)11-22-25(19)14-9-7-13(21)8-10-14/h3-12H,1-2H3,(H,23,24,26)

Standard InChI Key:  MWZHPPQRBJHFTB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   11.6192   -6.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3334   -5.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0437   -6.3579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0437   -7.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3318   -7.5903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6192   -7.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8335   -7.4393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3493   -6.7718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8335   -6.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6184   -8.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2021   -8.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9911   -9.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1918   -9.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6105   -9.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8188   -8.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9767  -10.6277    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.7576   -7.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4718   -7.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1862   -7.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1862   -8.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4743   -8.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7576   -8.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4718   -6.3537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1898   -5.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1898   -5.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9037   -6.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3334   -5.1208    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
 13 16  1  0
 17  4  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
  2 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777918

   ---

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: 425.29

Molecular Weight (Monoisotopic): 424.0535

AlogP: 4.33

#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: 4.19

CX LogD: 4.17

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.68

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