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

ID: ALA4745690

PubChem CID: 162648723

Max Phase: Preclinical

Molecular Formula: C17H11BrN4O2

Molecular Weight: 383.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(-c2ccccc2O)nc2c1cnn2-c1ccc(Br)cc1

Standard InChI:  InChI=1S/C17H11BrN4O2/c18-10-5-7-11(8-6-10)22-16-13(9-19-22)17(24)21-15(20-16)12-3-1-2-4-14(12)23/h1-9,23H,(H,20,21,24)

Standard InChI Key:  AHSQWNXGMMAMPF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   34.3674   -4.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0816   -4.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7920   -4.5011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7920   -5.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0842   -5.7336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3674   -5.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5816   -5.5826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0975   -4.9151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5817   -4.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3708   -6.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9545   -6.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7392   -7.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9400   -7.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3587   -7.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5669   -6.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7291   -8.7709    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   36.5059   -5.7370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2199   -5.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9344   -5.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9344   -6.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2226   -6.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5059   -6.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2199   -4.4969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0816   -3.2640    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
  2 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745690

   ---

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: 383.21

Molecular Weight (Monoisotopic): 382.0065

AlogP: 3.24

#Rotatable Bonds: 2

Polar Surface Area: 83.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.46

CX Basic pKa: ┄

CX LogP: 3.27

CX LogD: 3.23

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.56

Np Likeness Score: -1.41

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