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

ID: ALA4799568

PubChem CID: 162677164

Max Phase: Preclinical

Molecular Formula: C17H12N4O2

Molecular Weight: 304.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(-c2ccccc2O)nc2c1cnn2-c1ccccc1

Standard InChI:  InChI=1S/C17H12N4O2/c22-14-9-5-4-8-12(14)15-19-16-13(17(23)20-15)10-18-21(16)11-6-2-1-3-7-11/h1-10,22H,(H,19,20,23)

Standard InChI Key:  ATFCMGDPAMCQDG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   10.2850   -5.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9986   -4.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7084   -5.3481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7084   -6.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0012   -6.5796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2850   -6.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4998   -6.4287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0160   -5.7618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4999   -5.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2849   -7.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8682   -7.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6573   -8.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8587   -8.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2778   -8.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4859   -7.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4216   -6.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1351   -6.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8490   -6.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8490   -7.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1378   -7.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4216   -7.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1351   -5.3439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9986   -4.1121    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
  2 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4799568

   ---

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: 304.31

Molecular Weight (Monoisotopic): 304.0960

AlogP: 2.48

#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: 2.50

CX LogD: 2.46

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -1.32

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