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

ID: ALA4798704

PubChem CID: 162675803

Max Phase: Preclinical

Molecular Formula: C18H15BrN6O

Molecular Weight: 411.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccccc1NCc1nc2c(cnn2-c2ccc(Br)cc2)c(=O)[nH]1

Standard InChI:  InChI=1S/C18H15BrN6O/c19-11-5-7-12(8-6-11)25-17-13(9-22-25)18(26)24-16(23-17)10-21-15-4-2-1-3-14(15)20/h1-9,21H,10,20H2,(H,23,24,26)

Standard InChI Key:  PNDVBTSXOVWGKY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   18.5581   -5.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8487   -5.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8487   -6.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5607   -6.8162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2678   -6.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2678   -5.5848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9851   -6.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6983   -6.4065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4116   -6.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1292   -6.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8430   -6.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8430   -7.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1318   -8.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4116   -7.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1292   -5.5807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0637   -6.6654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5757   -5.9985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0637   -5.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8488   -7.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0499   -7.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8376   -8.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4225   -9.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2170   -8.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4320   -8.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2077   -9.8507    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.5581   -4.3489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  1  6  1  0
  7  5  1  0
  7  8  1  0
  8  9  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  9 14  1  0
 10 15  1  0
  3 16  1  0
 16 17  1  0
 17 18  2  0
  2 18  1  0
 19 16  1  0
 19 20  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 24 19  2  0
 22 25  1  0
  1 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4798704

   ---

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: 411.26

Molecular Weight (Monoisotopic): 410.0491

AlogP: 3.07

#Rotatable Bonds: 4

Polar Surface Area: 101.62

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.95

CX Basic pKa: 3.96

CX LogP: 2.04

CX LogD: 2.02

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.45

Np Likeness Score: -1.93

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