2-benzyl-3-(4-chlorophenyl)-5-(4-methoxyphenyl)-4H-pyrazolo[1,5-a]pyrimidin-7-one

ID: ALA4527724

PubChem CID: 130192922

Max Phase: Preclinical

Molecular Formula: C26H20ClN3O2

Molecular Weight: 441.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(=O)n3nc(Cc4ccccc4)c(-c4ccc(Cl)cc4)c3[nH]2)cc1

Standard InChI:  InChI=1S/C26H20ClN3O2/c1-32-21-13-9-18(10-14-21)22-16-24(31)30-26(28-22)25(19-7-11-20(27)12-8-19)23(29-30)15-17-5-3-2-4-6-17/h2-14,16,28H,15H2,1H3

Standard InChI Key:  ZHKKEHSTLGQTNK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   19.7057  -27.6897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4219  -27.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1345  -27.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1345  -28.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4219  -28.9268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7057  -28.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9049  -28.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4427  -28.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9320  -27.4494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6236  -28.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2119  -27.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3969  -27.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9880  -26.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3956  -25.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2131  -25.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6261  -26.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6971  -29.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2723  -30.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0638  -30.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2731  -31.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6887  -30.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9054  -29.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0611  -31.9252    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.8423  -28.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8423  -29.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5529  -30.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2586  -29.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2586  -28.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5503  -28.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9664  -30.1461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6741  -29.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4219  -26.4562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  1  9  1  0
  8 10  1  0
 10 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
  7 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 17 22  1  0
 20 23  1  0
 24  4  1  0
 24 25  1  0
 26 25  2  0
 26 27  1  0
 28 27  2  0
 29 28  1  0
 29 24  2  0
 27 30  1  0
 30 31  1  0
  2 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527724

   ---

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: 441.92

Molecular Weight (Monoisotopic): 441.1244

AlogP: 5.61

#Rotatable Bonds: 5

Polar Surface Area: 59.39

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.19

CX Basic pKa: 1.14

CX LogP: 5.46

CX LogD: 5.46

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -0.87

References

1.  (2017)  Arf6 inhibitors and methods of synthesis and use thereof, 

Source

Source(1):

• Patent Bioactivity Data