N-(1-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)piperidin-4-yl)-2,3-dichlorobenzamide

ID: ALA4780102

PubChem CID: 162662755

Max Phase: Preclinical

Molecular Formula: C17H16Cl2N6O

Molecular Weight: 391.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NC1CCN(c2ncnc3[nH]ncc23)CC1)c1cccc(Cl)c1Cl

Standard InChI:  InChI=1S/C17H16Cl2N6O/c18-13-3-1-2-11(14(13)19)17(26)23-10-4-6-25(7-5-10)16-12-8-22-24-15(12)20-9-21-16/h1-3,8-10H,4-7H2,(H,23,26)(H,20,21,22,24)

Standard InChI Key:  HIBFTJRDRNGBEA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   26.8924  -28.4947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2998  -29.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1183  -29.1980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5215  -28.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2993  -27.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1146  -27.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3649  -27.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7042  -26.5346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0457  -27.0153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3387  -28.4911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7488  -29.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7458  -27.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5630  -27.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5660  -29.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9731  -28.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7903  -28.4859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1974  -27.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0146  -27.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7873  -27.0705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4204  -28.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2368  -28.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6447  -27.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2302  -27.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4151  -27.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0116  -29.1897    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.6466  -29.1878    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 11 14  1  0
 13 15  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 18  1  0
 20 25  1  0
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780102

   ---

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: 391.26

Molecular Weight (Monoisotopic): 390.0763

AlogP: 3.06

#Rotatable Bonds: 3

Polar Surface Area: 86.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: 3.90

CX LogP: 2.54

CX LogD: 2.52

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -2.09

References

1. Zhang J,Zou L,Tang P,Pan D,He Z,Yao D.  (2020)  Design, synthesis and biological evaluation of 1H-pyrazolo [3,4-d]pyrimidine derivatives as PAK1 inhibitors that trigger apoptosis, ER stress and anti-migration effect in MDA-MB-231 cells.,  194  [PMID:32222676] [10.1016/j.ejmech.2020.112220]

Source

Source(1):

• Scientific Literature