(4-((1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)piperidin-1-yl)(4-(trifluoromethyl)phenyl)methanone

ID: ALA4776175

PubChem CID: 162643505

Max Phase: Preclinical

Molecular Formula: C18H17F3N6O

Molecular Weight: 390.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(C(F)(F)F)cc1)N1CCC(Nc2ncnc3[nH]ncc23)CC1

Standard InChI:  InChI=1S/C18H17F3N6O/c19-18(20,21)12-3-1-11(2-4-12)17(28)27-7-5-13(6-8-27)25-15-14-9-24-26-16(14)23-10-22-15/h1-4,9-10,13H,5-8H2,(H2,22,23,24,25,26)

Standard InChI Key:  ZQKSIYFHDJAEEB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   38.7130  -16.4257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1243  -17.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9507  -17.1358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3577  -16.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1238  -15.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9469  -15.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1996  -14.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5326  -14.4469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8678  -14.9323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.1828  -16.4222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5938  -15.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4188  -15.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1798  -14.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5907  -14.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4157  -14.2760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.8267  -13.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8297  -14.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6517  -13.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4127  -12.8471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.0634  -14.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8877  -14.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2995  -13.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8810  -12.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0581  -12.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1245  -13.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.5394  -14.2678    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   46.5345  -12.8388    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   46.9472  -13.5546    0.0000 F   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
 11 12  1  0
 11 13  1  0
 13 14  1  0
 12 17  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 16 18  1  0
 16 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
 22 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776175

   ---

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: 390.37

Molecular Weight (Monoisotopic): 390.1416

AlogP: 3.09

#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: 9.07

CX Basic pKa: 4.06

CX LogP: 1.79

CX LogD: 1.78

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -1.92

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