3-(1H-indol-3-yl)-1-(3-phenylprop-2-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

ID: ALA4798985

PubChem CID: 162674530

Max Phase: Preclinical

Molecular Formula: C22H16N6

Molecular Weight: 364.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1c[nH]c3ccccc13)nn2CC#Cc1ccccc1

Standard InChI:  InChI=1S/C22H16N6/c23-21-19-20(17-13-24-18-11-5-4-10-16(17)18)27-28(22(19)26-14-25-21)12-6-9-15-7-2-1-3-8-15/h1-5,7-8,10-11,13-14,24H,12H2,(H2,23,25,26)

Standard InChI Key:  AYCGSWSLLWLWCL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.2493  -27.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4099  -25.1550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1754  -25.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7418  -26.5422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2064  -24.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2238  -26.8123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8768  -26.3095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5990  -25.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7744  -25.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5450  -26.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4368  -24.1757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9686  -24.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1780  -23.4876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5958  -24.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9059  -23.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7765  -24.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4116  -25.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3025  -24.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6662  -23.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8540  -28.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1580  -28.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4430  -28.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7475  -28.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7700  -29.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4938  -30.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1863  -29.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  4  5  1  0
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  6  3  1  0
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  7  2  1  0
  9 13  1  0
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  2  1  1  0
  1 22  3  0
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 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4798985

   ---

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: 364.41

Molecular Weight (Monoisotopic): 364.1436

AlogP: 3.61

#Rotatable Bonds: 2

Polar Surface Area: 85.41

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.96

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -0.67

References

1. Gilles P,Kashyap RS,Freitas MJ,Ceusters S,Van Asch K,Janssens A,De Jonghe S,Persoons L,Cobbaut M,Daelemans D,Van Lint J,Voet ARD,De Borggraeve WM.  (2020)  Design, synthesis and biological evaluation of pyrazolo[3,4-d]pyrimidine-based protein kinase D inhibitors.,  205  [PMID:32835918] [10.1016/j.ejmech.2020.112638]

Source

Source(1):

• Scientific Literature