3-(1H-indol-3-yl)-1-(naphthalen-1-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

ID: ALA4779893

PubChem CID: 162662902

Max Phase: Preclinical

Molecular Formula: C24H18N6

Molecular Weight: 390.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1c[nH]c3ccccc13)nn2Cc1cccc2ccccc12

Standard InChI:  InChI=1S/C24H18N6/c25-23-21-22(19-12-26-20-11-4-3-10-18(19)20)29-30(24(21)28-14-27-23)13-16-8-5-7-15-6-1-2-9-17(15)16/h1-12,14,26H,13H2,(H2,25,27,28)

Standard InChI Key:  WAZPAAIYYPNPQP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.1789  -27.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3396  -24.7588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1050  -25.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6714  -26.1460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1360  -24.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1534  -26.4161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8064  -25.9133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5286  -25.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7040  -25.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4746  -25.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3665  -23.7795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8982  -24.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1076  -23.0914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5254  -23.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8355  -23.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7061  -24.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3413  -24.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1061  -24.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2322  -23.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5959  -23.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7610  -27.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0638  -27.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0864  -28.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5061  -28.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8114  -28.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8364  -29.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5556  -30.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2509  -29.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2224  -28.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  4  5  1  0
  5 11  2  0
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  6  3  1  0
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  8  9  2  0
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  6 12  1  0
  7  2  1  0
  9 13  1  0
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 16 14  1  0
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 15 13  2  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  2  1  1  0
  1 22  2  0
 22 23  1  0
 23 24  2  0
 24 26  1  0
 25  1  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779893

   ---

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: 390.45

Molecular Weight (Monoisotopic): 390.1593

AlogP: 4.76

#Rotatable Bonds: 3

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: 3.65

CX LogP: 4.48

CX LogD: 4.48

Aromatic Rings: 6

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -0.78

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