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

ID: ALA4794923

PubChem CID: 162674196

Max Phase: Preclinical

Molecular Formula: C21H18N6

Molecular Weight: 354.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1c[nH]c3ccccc13)nn2CCc1ccccc1

Standard InChI:  InChI=1S/C21H18N6/c22-20-18-19(16-12-23-17-9-5-4-8-15(16)17)26-27(21(18)25-13-24-20)11-10-14-6-2-1-3-7-14/h1-9,12-13,23H,10-11H2,(H2,22,24,25)

Standard InChI Key:  GMYJURYCPURCAJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.9811  -27.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6787  -27.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8394  -25.0353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6049  -25.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1712  -26.4225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6359  -24.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532  -26.6926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3063  -26.1898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0285  -25.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2039  -25.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9744  -26.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8663  -24.0560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3980  -24.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074  -23.3680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0252  -23.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3354  -23.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059  -24.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8411  -25.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6060  -24.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7320  -23.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0957  -23.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3077  -29.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3280  -29.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0430  -30.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390  -29.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7153  -29.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  5  6  1  0
  6 12  2  0
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  7  4  1  0
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  9 10  2  0
  8  9  1  0
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 12  8  1  0
  7 13  1  0
  8  3  1  0
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 20 21  1  0
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  3  2  1  0
  2  1  1  0
  1 23  2  0
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 26 27  2  0
 27  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794923

   ---

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: 354.42

Molecular Weight (Monoisotopic): 354.1593

AlogP: 3.80

#Rotatable Bonds: 4

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: 3.74

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.51

Np Likeness Score: -0.71

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