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

ID: ALA4780880

PubChem CID: 162663746

Max Phase: Preclinical

Molecular Formula: C19H22N6

Molecular Weight: 334.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)CCn1nc(-c2c[nH]c3ccccc23)c2c(N)ncnc21

Standard InChI:  InChI=1S/C19H22N6/c1-19(2,3)8-9-25-18-15(17(20)22-11-23-18)16(24-25)13-10-21-14-7-5-4-6-12(13)14/h4-7,10-11,21H,8-9H2,1-3H3,(H2,20,22,23)

Standard InChI Key:  DNWPVRUNJHBSLX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.8570  -22.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0687  -22.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2806  -22.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0481  -21.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7457  -20.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9064  -18.4028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6719  -19.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2383  -19.7900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7029  -18.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7203  -20.0602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3733  -19.5574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0955  -18.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2709  -18.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0415  -19.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9333  -17.4236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4651  -18.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6745  -16.7355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0922  -17.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4024  -17.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2730  -17.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9081  -18.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6730  -18.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7990  -17.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1627  -16.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3750  -22.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  6  7  2  0
  7  8  1  0
  8 14  2  0
 13  9  2  0
  9  6  1  0
 13 14  1  0
 11 12  2  0
 10 11  1  0
 12 13  1  0
 14 10  1  0
  9 15  1  0
 10  5  1  0
 12 16  1  0
 16 20  1  0
 19 17  1  0
 17 18  1  0
 18 16  2  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  5  4  1  0
  4  2  1  0
  2 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780880

   ---

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: 334.43

Molecular Weight (Monoisotopic): 334.1906

AlogP: 3.99

#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: 3.74

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: -0.74

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