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

ID: ALA4789808

PubChem CID: 162669721

Max Phase: Preclinical

Molecular Formula: C20H22N6

Molecular Weight: 346.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1c[nH]c3ccccc13)nn2CC1CCCCC1

Standard InChI:  InChI=1S/C20H22N6/c21-19-17-18(15-10-22-16-9-5-4-8-14(15)16)25-26(20(17)24-12-23-19)11-13-6-2-1-3-7-13/h4-5,8-10,12-13,22H,1-3,6-7,11H2,(H2,21,23,24)

Standard InChI Key:  MHXULASLHYFAGK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
   21.4244  -21.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1221  -20.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2828  -18.1758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0483  -18.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6146  -19.5630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0793  -17.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0966  -19.8332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7496  -19.3304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4719  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6472  -18.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4178  -19.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3097  -17.1966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8414  -17.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0508  -16.5085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4686  -17.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7788  -16.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6493  -17.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2845  -18.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0493  -17.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1754  -17.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5391  -16.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7039  -20.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0083  -21.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0271  -21.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7476  -22.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4493  -21.8993    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
 10  6  2  0
  6  3  1  0
 10 11  1  0
  8  9  2  0
  7  8  1  0
  9 10  1  0
 11  7  1  0
  6 12  1  0
  7  2  1  0
  9 13  1  0
 13 17  1  0
 16 14  1  0
 14 15  1  0
 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  1  0
  1 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4789808

   ---

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: 346.44

Molecular Weight (Monoisotopic): 346.1906

AlogP: 4.14

#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: 3.73

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -0.65

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