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

ID: ALA4800579

PubChem CID: 162676935

Max Phase: Preclinical

Molecular Formula: C18H20N6

Molecular Weight: 320.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2nn(C(C)(C)C)c3ncnc(N)c23)c2ccccc21

Standard InChI:  InChI=1S/C18H20N6/c1-18(2,3)24-17-14(16(19)20-10-21-17)15(22-24)12-9-23(4)13-8-6-5-7-11(12)13/h5-10H,1-4H3,(H2,19,20,21)

Standard InChI Key:  SAYMPNXQYYDVBB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   23.6075   -5.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7866   -5.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1828   -6.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9473   -3.2435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7127   -4.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2791   -4.6307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7437   -3.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7611   -4.9009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4141   -4.3981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1363   -3.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3117   -3.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0823   -4.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9742   -2.2643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0917   -6.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5059   -2.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7153   -1.5762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1331   -2.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4432   -1.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3138   -2.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9489   -3.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7138   -2.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8399   -2.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2036   -1.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5897   -0.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6 12  2  0
 11  7  2  0
  7  4  1  0
 11 12  1  0
  9 10  2  0
  8  9  1  0
 10 11  1  0
 12  8  1  0
  7 13  1  0
  8  2  1  0
  2 14  1  0
 10 15  1  0
 15 19  1  0
 18 16  1  0
 16 17  1  0
 17 15  2  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 16 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4800579

   ---

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: 320.40

Molecular Weight (Monoisotopic): 320.1749

AlogP: 3.32

#Rotatable Bonds: 1

Polar Surface Area: 74.55

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.68

CX LogP: 3.04

CX LogD: 3.04

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -0.82

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