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

ID: ALA4780246

PubChem CID: 162662527

Max Phase: Preclinical

Molecular Formula: C13H16N6

Molecular Weight: 256.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)n1nc(-c2cc[nH]c2)c2c(N)ncnc21

Standard InChI:  InChI=1S/C13H16N6/c1-13(2,3)19-12-9(11(14)16-7-17-12)10(18-19)8-4-5-15-6-8/h4-7,15H,1-3H3,(H2,14,16,17)

Standard InChI Key:  VASBLGTUFMGFRZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   17.9408  -13.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1240  -13.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5161  -14.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2929  -11.3907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0584  -12.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6248  -12.7696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0853  -11.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0985  -13.0398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7474  -12.5369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4697  -11.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6492  -11.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4239  -12.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3157  -10.4155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4333  -14.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8392  -11.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0486   -9.7316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4664  -10.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7724  -10.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6430  -10.9074    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
M  END

Alternative Forms

1. Parent:

   

   ALA4780246

   ---

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: 256.31

Molecular Weight (Monoisotopic): 256.1436

AlogP: 2.16

#Rotatable Bonds: 1

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: 3.69

CX LogP: 1.80

CX LogD: 1.80

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: -0.81

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