1-tert-butyl-3-(5-fluoro-1H-indol-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

ID: ALA4790094

PubChem CID: 162670185

Max Phase: Preclinical

Molecular Formula: C17H17FN6

Molecular Weight: 324.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)n1nc(-c2c[nH]c3ccc(F)cc23)c2c(N)ncnc21

Standard InChI:  InChI=1S/C17H17FN6/c1-17(2,3)24-16-13(15(19)21-8-22-16)14(23-24)11-7-20-12-5-4-9(18)6-10(11)12/h4-8,20H,1-3H3,(H2,19,21,22)

Standard InChI Key:  KGLZQWHITGBQGV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   37.1283   -5.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3074   -5.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7036   -6.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4681   -3.4127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2335   -4.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7999   -4.7999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2645   -3.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2819   -5.0701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9349   -4.5673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6571   -3.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8325   -3.8161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6031   -4.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4950   -2.4335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6125   -6.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0267   -3.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2361   -1.7454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6539   -2.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9640   -2.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8346   -2.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4697   -3.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2346   -3.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3607   -2.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7244   -1.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8697   -3.6653    0.0000 F   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
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790094

   ---

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: 324.36

Molecular Weight (Monoisotopic): 324.1499

AlogP: 3.45

#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: 3.68

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.56

Np Likeness Score: -0.98

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