3-(4-amino-3-(1H-indol-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,2-dimethylpropan-1-ol

ID: ALA4790321

PubChem CID: 162668575

Max Phase: Preclinical

Molecular Formula: C18H20N6O

Molecular Weight: 336.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(CO)Cn1nc(-c2c[nH]c3ccccc23)c2c(N)ncnc21

Standard InChI:  InChI=1S/C18H20N6O/c1-18(2,9-25)8-24-17-14(16(19)21-10-22-17)15(23-24)12-7-20-13-6-4-3-5-11(12)13/h3-7,10,20,25H,8-9H2,1-2H3,(H2,19,21,22)

Standard InChI Key:  CEWOYNHYISZPFC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    9.4018   -5.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1943   -6.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9839   -5.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8919   -5.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0526   -3.2724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8181   -4.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3844   -4.6596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8491   -3.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8664   -4.9297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5194   -4.4269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2417   -3.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4170   -3.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1876   -4.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0795   -2.2932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6112   -2.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2226   -6.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5280   -7.4267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8120   -1.6055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2341   -2.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5450   -1.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4167   -2.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0518   -3.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8156   -3.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9405   -2.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3042   -1.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  6  2  0
  6  7  1  0
  7 13  2  0
 12  8  2  0
  8  5  1  0
 12 13  1  0
 10 11  2  0
  9 10  1  0
 11 12  1  0
 13  9  1  0
  8 14  1  0
  9  4  1  0
 11 15  1  0
  4  2  1  0
  2 16  1  0
 16 17  1  0
 15 21  1  0
 20 18  1  0
 18 19  1  0
 19 15  2  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790321

   ---

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: 336.40

Molecular Weight (Monoisotopic): 336.1699

AlogP: 2.58

#Rotatable Bonds: 4

Polar Surface Area: 105.64

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.72

CX LogP: 2.10

CX LogD: 2.10

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.53

Np Likeness Score: -0.42

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