3-(1H-indol-3-yl)-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

ID: ALA4795484

PubChem CID: 162673070

Max Phase: Preclinical

Molecular Formula: C19H20N6O

Molecular Weight: 348.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1c[nH]c3ccccc13)nn2CC1CCOCC1

Standard InChI:  InChI=1S/C19H20N6O/c20-18-16-17(14-9-21-15-4-2-1-3-13(14)15)24-25(19(16)23-11-22-18)10-12-5-7-26-8-6-12/h1-4,9,11-12,21H,5-8,10H2,(H2,20,22,23)

Standard InChI Key:  CSEVQLOUSAIAHA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.8289  -27.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5266  -27.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6872  -24.8165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4527  -25.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0191  -26.2038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4837  -24.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5011  -26.4739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1541  -25.9711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8763  -25.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0517  -25.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8223  -26.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7141  -23.8373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2459  -24.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4553  -23.1492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8731  -23.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1832  -23.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0538  -24.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6889  -24.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4538  -24.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5798  -23.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9435  -23.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1084  -27.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4128  -27.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4315  -28.5759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1520  -28.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8538  -28.5401    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:

   

   ALA4795484

   ---

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: 348.41

Molecular Weight (Monoisotopic): 348.1699

AlogP: 2.98

#Rotatable Bonds: 3

Polar Surface Area: 94.64

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.73

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: -0.72

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