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

ID: ALA4783728

PubChem CID: 162665324

Max Phase: Preclinical

Molecular Formula: C18H20N6

Molecular Weight: 320.40

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H20N6/c1-18(2,3)9-24-17-14(16(19)21-10-22-17)15(23-24)12-8-20-13-7-5-4-6-11(12)13/h4-8,10,20H,9H2,1-3H3,(H2,19,21,22)

Standard InChI Key:  RZALQBBRCFCSFU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    2.3690  -22.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9646  -21.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5556  -22.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6622  -20.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8229  -18.4771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5884  -19.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1547  -19.8643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6194  -18.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6367  -20.1345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897  -19.6317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0120  -18.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1873  -18.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579  -19.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8498  -17.4979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3815  -18.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909  -16.8098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0087  -17.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3189  -17.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894  -17.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8246  -18.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5895  -18.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7155  -17.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0792  -16.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2475  -20.9979    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
 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
  4  2  1  0
  2 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783728

   ---

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: 3.60

#Rotatable Bonds: 2

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: 3.73

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 4

Heavy Atoms: 24

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