1-[(1,3-dioxolan-2-yl)methyl]-N-methyl-3-[6-(piperazin-1-yl)pyridin-3-yl]-1Hpyrazolo[3,4-d]pyrimidin-6-amine

ID: ALA4214476

PubChem CID: 145972979

Max Phase: Preclinical

Molecular Formula: C19H24N8O2

Molecular Weight: 396.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1ncc2c(-c3ccc(N4CCNCC4)nc3)nn(CC3OCCO3)c2n1

Standard InChI:  InChI=1S/C19H24N8O2/c1-20-19-23-11-14-17(25-27(18(14)24-19)12-16-28-8-9-29-16)13-2-3-15(22-10-13)26-6-4-21-5-7-26/h2-3,10-11,16,21H,4-9,12H2,1H3,(H,20,23,24)

Standard InChI Key:  GFFVAKKFWQHFLB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.2661  -12.6664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2650  -13.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9730  -13.8949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9712  -12.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6799  -12.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6847  -13.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4647  -13.7299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9421  -13.0648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4569  -12.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5570  -13.8940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8496  -13.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7217  -14.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1785  -15.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3651  -15.0377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0370  -15.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6476  -16.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3528  -15.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7054  -11.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5050  -11.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7531  -10.6790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2025  -10.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4006  -10.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1563  -11.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4498   -9.2993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2492   -9.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4969   -8.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9486   -7.7439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1492   -7.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8980   -8.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
 10 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  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
  9 18  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4214476

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 396.46

Molecular Weight (Monoisotopic): 396.2022

AlogP: 0.71

#Rotatable Bonds: 5

Polar Surface Area: 102.25

Molecular Species: BASE

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.77

CX LogP: 1.06

CX LogD: -0.32

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.65

Np Likeness Score: -1.54

References

1. Myers SH, Temps C, Houston DR, Brunton VG, Unciti-Broceta A..  (2018)  Development of Potent Inhibitors of Receptor Tyrosine Kinases by Ligand-Based Drug Design and Target-Biased Phenotypic Screening.,  61  (5): [PMID:29466002] [10.1021/acs.jmedchem.7b01605]

Source

Source(1):

• Scientific Literature