N6-(4-chlorobenzyl)-N4-(5-methyl-1H-pyrazol-3-yl)-1-(piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidine-4,6-diamine

ID: ALA5200125

PubChem CID: 168291781

Max Phase: Preclinical

Molecular Formula: C21H24ClN9

Molecular Weight: 437.94

Names and Identifiers

Canonical SMILES:  Cc1cc(Nc2nc(NCc3ccc(Cl)cc3)nc3c2cnn3C2CCNCC2)n[nH]1

Standard InChI:  InChI=1S/C21H24ClN9/c1-13-10-18(30-29-13)26-19-17-12-25-31(16-6-8-23-9-7-16)20(17)28-21(27-19)24-11-14-2-4-15(22)5-3-14/h2-5,10,12,16,23H,6-9,11H2,1H3,(H3,24,26,27,28,29,30)

Standard InChI Key:  CZEJJGYHINKYFY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.0761    0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3642    0.4641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3642   -0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7906   -0.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -0.6159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0707    0.0403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767    0.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3504   -0.7736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0650   -0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4944   -0.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2066   -0.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2066   -1.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4962   -2.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1241    2.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7933    3.0070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692    2.9147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9211    2.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8116   -1.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2282   -1.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417   -2.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2388   -3.0070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8223   -2.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6087   -1.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9211   -2.0113    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  2 18  1  0
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 20 21  2  0
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 19 23  2  0
 21 24  1  0
 25  7  1  0
 25 26  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  0
 25 30  1  0
 30 29  1  0
 15 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5200125

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 437.94

Molecular Weight (Monoisotopic): 437.1843

AlogP: 3.79

#Rotatable Bonds: 6

Polar Surface Area: 108.37

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.29

CX Basic pKa: 10.10

CX LogP: 3.12

CX LogD: 0.51

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -1.69

References

1. Sun Y, Sun Y, Wang L, Wu T, Yin W, Wang J, Xue Y, Qin Q, Sun Y, Yang H, Zhao D, Cheng M..  (2022)  Design, synthesis, and biological evaluation of novel pyrazolo [3,4-d]pyrimidine derivatives as potent PLK4 inhibitors for the treatment of TRIM37-amplified breast cancer.,  238  [PMID:35576702] [10.1016/j.ejmech.2022.114424]

Source

Source(1):

• Scientific Literature