1-[6-(2-hydroxypropan-2-yl)pyridin-2-yl]-6-{[4-(4-methylpiperazin-1-yl)phenyl]amino}-2-(propan-2-yl)-1H,2H,3H-pyrazolo[3,4-d]pyrimidin-3-one

ID: ALA5286445

Max Phase: Preclinical

Molecular Formula: C27H34N8O2

Molecular Weight: 502.62

Names and Identifiers

Canonical SMILES:  CC(C)n1c(=O)c2cnc(Nc3ccc(N4CCN(C)CC4)cc3)nc2n1-c1cccc(C(C)(C)O)n1

Standard InChI:  InChI=1S/C27H34N8O2/c1-18(2)34-25(36)21-17-28-26(29-19-9-11-20(12-10-19)33-15-13-32(5)14-16-33)31-24(21)35(34)23-8-6-7-22(30-23)27(3,4)37/h6-12,17-18,37H,13-16H2,1-5H3,(H,28,29,31)

Standard InChI Key:  ISZVUZJIEBIZNI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.8381   -1.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2814   -2.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4754   -2.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2999    1.0860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7243    2.3021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7243    1.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8358    0.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2482    1.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483   -0.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 10 31  2  0
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 33 32  1  0
 32 34  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286445

   ---

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: 502.62

Molecular Weight (Monoisotopic): 502.2805

AlogP: 3.28

#Rotatable Bonds: 6

Polar Surface Area: 104.34

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.69

CX Basic pKa: 7.96

CX LogP: 3.19

CX LogD: 2.52

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.41

Np Likeness Score: -1.21

References

1. Guler S, DiPoto MC, Crespo A, Caldwell R, Doerfel B, Grossmann N, Ho K, Huck B, Jones CC, Lan R, Musil D, Potnick J, Schilke H, Sherer B, Simon S, Sirrenberg C, Zhang Z, Liu-Bujalski L..  (2023)  Selective Wee1 Inhibitors Led to Antitumor Activity In Vitro and Correlated with Myelosuppression.,  14  (5): [PMID:37197456] [10.1021/acsmedchemlett.2c00481]

Source

Source(1):

• Scientific Literature