6-[(4,4-dimethyl-1,2,3,4-tetrahydroquinolin-7-yl)amino]-2-(2-fluorophenyl)-1-[6-(2-hydroxypropan-2-yl)pyridine-2-yl]-1H,2H,3H-pyrazolo[3,4-d]pyrimidin-3-one

ID: ALA5285865

Max Phase: Preclinical

Molecular Formula: C30H30FN7O2

Molecular Weight: 539.62

Names and Identifiers

Canonical SMILES:  CC(C)(O)c1cccc(-n2c3nc(Nc4ccc5c(c4)NCCC5(C)C)ncc3c(=O)n2-c2ccccc2F)n1

Standard InChI:  InChI=1S/C30H30FN7O2/c1-29(2)14-15-32-22-16-18(12-13-20(22)29)34-28-33-17-19-26(36-28)38(25-11-7-10-24(35-25)30(3,4)40)37(27(19)39)23-9-6-5-8-21(23)31/h5-13,16-17,32,40H,14-15H2,1-4H3,(H,33,34,36)

Standard InChI Key:  WKQISFYCALGCGD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.3045    1.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5898    1.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5058    0.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0888    2.3979    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360   -0.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8478   -0.6624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0983   -1.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7363   -1.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4803   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9044   -1.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1180   -2.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013   -1.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 34 33  1  0
 30 35  1  0
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 37  2  1  0
 36 38  1  0
 36 39  1  0
 36 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285865

   ---

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: 539.62

Molecular Weight (Monoisotopic): 539.2445

AlogP: 5.17

#Rotatable Bonds: 5

Polar Surface Area: 109.89

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.76

CX Basic pKa: 4.80

CX LogP: 4.90

CX LogD: 4.90

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.28

Np Likeness Score: -0.73

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