N-(3-chloro-4-methoxy-phenyl)-1-(6-methyl-3-pyridyl)pyrazolo[3,4-d]pyrimidin-4-amine

ID: ALA5282490

Max Phase: Preclinical

Molecular Formula: C18H15ClN6O

Molecular Weight: 366.81

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2ncnc3c2cnn3-c2ccc(C)nc2)cc1Cl

Standard InChI:  InChI=1S/C18H15ClN6O/c1-11-3-5-13(8-20-11)25-18-14(9-23-25)17(21-10-22-18)24-12-4-6-16(26-2)15(19)7-12/h3-10H,1-2H3,(H,21,22,24)

Standard InChI Key:  LJAWNHWVGXQZCK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.0689    0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6429    0.2797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6429   -0.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0671   -0.9571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7835   -0.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5713   -0.8050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583   -0.1346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5713    0.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858   -1.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2002   -2.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4147   -2.9884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2150   -3.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7989   -2.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -1.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689    1.5199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6483    1.9339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485    2.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3640    3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0816    2.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832    1.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687    1.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7989    3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7989    4.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3640    4.0028    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4293   -4.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
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 12 11  1  0
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 14 13  1  0
 15 14  2  0
 10 15  1  0
  2 16  1  0
 16 17  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
 20 23  1  0
 23 24  1  0
 19 25  1  0
 13 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282490

   ---

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: 366.81

Molecular Weight (Monoisotopic): 366.0996

AlogP: 3.92

#Rotatable Bonds: 4

Polar Surface Area: 77.75

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.26

CX LogP: 2.92

CX LogD: 2.91

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: -2.06

References

1. Willems HMG, Edwards S, Boffey HK, Chawner SJ, Green C, Romero T, Winpenny D, Skidmore J, Clarke JH, Andrews SP..  (2023)  Identification of ARUK2002821 as an isoform-selective PI5P4Kα inhibitor.,  14  (5): [PMID:37252102] [10.1039/d3md00039g]

Source

Source(1):

• Scientific Literature