3-(7-methoxy-1H-indol-2-yl)-1-tetrahydropyran-4-yl-pyrazolo[3,4-d]pyrimidin-4-amine

ID: ALA5220920

PubChem CID: 136088593

Max Phase: Preclinical

Molecular Formula: C19H20N6O2

Molecular Weight: 364.41

Names and Identifiers

Canonical SMILES:  COc1cccc2cc(-c3nn(C4CCOCC4)c4ncnc(N)c34)[nH]c12

Standard InChI:  InChI=1S/C19H20N6O2/c1-26-14-4-2-3-11-9-13(23-16(11)14)17-15-18(20)21-10-22-19(15)25(24-17)12-5-7-27-8-6-12/h2-4,9-10,12,23H,5-8H2,1H3,(H2,20,21,22)

Standard InChI Key:  ZEKMMWTXUQTYFE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.9043    1.1280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2117   -0.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4227    0.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540    0.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0503   -0.5564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4461   -1.2152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049   -2.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9477   -1.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6549   -0.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6404   -0.0966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6271    1.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1306    2.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492    1.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347    1.1406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869    3.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3355    3.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121    3.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742    2.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -2.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8402   -2.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2774   -3.5826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5267   -3.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7678   -2.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0714    2.2953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6549    2.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 25  1  0
 20 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220920

   ---

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: 364.41

Molecular Weight (Monoisotopic): 364.1648

AlogP: 2.92

#Rotatable Bonds: 3

Polar Surface Area: 103.87

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.61

CX Basic pKa: 3.66

CX LogP: 1.48

CX LogD: 1.48

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -0.84

References

1. Oleksak P, Nepovimova E, Chrienova Z, Musilek K, Patocka J, Kuca K..  (2022)  Contemporary mTOR inhibitor scaffolds to diseases breakdown: A patent review (2015-2021).,  238  [PMID:35688004] [10.1016/j.ejmech.2022.114498]

Source

Source(1):

• Scientific Literature