(3-(5-(2,5-difluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)phenyl)(3-hydroxypiperidin-1-yl)methanone

ID: ALA5282566

Max Phase: Preclinical

Molecular Formula: C25H22F2N4O2

Molecular Weight: 448.47

Names and Identifiers

Canonical SMILES:  O=C(c1cccc(-c2n[nH]c3ncc(Cc4cc(F)ccc4F)cc23)c1)N1CCCC(O)C1

Standard InChI:  InChI=1S/C25H22F2N4O2/c26-19-6-7-22(27)18(12-19)9-15-10-21-23(29-30-24(21)28-13-15)16-3-1-4-17(11-16)25(33)31-8-2-5-20(32)14-31/h1,3-4,6-7,10-13,20,32H,2,5,8-9,14H2,(H,28,29,30)

Standard InChI Key:  JRLOPMVTMMPZMV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.9948   -0.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829   -0.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829   -1.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9868   -1.3310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5018   -0.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4240   -0.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3456    1.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1429    1.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247    1.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5158    0.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5218    1.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7353    2.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1052    0.7760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4857    0.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2722   -0.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8917   -0.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2828    0.6197    0.0000 O   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
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 25 26  2  0
 25 27  1  0
 28 27  1  0
 29 28  1  0
 30 29  1  0
 31 30  1  0
 32 31  1  0
 27 32  1  0
 29 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282566

   ---

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: 448.47

Molecular Weight (Monoisotopic): 448.1711

AlogP: 4.09

#Rotatable Bonds: 4

Polar Surface Area: 82.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.37

CX Basic pKa: 1.82

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -1.45

References

1. Liu N, Wang X, Fu Q, Qin Q, Wu T, Lv R, Zhao D, Cheng M..  (2023)  Design, synthesis and biological evaluation of pyrazolo[3,4-b]pyridine derivatives as TRK inhibitors.,  14  (1): [PMID:36760745] [10.1039/d2md00334a]

Source

Source(1):

• Scientific Literature