N-((1-benzylpiperidin-4-yl)methyl)-5-(pyridin-3-yl)-1H-indazole-3-carboxamide

ID: ALA4873162

PubChem CID: 164624822

Max Phase: Preclinical

Molecular Formula: C26H27N5O

Molecular Weight: 425.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCC1CCN(Cc2ccccc2)CC1)c1n[nH]c2ccc(-c3cccnc3)cc12

Standard InChI:  InChI=1S/C26H27N5O/c32-26(28-16-19-10-13-31(14-11-19)18-20-5-2-1-3-6-20)25-23-15-21(8-9-24(23)29-30-25)22-7-4-12-27-17-22/h1-9,12,15,17,19H,10-11,13-14,16,18H2,(H,28,32)(H,29,30)

Standard InChI Key:  DXZUJGHPCQSCHE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    2.5626   -3.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321   -3.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3082   -4.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3649   -3.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6438   -4.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150   -4.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5459   -5.3609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3411   -5.1662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015   -4.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0963   -3.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8162   -4.3063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5111   -3.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0712   -3.1029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2310   -4.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2541   -5.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9700   -5.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6673   -5.0412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6441   -4.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9236   -3.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3858   -5.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0822   -5.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7998   -5.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4958   -4.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4742   -4.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7507   -3.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0577   -4.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2879   -2.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8176   -1.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419   -0.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7370   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083   -1.4508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868   -2.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 12 14  1  0
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
  1 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873162

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 425.54

Molecular Weight (Monoisotopic): 425.2216

AlogP: 4.27

#Rotatable Bonds: 6

Polar Surface Area: 73.91

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.88

CX Basic pKa: 8.98

CX LogP: 3.04

CX LogD: 1.77

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -1.51

References

1. Jiang X, Liu C, Zou M, Xie H, Lin T, Lyu W, Xu J, Li Y, Feng F, Sun H, Liu W..  (2021)  Discovery of 2-(cyclopropanecarboxamido)-N-(5-((1-(4-fluorobenzyl)piperidin-4-yl)methoxy)pyridin-3-yl)isonicotinamide as a potent dual AChE/GSK3β inhibitor for the treatment of Alzheimer's disease: Significantly increasing the level of acetylcholine in the brain without affecting that in intestine.,  223  [PMID:34198150] [10.1016/j.ejmech.2021.113663]

Source

Source(1):

• Scientific Literature