2-acetamido-N-(3-((1-benzylpiperidin-4-yl)methoxy)phenyl)isonicotinamide

ID: ALA4877556

PubChem CID: 164628938

Max Phase: Preclinical

Molecular Formula: C27H30N4O3

Molecular Weight: 458.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1cc(C(=O)Nc2cccc(OCC3CCN(Cc4ccccc4)CC3)c2)ccn1

Standard InChI:  InChI=1S/C27H30N4O3/c1-20(32)29-26-16-23(10-13-28-26)27(33)30-24-8-5-9-25(17-24)34-19-22-11-14-31(15-12-22)18-21-6-3-2-4-7-21/h2-10,13,16-17,22H,11-12,14-15,18-19H2,1H3,(H,30,33)(H,28,29,32)

Standard InChI Key:  SPPYZZZXSKUJLA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.9672   -4.3716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2534   -3.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4173   -5.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2879   -5.3195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5929   -5.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8731   -5.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500   -4.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1311   -4.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4351   -4.5883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4626   -5.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1820   -5.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7691   -5.8416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0480   -5.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3612   -5.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0204   -4.6404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6176   -6.5661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 28 29  2  0
 29 24  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 23 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877556

   ---

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: 458.56

Molecular Weight (Monoisotopic): 458.2318

AlogP: 4.58

#Rotatable Bonds: 8

Polar Surface Area: 83.56

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.06

CX Basic pKa: 9.11

CX LogP: 3.73

CX LogD: 2.02

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.52

Np Likeness Score: -1.59

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