N-(5-((1-benzylpiperidin-4-yl)methoxy)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine-4-carboxamide

ID: ALA4877175

PubChem CID: 155679174

Max Phase: Preclinical

Molecular Formula: C26H27N5O2

Molecular Weight: 441.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cncc(OCC2CCN(Cc3ccccc3)CC2)c1)c1ccnc2[nH]ccc12

Standard InChI:  InChI=1S/C26H27N5O2/c32-26(24-7-11-29-25-23(24)6-10-28-25)30-21-14-22(16-27-15-21)33-18-20-8-12-31(13-9-20)17-19-4-2-1-3-5-19/h1-7,10-11,14-16,20H,8-9,12-13,17-18H2,(H,28,29)(H,30,32)

Standard InChI Key:  NTIXCYUTHPYLGJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.5092  -21.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877175

   ---

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: 441.54

Molecular Weight (Monoisotopic): 441.2165

AlogP: 4.50

#Rotatable Bonds: 7

Polar Surface Area: 83.14

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.08

CX LogP: 3.15

CX LogD: 1.47

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -1.57

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