2-(4-Benzylpiperidin-1-yl)-N-(1-benzylpyrrolidin-3-yl)acetamide

ID: ALA4538208

PubChem CID: 78719769

Max Phase: Preclinical

Molecular Formula: C25H33N3O

Molecular Weight: 391.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CN1CCC(Cc2ccccc2)CC1)NC1CCN(Cc2ccccc2)C1

Standard InChI:  InChI=1S/C25H33N3O/c29-25(26-24-13-16-28(19-24)18-23-9-5-2-6-10-23)20-27-14-11-22(12-15-27)17-21-7-3-1-4-8-21/h1-10,22,24H,11-20H2,(H,26,29)

Standard InChI Key:  GJLZYXGTQUWWHY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   16.9289  -26.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9289  -27.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6410  -28.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3530  -27.6121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3530  -26.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6410  -26.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0669  -28.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7819  -27.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4958  -28.0278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2108  -27.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9630  -27.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5160  -27.3352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1045  -26.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2973  -26.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3372  -27.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7516  -28.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3369  -28.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7507  -29.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5765  -29.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9869  -28.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5708  -28.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7831  -26.7893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2133  -26.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5000  -26.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7850  -26.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0722  -26.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0742  -27.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7949  -28.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5047  -27.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
 12 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  8 22  2  0
  1 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538208

   2-(4-benzylpiperidin-1-yl)-N-(1-benzylpyrrolidin-3-yl)acetamide

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: 391.56

Molecular Weight (Monoisotopic): 391.2624

AlogP: 3.33

#Rotatable Bonds: 7

Polar Surface Area: 35.58

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.31

CX LogP: 3.49

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.79

Np Likeness Score: -1.39

References

1. Wichur T, Więckowska A, Więckowski K, Godyń J, Jończyk J, Valdivieso ÁDR, Panek D, Pasieka A, Sabaté R, Knez D, Gobec S, Malawska B..  (2020)  1-Benzylpyrrolidine-3-amine-based BuChE inhibitors with anti-aggregating, antioxidant and metal-chelating properties as multifunctional agents against Alzheimer's disease.,  187  [PMID:31812794] [10.1016/j.ejmech.2019.111916]

Source

Source(1):

• Scientific Literature