1-(4-((2,4-dimethylbenzyl)(methyl)amino)butyl)-3,4-dihydroquinolin-2(1H)-one

ID: ALA4533030

PubChem CID: 155547794

Max Phase: Preclinical

Molecular Formula: C23H30N2O

Molecular Weight: 350.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(CN(C)CCCCN2C(=O)CCc3ccccc32)c(C)c1

Standard InChI:  InChI=1S/C23H30N2O/c1-18-10-11-21(19(2)16-18)17-24(3)14-6-7-15-25-22-9-5-4-8-20(22)12-13-23(25)26/h4-5,8-11,16H,6-7,12-15,17H2,1-3H3

Standard InChI Key:  XSXHPHKBHYXVMP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   26.0928  -27.5367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7981  -27.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5099  -27.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2134  -27.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9252  -27.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6288  -27.0917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3835  -27.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6803  -27.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6843  -28.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3776  -26.3165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1070  -28.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3987  -28.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4030  -29.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1149  -29.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8240  -29.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8161  -28.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3406  -27.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6206  -26.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3487  -28.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6436  -28.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6515  -29.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3638  -29.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0697  -29.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0583  -28.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9329  -28.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3730  -30.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  1 11  1  0
  7  8  1  0
  8  9  1  0
  9 12  1  0
  7 10  2  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  6 17  1  0
  6 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 20 25  1  0
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533030

   ---

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: 350.51

Molecular Weight (Monoisotopic): 350.2358

AlogP: 4.49

#Rotatable Bonds: 7

Polar Surface Area: 23.55

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.27

CX LogP: 4.73

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.69

Np Likeness Score: -1.40

References

1. Zampieri D, Fortuna S, Calabretti A, Romano M, Menegazzi R, Schepmann D, Wünsch B, Collina S, Zanon D, Mamolo MG..  (2019)  Discovery of new potent dual sigma receptor/GluN2b ligands with antioxidant property as neuroprotective agents.,  180  [PMID:31319263] [10.1016/j.ejmech.2019.07.012]

Source

Source(1):

• Scientific Literature