N-(3-methoxybenzyl)-2-((2-(pyrrolidin-1-yl)quinolin-8-yl)oxy)acetamide

ID: ALA4743910

PubChem CID: 162646180

Max Phase: Preclinical

Molecular Formula: C23H25N3O3

Molecular Weight: 391.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(CNC(=O)COc2cccc3ccc(N4CCCC4)nc23)c1

Standard InChI:  InChI=1S/C23H25N3O3/c1-28-19-8-4-6-17(14-19)15-24-22(27)16-29-20-9-5-7-18-10-11-21(25-23(18)20)26-12-2-3-13-26/h4-11,14H,2-3,12-13,15-16H2,1H3,(H,24,27)

Standard InChI Key:  VETZQBRTSIJENJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   37.4037  -11.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4025  -11.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1106  -12.3059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1088  -10.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8174  -11.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8181  -11.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5267  -12.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2349  -11.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2302  -11.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5211  -10.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6949  -12.3023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9486  -11.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4013  -12.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8094  -13.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6088  -13.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5284  -13.1171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2369  -13.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9438  -13.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6523  -13.5213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3592  -13.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9421  -12.2970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.0678  -13.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0666  -14.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7743  -14.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4821  -14.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4778  -13.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7695  -13.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1832  -13.0979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.8932  -13.5025    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  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
  2 11  1  0
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 26 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743910

   ---

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: 391.47

Molecular Weight (Monoisotopic): 391.1896

AlogP: 3.54

#Rotatable Bonds: 7

Polar Surface Area: 63.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.65

CX Basic pKa: 4.01

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -1.74

References

1. Wang M,Zhang G,Zhao J,Cheng N,Wang Y,Fu Y,Zheng Y,Wang J,Zhu M,Cen S,He J,Wang Y.  (2021)  Synthesis and antiviral activity of a series of novel quinoline derivatives as anti-RSV or anti-IAV agents.,  214  [PMID:33571829] [10.1016/j.ejmech.2021.113208]

Source

Source(1):

• Scientific Literature