N-benzyl-2-((2-(dimethylamino)quinolin-8-yl)oxy)acetamide

ID: ALA4743272

PubChem CID: 162647339

Max Phase: Preclinical

Molecular Formula: C20H21N3O2

Molecular Weight: 335.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc2cccc(OCC(=O)NCc3ccccc3)c2n1

Standard InChI:  InChI=1S/C20H21N3O2/c1-23(2)18-12-11-16-9-6-10-17(20(16)22-18)25-14-19(24)21-13-15-7-4-3-5-8-15/h3-12H,13-14H2,1-2H3,(H,21,24)

Standard InChI Key:  XLMPMQRKXLDKFU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   16.8700   -2.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8688   -3.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5836   -4.0904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5818   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2973   -2.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2980   -3.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0134   -4.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7284   -3.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7237   -2.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0078   -2.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0151   -4.9093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7304   -5.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4441   -4.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1594   -5.3173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4424   -4.0813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8731   -4.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5884   -5.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5872   -6.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3018   -6.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0163   -6.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0120   -5.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2969   -4.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1541   -4.0894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4413   -3.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1566   -4.9148    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
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  2 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743272

   ---

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: 335.41

Molecular Weight (Monoisotopic): 335.1634

AlogP: 3.00

#Rotatable Bonds: 6

Polar Surface Area: 54.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.98

CX Basic pKa: 4.07

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -1.56

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