N-[2-(Diethylamino)ethyl]-2-ethoxyquinoline-4-carboxamide

ID: ALA4482872

PubChem CID: 85772681

Max Phase: Preclinical

Molecular Formula: C18H25N3O2

Molecular Weight: 315.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1cc(C(=O)NCCN(CC)CC)c2ccccc2n1

Standard InChI:  InChI=1S/C18H25N3O2/c1-4-21(5-2)12-11-19-18(22)15-13-17(23-6-3)20-16-10-8-7-9-14(15)16/h7-10,13H,4-6,11-12H2,1-3H3,(H,19,22)

Standard InChI Key:  NMBXOBPJWHSZCO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   10.1309  -12.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1298  -13.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8378  -13.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8360  -11.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5447  -12.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5454  -13.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2540  -13.4679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9622  -13.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9575  -12.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2484  -11.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6715  -13.4630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3776  -13.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2440  -11.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9496  -10.6021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5342  -10.6096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6594  -11.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3650  -10.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0748  -10.9994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7804  -10.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0792  -11.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7890  -12.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4902  -10.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0869  -13.4574    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
  8 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 19 22  1  0
 12 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4482872

   2-Ethoxy-N-(2-(diethylamino)ethyl)-4-quinolinecarboxamide

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: 315.42

Molecular Weight (Monoisotopic): 315.1947

AlogP: 2.71

#Rotatable Bonds: 8

Polar Surface Area: 54.46

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.04

CX LogP: 2.73

CX LogD: 1.08

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: -1.72

References

1. Musharrafieh R, Zhang J, Tuohy P, Kitamura N, Bellampalli SS, Hu Y, Khanna R, Wang J..  (2019)  Discovery of Quinoline Analogues as Potent Antivirals against Enterovirus D68 (EV-D68).,  62  (8): [PMID:30912944] [10.1021/acs.jmedchem.9b00115]

2. Tang Q,Xu Z,Jin M,Shu T,Chen Y,Feng L,Zhang Q,Lan K,Wu S,Zhou HB.  (2020)  Identification of dibucaine derivatives as novel potent enterovirus 2C helicase inhibitors: In vitro, in vivo, and combination therapy study.,  202  [PMID:32619885] [10.1016/j.ejmech.2020.112310]

Source

Source(1):

• Scientific Literature