N-[2-(Diethylamino)ethyl]-2-(2-methoxyphenyl)quinoline-4-carboxamide

ID: ALA4589884

PubChem CID: 155568722

Max Phase: Preclinical

Molecular Formula: C23H27N3O2

Molecular Weight: 377.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCNC(=O)c1cc(-c2ccccc2OC)nc2ccccc12

Standard InChI:  InChI=1S/C23H27N3O2/c1-4-26(5-2)15-14-24-23(27)19-16-21(18-11-7-9-13-22(18)28-3)25-20-12-8-6-10-17(19)20/h6-13,16H,4-5,14-15H2,1-3H3,(H,24,27)

Standard InChI Key:  HTIHIFQVDKIMEE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   13.8534  -11.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8523  -12.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5603  -12.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2700  -12.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2672  -11.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5585  -11.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3084  -10.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3073  -11.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0153  -11.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0135  -10.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7221  -10.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7229  -11.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4314  -11.7097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1397  -11.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1350  -10.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4258  -10.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4215   -9.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1270   -8.8439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7116   -8.8514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8369   -9.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5424   -8.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2523   -9.2412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9578   -8.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2566  -10.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9665  -10.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6677   -9.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1442  -12.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4369  -12.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 23 26  1  0
 14  1  1  0
  2 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4589884

   ---

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: 377.49

Molecular Weight (Monoisotopic): 377.2103

AlogP: 3.98

#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: 3.81

CX LogD: 2.16

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.65

Np Likeness Score: -1.39

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]

Source

Source(1):

• Scientific Literature