2-Butoxy-N-(2-(pyrrolidin-1-yl)ethyl)quinoline-4-carboxamide

ID: ALA4765004

Cas Number: 67547-91-5

PubChem CID: 3051612

Max Phase: Preclinical

Molecular Formula: C20H27N3O2

Molecular Weight: 341.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCOc1cc(C(=O)NCCN2CCCC2)c2ccccc2n1

Standard InChI:  InChI=1S/C20H27N3O2/c1-2-3-14-25-19-15-17(16-8-4-5-9-18(16)22-19)20(24)21-10-13-23-11-6-7-12-23/h4-5,8-9,15H,2-3,6-7,10-14H2,1H3,(H,21,24)

Standard InChI Key:  FJPJHMFAKBKUMJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   21.0409  -19.7672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0396  -20.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7545  -21.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4709  -20.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7527  -19.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4645  -19.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1740  -19.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1731  -18.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4567  -18.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7501  -18.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1870  -21.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1902  -21.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9000  -20.5887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6160  -20.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3290  -20.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3256  -21.0048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6120  -20.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0450  -20.9930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1349  -21.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9425  -21.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3524  -21.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7979  -20.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8966  -21.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1830  -20.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4676  -20.9985    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  6  1  0
  5  1  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  4 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765004

   Cinchoninamide, 2-butoxy-N-(2-(1-pyrrolidinyl)ethyl)-

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: 341.46

Molecular Weight (Monoisotopic): 341.2103

AlogP: 3.24

#Rotatable Bonds: 8

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: ┄

CX Basic pKa: 8.40

CX LogP: 3.39

CX LogD: 2.35

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -1.61

References

1. 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