Ethyl 7-{[2-(Methylcarbamoyl)pyridin-4-yl]oxy}quinoline-2-carboxylate

ID: ALA4095433

PubChem CID: 132022589

Max Phase: Preclinical

Molecular Formula: C19H17N3O4

Molecular Weight: 351.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc2ccc(Oc3ccnc(C(=O)NC)c3)cc2n1

Standard InChI:  InChI=1S/C19H17N3O4/c1-3-25-19(24)15-7-5-12-4-6-13(10-16(12)22-15)26-14-8-9-21-17(11-14)18(23)20-2/h4-11H,3H2,1-2H3,(H,20,23)

Standard InChI Key:  OXCQAYJEZSWYFN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.0102   -2.6027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0102   -3.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3011   -3.8326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5920   -3.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8829   -3.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234   -3.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4325   -3.4240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1416   -3.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8507   -3.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5639   -3.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2730   -3.4240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9821   -3.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6953   -3.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4044   -3.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1135   -3.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8225   -3.8326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8225   -4.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1135   -2.6027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4044   -4.6539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6953   -5.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9821   -4.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5639   -4.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8507   -5.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1416   -4.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4325   -5.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234   -4.6539    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  1  0
  4  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 14 19  2  0
 19 20  1  0
 20 21  2  0
 12 21  1  0
 10 22  2  0
 22 23  1  0
 23 24  2  0
  8 24  1  0
 24 25  1  0
 25 26  2  0
  6 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095433

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 351.36

Molecular Weight (Monoisotopic): 351.1219

AlogP: 2.96

#Rotatable Bonds: 5

Polar Surface Area: 90.41

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 14.00

CX Basic pKa: 3.04

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -0.95

References

1. Kim J, Jung YK, Kim C, Shin JS, Scheers E, Lee JY, Han SB, Lee CK, Neyts J, Ha JD, Jung YS..  (2017)  A Novel Series of Highly Potent Small Molecule Inhibitors of Rhinovirus Replication.,  60  (13): [PMID:28581749] [10.1021/acs.jmedchem.7b00175]

Source

Source(1):

• Scientific Literature