1-Ethyl-6-fluoro-4-oxo-N-(pyridin-2-ylmethyl)-1,4-dihydroquinoline-3-carboxamide

ID: ALA541506

PubChem CID: 44190924

Max Phase: Preclinical

Molecular Formula: C18H16FN3O2

Molecular Weight: 325.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1cc(C(=O)NCc2ccccn2)c(=O)c2cc(F)ccc21

Standard InChI:  InChI=1S/C18H16FN3O2/c1-2-22-11-15(17(23)14-9-12(19)6-7-16(14)22)18(24)21-10-13-5-3-4-8-20-13/h3-9,11H,2,10H2,1H3,(H,21,24)

Standard InChI Key:  VUZWMVFDGLEUOI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -4.0674    1.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0674    0.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3530    0.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3530    1.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6385    1.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6385    0.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240    0.0431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2096    0.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2096    1.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240    1.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240    2.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951    1.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2194    1.2806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951    2.5181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7819    1.6931    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240   -0.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2096   -1.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9339    1.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    1.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3628    1.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0773    1.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0773    0.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3628    0.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    0.4556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  9 12  1  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 12 14  2  0
  1  2  2  0
  1 15  1  0
  5  4  2  0
  7 16  1  0
  4  1  1  0
 16 17  1  0
  5 10  1  0
 13 18  1  0
  6  7  1  0
 18 19  1  0
  7  8  1  0
 19 20  2  0
  8  9  2  0
 20 21  1  0
  9 10  1  0
 21 22  2  0
  5  6  1  0
 22 23  1  0
 10 11  2  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA541506

   1-ethyl-6-fluoro-4-oxo-N-(pyridin-2-ylmethyl)quinoline-3-carboxamide

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: 325.34

Molecular Weight (Monoisotopic): 325.1227

AlogP: 2.49

#Rotatable Bonds: 4

Polar Surface Area: 63.99

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.86

CX Basic pKa: 4.14

CX LogP: 1.88

CX LogD: 1.88

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -2.19

References

1. Niedermeier S, Singethan K, Rohrer SG, Matz M, Kossner M, Diederich S, Maisner A, Schmitz J, Hiltensperger G, Baumann K, Holzgrabe U, Schneider-Schaulies J..  (2009)  A small-molecule inhibitor of Nipah virus envelope protein-mediated membrane fusion.,  52  (14): [PMID:19499921] [10.1021/jm900411s]

Source

Source(1):

• Scientific Literature