1-Ethyl-4-oxo-N-(pyridin-2-ylmethyl)-7-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxamide

ID: ALA565170

PubChem CID: 17893056

Max Phase: Preclinical

Molecular Formula: C19H16F3N3O2

Molecular Weight: 375.35

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H16F3N3O2/c1-2-25-11-15(18(27)24-10-13-5-3-4-8-23-13)17(26)14-9-12(19(20,21)22)6-7-16(14)25/h3-9,11H,2,10H2,1H3,(H,24,27)

Standard InChI Key:  KAFKXSZHWOCIRW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    2.4715    1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4715    0.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1859   -0.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1859    1.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004    1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004    0.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6149   -0.1124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3293    0.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3293    1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6149    1.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6149    2.3626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0438    1.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7583    1.1251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0438    2.3626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6149   -0.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3293   -1.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4728    1.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1872    1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9017    1.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6162    1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6162    0.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9017   -0.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1872    0.3001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7570    1.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425    1.9501    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695    2.2521    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3445    0.8231    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  3  6  2  0
 12 14  2  0
  1  2  2  0
  7 15  1  0
  5  4  2  0
 15 16  1  0
  4  1  1  0
 13 17  1  0
  5 10  1  0
 17 18  1  0
  6  7  1  0
 18 19  2  0
  7  8  1  0
 19 20  1  0
  8  9  2  0
 20 21  2  0
  9 10  1  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
 23 18  1  0
 10 11  2  0
  1 24  1  0
 24 25  1  0
  9 12  1  0
 24 26  1  0
  2  3  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA565170

   1-ethyl-4-oxo-N-(pyridin-2-ylmethyl)-6-(trifluoromethyl)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: 375.35

Molecular Weight (Monoisotopic): 375.1195

AlogP: 3.37

#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: 12.58

CX Basic pKa: 4.14

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.76

Np Likeness Score: -2.00

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