N-(3-Chloro-4-fluorophenyl)-1-ethyl-4-oxo-7-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxamide

ID: ALA563511

PubChem CID: 44191118

Max Phase: Preclinical

Molecular Formula: C19H13ClF4N2O2

Molecular Weight: 412.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1cc(C(=O)Nc2ccc(F)c(Cl)c2)c(=O)c2ccc(C(F)(F)F)cc21

Standard InChI:  InChI=1S/C19H13ClF4N2O2/c1-2-26-9-13(18(28)25-11-4-6-15(21)14(20)8-11)17(27)12-5-3-10(7-16(12)26)19(22,23)24/h3-9H,2H2,1H3,(H,25,28)

Standard InChI Key:  IXNVKBJEQWXTGZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    0.5080   -1.1825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2065   -0.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2065    0.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5080    0.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224    0.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369    0.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6514    0.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6514   -0.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369   -1.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224   -0.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9210    0.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9210    1.2925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6354    0.0550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3658   -1.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0803   -1.5950    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7783   -0.4681    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9533   -1.8970    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5080    1.2925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5080   -2.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224   -2.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499    0.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0644    0.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789    0.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7789    1.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0644    1.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499    1.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4933    1.7050    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4933    0.0550    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
 11 12  2  0
 11 13  1  0
  3 11  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  8 14  1  0
  4 18  2  0
 19 20  1  0
  1 19  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 24 27  1  0
 23 28  1  0
 13 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA563511

   N-(3-chloro-4-fluorophenyl)-1-ethyl-4-oxo-7-(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: 412.77

Molecular Weight (Monoisotopic): 412.0602

AlogP: 5.09

#Rotatable Bonds: 3

Polar Surface Area: 51.10

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.37

CX Basic pKa: ┄

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -1.94

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