N-(Cyclopropylmethyl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxamide

ID: ALA561417

PubChem CID: 44190839

Max Phase: Preclinical

Molecular Formula: C16H17FN2O2

Molecular Weight: 288.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1cc(C(=O)NCC2CC2)c(=O)c2cc(F)ccc21

Standard InChI:  InChI=1S/C16H17FN2O2/c1-2-19-9-13(16(21)18-8-10-3-4-10)15(20)12-7-11(17)5-6-14(12)19/h5-7,9-10H,2-4,8H2,1H3,(H,18,21)

Standard InChI Key:  KWBLAWVDSIDNRH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -3.4130  -13.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4130  -12.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6985  -12.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6985  -14.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840  -13.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840  -12.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2696  -12.4893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5551  -12.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5551  -13.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2696  -14.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2696  -14.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1594  -14.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8739  -13.7268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1594  -14.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274  -14.1393    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2696  -11.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5551  -11.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5883  -14.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3028  -13.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1278  -13.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7153  -13.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  5  6  1  0
 10 11  2  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
 20 19  1  0
 21 20  1  0
 19 21  1  0
  7  8  1  0
  8  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA561417

   N-(cyclopropylmethyl)-1-ethyl-6-fluoro-4-oxoquinoline-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: 288.32

Molecular Weight (Monoisotopic): 288.1274

AlogP: 2.30

#Rotatable Bonds: 4

Polar Surface Area: 51.10

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.39

CX LogP: 2.07

CX LogD: 2.07

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.94

Np Likeness Score: -1.64

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