7-chloro-2-((3-fluorophenyl)amino)-N-methyl-4-oxo-1,4-dihydroquinoline-3-carboxamide

ID: ALA5285232

Max Phase: Preclinical

Molecular Formula: C17H13ClFN3O2

Molecular Weight: 345.76

Names and Identifiers

Canonical SMILES:  CNC(=O)c1c(Nc2cccc(F)c2)[nH]c2cc(Cl)ccc2c1=O

Standard InChI:  InChI=1S/C17H13ClFN3O2/c1-20-17(24)14-15(23)12-6-5-9(18)7-13(12)22-16(14)21-11-4-2-3-10(19)8-11/h2-8H,1H3,(H,20,24)(H2,21,22,23)

Standard InChI Key:  OKBNZGPLZSKDBH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -2.1425    1.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279    1.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4261   -0.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425    0.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013   -0.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    2.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424   -1.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268   -2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -2.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101   -1.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8563   -2.4743    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -0.0047    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    2.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    1.2367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
  4 10  1  0
  7 11  2  0
  9 12  1  0
 12 13  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 13 18  1  0
 15 19  1  0
  6 20  1  0
  8 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285232

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 345.76

Molecular Weight (Monoisotopic): 345.0680

AlogP: 3.42

#Rotatable Bonds: 3

Polar Surface Area: 73.99

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.06

CX Basic pKa: ┄

CX LogP: 3.27

CX LogD: 3.27

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: -1.24

References

1. Shin YS, Lee JY, Jeon S, Myung S, Gong HJ, Kim S, Kim HR, Jeong LS, Park CM..  (2023)  Discovery of 2-aminoquinolone acid derivatives as potent inhibitors of SARS-CoV-2.,  85  [PMID:36870624] [10.1016/j.bmcl.2023.129214]

Source

Source(1):

• Scientific Literature