7-(8-ethoxy-2-oxo-2H-chromen-3-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4634257

PubChem CID: 142770779

Max Phase: Preclinical

Molecular Formula: C23H18FNO6

Molecular Weight: 423.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1cccc2cc(-c3cc4c(cc3F)c(=O)c(C(=O)O)cn4CC)c(=O)oc12

Standard InChI:  InChI=1S/C23H18FNO6/c1-3-25-11-16(22(27)28)20(26)15-9-17(24)13(10-18(15)25)14-8-12-6-5-7-19(30-4-2)21(12)31-23(14)29/h5-11H,3-4H2,1-2H3,(H,27,28)

Standard InChI Key:  LJCCDSXAZBHQFG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   33.4002  -23.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3991  -24.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1071  -24.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1054  -23.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8140  -23.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8128  -24.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5229  -24.8984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2387  -24.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2399  -23.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5253  -23.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5253  -22.4308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9486  -23.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9506  -22.4399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6924  -23.2571    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.5206  -25.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6553  -23.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2271  -26.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6946  -24.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9874  -24.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9838  -26.1129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6959  -25.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2766  -25.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2852  -24.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5850  -24.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8758  -24.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8711  -25.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5719  -26.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4029  -26.1166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5669  -26.9188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8567  -27.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8516  -28.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  2  0
  1 14  1  0
  7 15  1  0
 12 16  1  0
 15 17  1  0
 18 19  2  0
 18 21  1  0
 19 23  1  0
 22 20  1  0
 20 21  1  0
  2 18  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 21 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4634257

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 423.40

Molecular Weight (Monoisotopic): 423.1118

AlogP: 4.03

#Rotatable Bonds: 5

Polar Surface Area: 98.74

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.55

CX Basic pKa: ┄

CX LogP: 3.55

CX LogD: 1.70

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -0.66

References

1. Suaifan GARY, Mohammed AAM..  (2019)  Fluoroquinolones structural and medicinal developments (2013-2018): Where are we now?,  27  (14): [PMID:31182257] [10.1016/j.bmc.2019.05.038]

Source

Source(1):

• Scientific Literature