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

ID: ALA4645656

PubChem CID: 156019593

Max Phase: Preclinical

Molecular Formula: C21H13BrFNO5

Molecular Weight: 458.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1cc(C(=O)O)c(=O)c2cc(F)c(-c3cc4cc(Br)ccc4oc3=O)cc21

Standard InChI:  InChI=1S/C21H13BrFNO5/c1-2-24-9-15(20(26)27)19(25)14-7-16(23)12(8-17(14)24)13-6-10-5-11(22)3-4-18(10)29-21(13)28/h3-9H,2H2,1H3,(H,26,27)

Standard InChI Key:  WXKZKZMXNMUJIN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    7.5844  -24.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5833  -25.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2913  -25.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2895  -23.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9982  -24.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9970  -25.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7071  -25.5835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4229  -25.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4241  -24.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7094  -23.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7095  -23.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1328  -23.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1348  -23.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8766  -23.9422    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7048  -26.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8395  -24.3525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4113  -26.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8788  -25.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1716  -25.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1680  -26.7980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8801  -26.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4608  -26.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4694  -25.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7692  -25.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0600  -25.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0553  -26.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7561  -26.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5871  -26.8017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3554  -25.1456    0.0000 Br  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
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4645656

   ---

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: 458.24

Molecular Weight (Monoisotopic): 456.9961

AlogP: 4.39

#Rotatable Bonds: 3

Polar Surface Area: 89.51

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.55

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 2.27

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -0.69

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