1-ethyl-1,4-dihydro-5,6-methylenedioxy-4-oxo-3-quinolinecarboxylic acid

ID: ALA3250717

Cas Number: 71492-38-1

PubChem CID: 12560204

Max Phase: Preclinical

Molecular Formula: C13H11NO5

Molecular Weight: 261.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1cc(C(=O)O)c(=O)c2c3c(ccc21)OCO3

Standard InChI:  InChI=1S/C13H11NO5/c1-2-14-5-7(13(16)17)11(15)10-8(14)3-4-9-12(10)19-6-18-9/h3-5H,2,6H2,1H3,(H,16,17)

Standard InChI Key:  PCXYNRUGJDXUDT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    2.7850   -3.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997   -4.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2133   -3.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2141   -3.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9293   -4.2383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6444   -3.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6397   -2.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9237   -2.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9311   -5.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6464   -5.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3516   -2.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0685   -2.9848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3465   -1.7518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9193   -1.7614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861   -3.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4961   -2.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3244   -1.7904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5081   -1.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1756   -2.4559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  2  0
  1  2  1  0
  2  4  2  0
  3 16  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  3  1  0
  5  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  2  0
  8 14  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3250717

   6-Ethyl-9-oxo-6,9-dihydro-2H-[1,3]dioxolo[4,5-f]quinoline-8-carboxylic acid

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: 261.23

Molecular Weight (Monoisotopic): 261.0637

AlogP: 1.45

#Rotatable Bonds: 2

Polar Surface Area: 77.76

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.41

CX Basic pKa: ┄

CX LogP: 1.35

CX LogD: -0.63

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.88

Np Likeness Score: -0.04

References

1. Mitscher LA, Flynn DL, Gracey HE, Drake SD..  (1979)  Quinolone antimicrobial agents. 2. Methylenedioxy positional isomers of oxolinic acid.,  22  (11): [PMID:533883] [10.1021/jm00197a014]

Source

Source(1):

• Scientific Literature