3-(3,6-dimethoxypyridazin-4-yl)quinoline-5,8-dicarboxylic acid

ID: ALA5278548

Max Phase: Preclinical

Molecular Formula: C17H13N3O6

Molecular Weight: 355.31

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cnc3c(C(=O)O)ccc(C(=O)O)c3c2)c(OC)nn1

Standard InChI:  InChI=1S/C17H13N3O6/c1-25-13-6-11(15(26-2)20-19-13)8-5-12-9(16(21)22)3-4-10(17(23)24)14(12)18-7-8/h3-7H,1-2H3,(H,21,22)(H,23,24)

Standard InChI Key:  OJROHUVCZSFJQG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   -2.4881   -0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881   -1.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7746   -1.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0672   -1.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0672   -0.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7763    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7763    1.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881    1.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0644    1.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3573    0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547   -0.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547   -1.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523   -1.4378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665    0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782   -0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4877    0.2044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4881    1.0266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7800    1.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0670    1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7780   -1.0273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0660   -1.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7746   -2.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0626   -2.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4863   -2.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7800    2.2575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684    2.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
  4 13  1  0
 11 14  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 14 19  1  0
 15 20  1  0
 20 21  1  0
  3 22  1  0
 22 23  2  0
 22 24  1  0
 18 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278548

   ---

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: 355.31

Molecular Weight (Monoisotopic): 355.0804

AlogP: 2.11

#Rotatable Bonds: 5

Polar Surface Area: 131.73

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.30

CX Basic pKa: 0.42

CX LogP: 1.77

CX LogD: -4.88

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -0.49

References

1. Van de Walle T, Cools L, Mangelinckx S, D'hooghe M..  (2021)  Recent contributions of quinolines to antimalarial and anticancer drug discovery research.,  226  [PMID:34655985] [10.1016/j.ejmech.2021.113865]

Source

Source(1):

• Scientific Literature