(4-((4-ethoxyphenyl)amino)-8-methoxyquinolin-2-yl)(piperidin-1-yl)methanone

ID: ALA5290933

Max Phase: Preclinical

Molecular Formula: C24H27N3O3

Molecular Weight: 405.50

Names and Identifiers

Canonical SMILES:  CCOc1ccc(Nc2cc(C(=O)N3CCCCC3)nc3c(OC)cccc23)cc1

Standard InChI:  InChI=1S/C24H27N3O3/c1-3-30-18-12-10-17(11-13-18)25-20-16-21(24(28)27-14-5-4-6-15-27)26-23-19(20)8-7-9-22(23)29-2/h7-13,16H,3-6,14-15H2,1-2H3,(H,25,26)

Standard InChI Key:  DGRFWSAHPXCNDD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.3555    3.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3563    2.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3563    2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3537    1.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0701    2.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847    3.2994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4993    2.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140    3.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709    1.6494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709    0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7847   -0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -0.8239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -0.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533    0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3518   -0.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687   -0.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3664    0.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3518   -1.6547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628   -2.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4994   -0.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -0.4112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4994   -1.6490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -2.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140   -2.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4993   -3.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7847   -2.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7847   -2.0616    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
  6  5  2  0
  1  6  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  4 10  1  0
 10 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 15 17  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 16 20  1  0
 17 21  1  0
 21 22  1  0
 13 23  1  0
 23 24  2  0
 23 25  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  0
 30 29  1  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290933

   ---

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: 405.50

Molecular Weight (Monoisotopic): 405.2052

AlogP: 5.01

#Rotatable Bonds: 6

Polar Surface Area: 63.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.56

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.28

References

1. Titko T, Perekhoda L, Drapak I, Tsapko Y..  (2020)  Modern trends in diuretics development.,  208  [PMID:33007663] [10.1016/j.ejmech.2020.112855]

Source

Source(1):

• Scientific Literature