N-(2-(2-(6-methoxyquinolin-4-yl)ethyl)-trans-1,3-dioxan-5-yl)picolinamide

ID: ALA4764849

PubChem CID: 162660828

Max Phase: Preclinical

Molecular Formula: C22H23N3O4

Molecular Weight: 393.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nccc(CC[C@H]3OC[C@H](NC(=O)c4ccccn4)CO3)c2c1

Standard InChI:  InChI=1S/C22H23N3O4/c1-27-17-6-7-19-18(12-17)15(9-11-24-19)5-8-21-28-13-16(14-29-21)25-22(26)20-4-2-3-10-23-20/h2-4,6-7,9-12,16,21H,5,8,13-14H2,1H3,(H,25,26)/t16-,21-

Standard InChI Key:  OLSPEFXHPWCDDZ-OQIWPSSASA-N

Molfile:  

 
     RDKit          2D

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   35.7457   -3.8327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4594   -3.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4566   -2.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7439   -2.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0335   -3.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0358   -2.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3257   -2.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6170   -2.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6187   -3.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3252   -3.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9051   -2.1878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7404   -1.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4504   -0.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1640   -1.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1629   -2.1800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8724   -2.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5849   -2.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5833   -1.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8693   -0.9409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2928   -2.5855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0044   -2.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7165   -2.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0040   -1.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9029   -1.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7148   -3.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4260   -3.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1366   -3.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1314   -2.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4197   -2.1716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  8 11  1  0
  4 12  1  0
 12 13  1  0
 14 13  1  1
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  6
 20 21  1  0
 21 22  1  0
 21 23  2  0
 11 24  1  0
 22 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764849

   ---

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: 393.44

Molecular Weight (Monoisotopic): 393.1689

AlogP: 2.74

#Rotatable Bonds: 6

Polar Surface Area: 82.57

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.22

CX LogP: 2.56

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -0.63

References

1. Lu Y,Papa JL,Nolan S,English A,Seffernick JT,Shkolnikov N,Powell J,Lindert S,Wozniak DJ,Yalowich J,Mitton-Fry MJ.  (2020)  Dioxane-Linked Amide Derivatives as Novel Bacterial Topoisomerase Inhibitors against Gram-Positive Staphylococcus aureus.,  11  (12): [PMID:33335666] [10.1021/acsmedchemlett.0c00428]

Source

Source(1):

• Scientific Literature