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

ID: ALA4756699

PubChem CID: 162655667

Max Phase: Preclinical

Molecular Formula: C24H26N2O4

Molecular Weight: 406.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nccc(CC[C@H]3OC[C@H](NC(=O)c4ccc(C)cc4)CO3)c2c1

Standard InChI:  InChI=1S/C24H26N2O4/c1-16-3-5-18(6-4-16)24(27)26-19-14-29-23(30-15-19)10-7-17-11-12-25-22-9-8-20(28-2)13-21(17)22/h3-6,8-9,11-13,19,23H,7,10,14-15H2,1-2H3,(H,26,27)/t19-,23-

Standard InChI Key:  LTAIYJYCNFSYJU-UILWBTOOSA-N

Molfile:  

 
     RDKit          2D

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   35.6588  -11.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6559  -10.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9432   -9.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2328  -11.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2351  -10.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5250   -9.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8163  -10.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8180  -11.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5245  -11.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1044   -9.9924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   36.3633   -9.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3622   -9.9845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0717  -10.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7842   -9.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7827   -9.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0686   -8.7455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4921  -10.3901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2037   -9.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9158  -10.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2033   -9.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1022   -9.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9141  -11.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6253  -11.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3359  -11.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3308  -10.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6190   -9.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0454  -11.6112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
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  3  4  2  0
  4  6  1  0
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 14 13  1  1
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 14 19  1  0
 15 16  1  0
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 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
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756699

   ---

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: 406.48

Molecular Weight (Monoisotopic): 406.1893

AlogP: 3.66

#Rotatable Bonds: 6

Polar Surface Area: 69.68

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.22

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -0.50

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