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

ID: ALA4764420

PubChem CID: 162661809

Max Phase: Preclinical

Molecular Formula: C24H26N2O5

Molecular Weight: 422.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)N[C@H]2CO[C@H](CCc3ccnc4ccc(OC)cc34)OC2)cc1

Standard InChI:  InChI=1S/C24H26N2O5/c1-28-19-6-3-17(4-7-19)24(27)26-18-14-30-23(31-15-18)10-5-16-11-12-25-22-9-8-20(29-2)13-21(16)22/h3-4,6-9,11-13,18,23H,5,10,14-15H2,1-2H3,(H,26,27)/t18-,23-

Standard InChI Key:  LCTGAXAPOCTBBZ-RXAXNXDRSA-N

Molfile:  

 
     RDKit          2D

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    4.3416  -12.1285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0554  -11.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0525  -10.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6294  -11.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6317  -10.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216  -10.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2129  -10.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2146  -11.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9211  -12.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5010  -10.4835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7599   -9.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7588  -10.4757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4683  -10.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1793   -9.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4652   -9.2366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8887  -10.8813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6003  -10.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3124  -10.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5999   -9.6510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4988   -9.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3107  -11.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0219  -12.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7325  -11.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7274  -10.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0156  -10.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4420  -12.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1479  -11.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
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  2  3  1  0
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  4  6  1  0
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  9 10  1  0
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  8 11  1  0
  4 12  1  0
 12 13  1  0
 14 13  1  1
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 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
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 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
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764420

   ---

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: 422.48

Molecular Weight (Monoisotopic): 422.1842

AlogP: 3.36

#Rotatable Bonds: 7

Polar Surface Area: 78.91

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: 3.24

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -0.38

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