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

ID: ALA4777754

PubChem CID: 162644424

Max Phase: Preclinical

Molecular Formula: C24H23N3O4

Molecular Weight: 417.47

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H23N3O4/c1-29-20-7-8-22-21(12-20)17(10-11-26-22)6-9-23-30-14-19(15-31-23)27-24(28)18-4-2-16(13-25)3-5-18/h2-5,7-8,10-12,19,23H,6,9,14-15H2,1H3,(H,27,28)/t19-,23-

Standard InChI Key:  UZZYADFBZNVGOW-UILWBTOOSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   19.8269  -28.6209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5407  -28.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5379  -27.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8251  -26.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1148  -28.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1170  -27.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4070  -26.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6983  -27.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7000  -28.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4065  -28.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9864  -26.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8216  -26.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5317  -25.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2453  -26.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2441  -26.9681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9537  -27.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6662  -26.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6646  -26.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9506  -25.7290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3741  -27.3737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0857  -26.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7977  -27.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0853  -26.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9842  -26.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7961  -28.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5073  -28.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2178  -28.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2127  -27.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5009  -26.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9268  -28.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6363  -28.9983    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
 30 31  3  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777754

   ---

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: 417.47

Molecular Weight (Monoisotopic): 417.1689

AlogP: 3.22

#Rotatable Bonds: 6

Polar Surface Area: 93.47

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: 3.25

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: -0.71

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