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

ID: ALA4779883

PubChem CID: 162662834

Max Phase: Preclinical

Molecular Formula: C26H28N2O5

Molecular Weight: 448.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nccc(CC[C@H]3OC[C@H](NC(=O)C4COc5ccccc5C4)CO3)c2c1

Standard InChI:  InChI=1S/C26H28N2O5/c1-30-21-7-8-23-22(13-21)17(10-11-27-23)6-9-25-32-15-20(16-33-25)28-26(29)19-12-18-4-2-3-5-24(18)31-14-19/h2-5,7-8,10-11,13,19-20,25H,6,9,12,14-16H2,1H3,(H,28,29)/t19?,20-,25-

Standard InChI Key:  QMKWKOYFMGLUJU-QTTSBWOESA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   34.3334  -20.3283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0508  -19.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0480  -19.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3316  -18.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6176  -19.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6199  -19.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9063  -18.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1941  -19.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1957  -19.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9057  -20.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4785  -18.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3281  -17.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0418  -17.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7590  -17.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7578  -18.6672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4709  -19.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1870  -18.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1855  -17.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4678  -17.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8985  -19.0748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6137  -18.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3293  -19.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6133  -17.8383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4763  -17.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3277  -19.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0425  -20.3091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0361  -18.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7515  -19.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7565  -19.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4741  -20.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1872  -19.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1782  -19.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4601  -18.6474    0.0000 C   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  1  0
 25 26  1  0
 26 29  1  0
 28 27  1  0
 27 22  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779883

   ---

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: 448.52

Molecular Weight (Monoisotopic): 448.1998

AlogP: 3.29

#Rotatable Bonds: 6

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: 13.15

CX Basic pKa: 5.22

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.62

Np Likeness Score: -0.43

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