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

ID: ALA4779236

PubChem CID: 162663661

Max Phase: Preclinical

Molecular Formula: C23H23ClN2O4

Molecular Weight: 426.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nccc(CC[C@H]3OC[C@H](NC(=O)c4ccccc4Cl)CO3)c2c1

Standard InChI:  InChI=1S/C23H23ClN2O4/c1-28-17-7-8-21-19(12-17)15(10-11-25-21)6-9-22-29-13-16(14-30-22)26-23(27)18-4-2-3-5-20(18)24/h2-5,7-8,10-12,16,22H,6,9,13-14H2,1H3,(H,26,27)/t16-,22-

Standard InChI Key:  RKWCIFOBNPSKHN-CIEDQVTBSA-N

Molfile:  

 
     RDKit          2D

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    4.4902   -3.9731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039   -3.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2011   -2.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884   -2.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780   -3.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7803   -2.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0702   -2.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3615   -2.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3632   -3.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0697   -3.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6496   -2.3281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4849   -1.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1949   -1.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9085   -1.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9074   -2.3203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6169   -2.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3294   -2.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3278   -1.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6138   -1.0812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0373   -2.7259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7489   -2.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4610   -2.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7485   -1.4956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6474   -1.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4593   -3.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1705   -3.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8811   -3.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8759   -2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1642   -2.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1582   -1.4948    0.0000 Cl  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
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  8  9  2  0
  9 10  1  0
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  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
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779236

   ---

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: 426.90

Molecular Weight (Monoisotopic): 426.1346

AlogP: 4.00

#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: 13.66

CX Basic pKa: 5.22

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -0.74

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