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

ID: ALA4781609

PubChem CID: 162664738

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)c4ccc(Cl)cc4)CO3)c2c1

Standard InChI:  InChI=1S/C23H23ClN2O4/c1-28-19-7-8-21-20(12-19)15(10-11-25-21)4-9-22-29-13-18(14-30-22)26-23(27)16-2-5-17(24)6-3-16/h2-3,5-8,10-12,18,22H,4,9,13-14H2,1H3,(H,26,27)/t18-,22-

Standard InChI Key:  ZUZQMIMKRITPON-LBZQVFOQSA-N

Molfile:  

 
     RDKit          2D

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   19.9425  -12.0459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6563  -11.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6535  -10.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9407  -10.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2303  -11.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2326  -10.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5225  -10.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8138  -10.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8155  -11.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5220  -12.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1019  -10.4010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9372   -9.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6473   -9.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3609   -9.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3597  -10.3931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0692  -10.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7817  -10.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7802   -9.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0661   -9.1541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4896  -10.7987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2013  -10.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9133  -10.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2009   -9.5685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0997   -9.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9117  -11.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6229  -12.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3334  -11.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3283  -10.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6165  -10.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0429  -12.0198    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
  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
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781609

   ---

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: ┄

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: -0.60

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