N-(2-(2-(6-methoxyquinolin-4-yl)ethyl)-trans-1,3-dioxan-5-yl)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxamide

ID: ALA4755744

PubChem CID: 162655867

Max Phase: Preclinical

Molecular Formula: C25H25N3O6

Molecular Weight: 463.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nccc(CC[C@H]3OC[C@H](NC(=O)c4ccc5c(c4)NC(=O)CO5)CO3)c2c1

Standard InChI:  InChI=1S/C25H25N3O6/c1-31-18-4-5-20-19(11-18)15(8-9-26-20)3-7-24-33-12-17(13-34-24)27-25(30)16-2-6-22-21(10-16)28-23(29)14-32-22/h2,4-6,8-11,17,24H,3,7,12-14H2,1H3,(H,27,30)(H,28,29)/t17-,24-

Standard InChI Key:  ZFMCWMJGTDHLKI-WVQHILGCSA-N

Molfile:  

 
     RDKit          2D

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    5.0143  -28.5672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7281  -28.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7253  -27.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125  -26.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021  -28.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8873  -28.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5939  -28.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738  -26.9223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0090  -26.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7191  -25.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4327  -26.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4315  -26.9144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9851  -27.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2727  -26.0897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1716  -26.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9835  -28.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6947  -28.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6883  -26.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4001  -27.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4034  -28.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1153  -28.5426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8285  -28.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8253  -27.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1088  -26.8931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5318  -26.8942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
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  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
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  9 10  1  0
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  8 11  1  0
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 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 29  2  0
 28 27  2  0
 27 22  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755744

   ---

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: 463.49

Molecular Weight (Monoisotopic): 463.1743

AlogP: 2.68

#Rotatable Bonds: 6

Polar Surface Area: 108.01

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.47

CX Basic pKa: 5.22

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.58

Np Likeness Score: -0.65

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