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

ID: ALA4759626

PubChem CID: 162657788

Max Phase: Preclinical

Molecular Formula: C25H25N3O5S

Molecular Weight: 479.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nccc(CC[C@H]3OC[C@H](NC(=O)c4ccc5c(c4)NC(=O)CS5)CO3)c2c1

Standard InChI:  InChI=1S/C25H25N3O5S/c1-31-18-4-5-20-19(11-18)15(8-9-26-20)3-7-24-32-12-17(13-33-24)27-25(30)16-2-6-22-21(10-16)28-23(29)14-34-22/h2,4-6,8-11,17,24H,3,7,12-14H2,1H3,(H,27,30)(H,28,29)/t17-,24-

Standard InChI Key:  RXPOVSSVBGRCOL-WVQHILGCSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   35.7333  -28.8850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4471  -28.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4442  -27.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7315  -27.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0211  -28.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0234  -27.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3133  -27.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6046  -27.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6063  -28.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3128  -28.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8927  -27.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7280  -26.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4381  -26.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1516  -26.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1505  -27.2322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8600  -27.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5725  -27.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5710  -26.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8569  -25.9932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2804  -27.6378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9920  -27.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7041  -27.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9916  -26.4075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8905  -26.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7024  -28.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4136  -28.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4073  -27.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1191  -27.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1223  -28.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8342  -28.8604    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   43.5475  -28.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5442  -27.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8277  -27.2109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.2507  -27.2120    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
  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 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:

   

   ALA4759626

   ---

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: 479.56

Molecular Weight (Monoisotopic): 479.1515

AlogP: 3.39

#Rotatable Bonds: 6

Polar Surface Area: 98.78

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.50

CX Basic pKa: 5.22

CX LogP: 2.65

CX LogD: 2.65

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.56

Np Likeness Score: -0.73

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