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

ID: ALA4758867

PubChem CID: 162657950

Max Phase: Preclinical

Molecular Formula: C24H32N2O4

Molecular Weight: 412.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nccc(CC[C@H]3OC[C@H](NC(=O)[C@H]4CC[C@H](C)CC4)CO3)c2c1

Standard InChI:  InChI=1S/C24H32N2O4/c1-16-3-5-18(6-4-16)24(27)26-19-14-29-23(30-15-19)10-7-17-11-12-25-22-9-8-20(28-2)13-21(17)22/h8-9,11-13,16,18-19,23H,3-7,10,14-15H2,1-2H3,(H,26,27)/t16-,18-,19-,23-

Standard InChI Key:  CQZCGSKZTPAYDI-QKGNMNNESA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   35.1885  -11.6580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9023  -11.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8994  -10.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1867  -10.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4763  -11.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4786  -10.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7685  -10.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0598  -10.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0615  -11.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7680  -11.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3479  -10.0130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1832   -9.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8933   -8.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6068   -9.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6057  -10.0052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3152  -10.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0277  -10.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0262   -9.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3121   -8.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7356  -10.4108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4472  -10.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1593  -10.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4468   -9.1805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3457   -9.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1576  -11.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8688  -11.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5794  -11.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5743  -10.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8625   -9.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2889  -11.6318    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
 22 21  1  1
 21 23  2  0
 11 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 22  1  0
 27 30  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4758867

   ---

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: 412.53

Molecular Weight (Monoisotopic): 412.2362

AlogP: 3.86

#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: 13.51

CX Basic pKa: 5.22

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.78

Np Likeness Score: -0.45

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