(5S,6R,9R)-5-(4-fluorophenyl)-9-[2-(trifluoromethyl)phenyl]-1,7-dioxa-4-azaspiro[5.5]undecane

ID: ALA5283681

Max Phase: Preclinical

Molecular Formula: C21H21F4NO2

Molecular Weight: 395.40

Names and Identifiers

Canonical SMILES:  Fc1ccc([C@@H]2NCCO[C@]23CC[C@H](c2ccccc2C(F)(F)F)CO3)cc1

Standard InChI:  InChI=1S/C21H21F4NO2/c22-16-7-5-14(6-8-16)19-20(27-12-11-26-19)10-9-15(13-28-20)17-3-1-2-4-18(17)21(23,24)25/h1-8,15,19,26H,9-13H2/t15-,19-,20-/m0/s1

Standard InChI Key:  SJKYOVFCBLAVEU-YSSFQJQWSA-N

Molfile:  

 
     RDKit          2D

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   -1.7855    0.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0712   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0712   -1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -1.6497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000   -1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0712    0.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    1.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840    2.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    1.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5000    0.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7886    0.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    1.6494    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    2.8864    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    2.4741    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570   -1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690   -2.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3591   -2.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570   -2.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7832   -2.8864    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  4 22  1  6
 23 22  2  0
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 27 26  2  0
 22 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283681

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 395.40

Molecular Weight (Monoisotopic): 395.1508

AlogP: 4.80

#Rotatable Bonds: 2

Polar Surface Area: 30.49

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.87

CX LogP: 5.03

CX LogD: 4.91

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.74

Np Likeness Score: 0.06

References

1. Wu YJ, Meanwell NA..  (2021)  Geminal Diheteroatomic Motifs: Some Applications of Acetals, Ketals, and Their Sulfur and Nitrogen Homologues in Medicinal Chemistry and Drug Design.,  64  (14.0): [PMID:34213340] [10.1021/acs.jmedchem.1c00790]

Source

Source(1):

• Scientific Literature