(R)-4-ethyl-9-(4-fluorophenethyl)-2-methyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one

ID: ALA4788650

PubChem CID: 162669410

Max Phase: Preclinical

Molecular Formula: C19H27FN2O2

Molecular Weight: 334.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN1CC2(CCN(CCc3ccc(F)cc3)CC2)O[C@H](C)C1=O

Standard InChI:  InChI=1S/C19H27FN2O2/c1-3-22-14-19(24-15(2)18(22)23)9-12-21(13-10-19)11-8-16-4-6-17(20)7-5-16/h4-7,15H,3,8-14H2,1-2H3/t15-/m1/s1

Standard InChI Key:  FCUAEDWJSLQAOZ-OAHLLOKOSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   37.5991  -11.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5949  -12.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2967  -12.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0070  -12.5828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.0112  -11.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3049  -11.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1917  -10.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1917  -11.7585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8969  -12.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6022  -10.9413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8969  -10.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8969   -9.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4828  -10.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7121  -12.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4224  -12.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1275  -13.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1198  -13.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8240  -14.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5354  -13.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5380  -13.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8332  -12.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4855  -12.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7768  -11.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2410  -14.2443    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  1  0
  9  1  1  0
  1 10  1  0
 10 11  1  0
 11 12  1  1
  7 13  2  0
  4 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  8 22  1  0
 22 23  1  0
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4788650

   ---

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: 334.44

Molecular Weight (Monoisotopic): 334.2057

AlogP: 2.47

#Rotatable Bonds: 4

Polar Surface Area: 32.78

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.74

CX LogP: 2.10

CX LogD: 0.75

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -0.61

References

1. García M,Virgili M,Alonso M,Alegret C,Farran J,Fernández B,Bordas M,Pascual R,Burgueño J,Vidal-Torres A,Fernández de Henestrosa AR,Ayet E,Merlos M,Vela JM,Plata-Salamán CR,Almansa C.  (2020)  Discovery of EST73502, a Dual μ-Opioid Receptor Agonist and σ Receptor Antagonist Clinical Candidate for the Treatment of Pain.,  63  (24): [PMID:33064947] [10.1021/acs.jmedchem.0c01127]

Source

Source(1):

• Scientific Literature