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

ID: ALA4754130

PubChem CID: 118560969

Max Phase: Preclinical

Molecular Formula: C19H27FN2O2

Molecular Weight: 334.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN1CC2(CCN(CCc3cccc(F)c3)CC2)O[C@H](C)C1=O

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

Standard InChI Key:  MNYSMGPLHSJGLY-OAHLLOKOSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   36.7323   -3.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7282   -4.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4300   -4.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1403   -4.5388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1444   -3.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4382   -3.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3249   -2.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3249   -3.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0302   -4.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7355   -2.8973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0302   -2.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0302   -1.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6160   -2.4908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8454   -4.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5557   -4.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2608   -4.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2531   -5.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9573   -6.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6686   -5.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6713   -4.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9665   -4.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6188   -4.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9100   -3.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3802   -4.5602    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
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4754130

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

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: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.41

CX LogP: 2.10

CX LogD: 1.06

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -0.75

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