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

ID: ALA4776924

PubChem CID: 118560963

Max Phase: Preclinical

Molecular Formula: C19H27FN2O2

Molecular Weight: 334.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN1CC2(CCN(CCc3ccccc3F)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)11-8-16-6-4-5-7-17(16)20/h4-7,15H,3,8-14H2,1-2H3/t15-/m1/s1

Standard InChI Key:  LYZONYJDSRWDIH-OAHLLOKOSA-N

Molfile:  

 
     RDKit          2D

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   25.5021  -19.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2039  -20.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9143  -19.6032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9184  -18.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2121  -18.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0989  -17.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0989  -18.7789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8042  -19.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5094  -17.9617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8042  -17.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8042  -16.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3900  -17.5552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6193  -20.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3296  -19.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0347  -20.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0270  -20.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7313  -21.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4426  -20.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4452  -20.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7404  -19.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3927  -19.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6840  -18.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7431  -18.8045    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  2  3  1  0
  3  4  1  0
  4  5  1  0
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  1 10  1  0
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 11 12  1  1
  7 13  2  0
  4 14  1  0
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 15 16  1  0
 16 17  2  0
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  8 22  1  0
 22 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776924

   (2R)-4-ethyl-9-[2-(2-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: 8.39

CX LogP: 2.10

CX LogD: 1.08

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -0.81

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