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

ID: ALA4752386

PubChem CID: 118561057

Max Phase: Preclinical

Molecular Formula: C19H28N2O2

Molecular Weight: 316.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H]1OC2(CCN(CCc3ccccc3)CC2)CN(C)C1=O

Standard InChI:  InChI=1S/C19H28N2O2/c1-3-17-18(22)20(2)15-19(23-17)10-13-21(14-11-19)12-9-16-7-5-4-6-8-16/h4-8,17H,3,9-15H2,1-2H3/t17-/m1/s1

Standard InChI Key:  QKSGTKTUVCNJNZ-QGZVFWFLSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.0117  -20.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0075  -21.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7093  -21.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4197  -21.0519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4238  -20.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7175  -19.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6043  -19.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6043  -20.2275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3096  -20.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148  -19.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3096  -18.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954  -19.0038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1247  -21.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8350  -21.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5401  -21.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5324  -22.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2367  -22.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9480  -22.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9506  -21.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2458  -21.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8981  -20.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3096  -18.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0173  -17.7718    0.0000 C   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
  7 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  8 21  1  0
 11 22  1  1
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4752386

   (2R)-2-ethyl-4-methyl-9-(2-phenylethyl)-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: 316.45

Molecular Weight (Monoisotopic): 316.2151

AlogP: 2.33

#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: 8.99

CX LogP: 2.13

CX LogD: 0.53

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.85

Np Likeness Score: -0.22

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