12-Methyl-8-phenethyl-4-oxa-8,12-diazadispiro[2.1.5.3]-tridecan-13-one

ID: ALA4762816

PubChem CID: 118561105

Max Phase: Preclinical

Molecular Formula: C19H26N2O2

Molecular Weight: 314.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CC2(CCN(CCc3ccccc3)CC2)OC2(CC2)C1=O

Standard InChI:  InChI=1S/C19H26N2O2/c1-20-15-18(23-19(8-9-19)17(20)22)10-13-21(14-11-18)12-7-16-5-3-2-4-6-16/h2-6H,7-15H2,1H3

Standard InChI Key:  ZUGPOQBHNCDHMW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   24.7469   -2.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1596   -3.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5680   -2.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8653   -4.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8612   -5.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5630   -5.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2733   -5.5294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2775   -4.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5712   -4.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4580   -3.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4580   -4.7050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1632   -5.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8685   -3.8878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7491   -3.4813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9784   -5.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6887   -5.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3938   -5.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3861   -6.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0903   -7.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8016   -6.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8043   -5.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0995   -5.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7518   -5.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  1  3  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10 11  1  0
 10  2  1  0
 11 12  1  0
 12  4  1  0
  4 13  1  0
 13  2  1  0
 10 14  2  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 11 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762816

   12-Methyl-8-(2-phenylethyl)-4-oxa-8,12-diazadispiro[2.1.55.33]tridecan-13-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: 314.43

Molecular Weight (Monoisotopic): 314.1994

AlogP: 2.08

#Rotatable Bonds: 3

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: 8.94

CX LogP: 1.73

CX LogD: 0.18

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -0.16

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