(3,9-Diazaspiro[5.5]undecan-3-yl)(m-tolyl)methanone

ID: ALA5187612

PubChem CID: 120489128

Max Phase: Preclinical

Molecular Formula: C17H24N2O

Molecular Weight: 272.39

Names and Identifiers

Canonical SMILES:  Cc1cccc(C(=O)N2CCC3(CCNCC3)CC2)c1

Standard InChI:  InChI=1S/C17H24N2O/c1-14-3-2-4-15(13-14)16(20)19-11-7-17(8-12-19)5-9-18-10-6-17/h2-4,13,18H,5-12H2,1H3

Standard InChI Key:  FRKWUXZCSLOPIC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   34.9861   -2.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7011   -3.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4131   -2.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4164   -1.9141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7014   -1.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9832   -1.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5603   -2.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5603   -3.5623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2748   -3.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9893   -3.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2748   -2.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1303   -1.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1324   -0.6730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8405   -1.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8388   -2.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5507   -3.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2646   -2.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2623   -1.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5499   -1.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9738   -1.4955    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 10  1  0
 10  1  1  0
  1 11  1  0
  4 12  1  0
 12 13  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 12 14  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5187612

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 272.39

Molecular Weight (Monoisotopic): 272.1889

AlogP: 2.60

#Rotatable Bonds: 1

Polar Surface Area: 32.34

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.33

CX LogP: 2.08

CX LogD: -0.68

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.85

Np Likeness Score: -1.05

References

1. Bavo F, de-Jong H, Petersen J, Falk-Petersen CB, Löffler R, Sparrow E, Rostrup F, Eliasen JN, Wilhelmsen KS, Barslund K, Bundgaard C, Nielsen B, Kristiansen U, Wellendorph P, Bogdanov Y, Frølund B..  (2021)  Structure-Activity Studies of 3,9-Diazaspiro[5.5]undecane-Based γ-Aminobutyric Acid Type A Receptor Antagonists with Immunomodulatory Effect.,  64  (24.0): [PMID:34908407] [10.1021/acs.jmedchem.1c00290]

Source

Source(1):

• Scientific Literature