(2-Methylphenyl)(3,9-diazaspiro[5.5]undecan-3-yl)methanone

ID: ALA5208168

PubChem CID: 120489762

Max Phase: Preclinical

Molecular Formula: C17H24N2O

Molecular Weight: 272.39

Names and Identifiers

Canonical SMILES:  Cc1ccccc1C(=O)N1CCC2(CCNCC2)CC1

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

Standard InChI Key:  GKHRXUXSWQBUOH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   26.5360   -2.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2511   -3.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9632   -2.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9664   -2.1742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2514   -1.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5331   -2.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1102   -2.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1102   -3.8224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8247   -4.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5393   -3.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8247   -2.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6803   -1.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6824   -0.9330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3905   -2.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3889   -2.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1007   -3.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8146   -2.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8123   -2.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0999   -1.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0979   -0.9382    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
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208168

   ---

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: -0.93

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