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

ID: ALA5204910

PubChem CID: 97407968

Max Phase: Preclinical

Molecular Formula: C17H24N2O

Molecular Weight: 272.39

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)N2CCC3(CCNCC3)CC2)cc1

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

Standard InChI Key:  OJPBMIZUSSIFGI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    2.3686   -9.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0836   -9.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956   -9.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7989   -8.2536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0839   -7.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3657   -8.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9428   -9.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9428   -9.9018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6573  -10.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3718   -9.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6573   -8.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5127   -7.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2230   -8.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2213   -9.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9332   -9.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6471   -9.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6448   -8.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9324   -7.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3603   -9.4870    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
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5204910

   3,9-Diazaspiro[5.5]undecan-3-yl-(4-methylphenyl)methanone

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: -0.87

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