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

ID: ALA5198849

PubChem CID: 120489400

Max Phase: Preclinical

Molecular Formula: C16H21BrN2O

Molecular Weight: 337.26

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(Br)cc1)N1CCC2(CCNCC2)CC1

Standard InChI:  InChI=1S/C16H21BrN2O/c17-14-3-1-13(2-4-14)15(20)19-11-7-16(8-12-19)5-9-18-10-6-16/h1-4,18H,5-12H2

Standard InChI Key:  YEFPVBHFKHPWBV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   25.9887   -7.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7037   -8.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4158   -7.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4190   -7.0773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7040   -6.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9858   -7.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5629   -7.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5629   -8.7255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2774   -9.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9919   -8.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2774   -7.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1329   -6.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1351   -5.8362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8431   -7.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8415   -7.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5533   -8.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2672   -7.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2649   -7.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5525   -6.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9804   -8.3107    0.0000 Br  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:

   

   ALA5198849

   ---

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: 337.26

Molecular Weight (Monoisotopic): 336.0837

AlogP: 3.05

#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: 2.34

CX LogD: -0.42

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