3-(4-Methoxyphenyl)-5-(quinuclidin-3-ylmethyl)-1,2,4-oxadiazole methiodide

ID: ALA4475311

PubChem CID: 155537375

Max Phase: Preclinical

Molecular Formula: C18H24IN3O2

Molecular Weight: 314.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2noc(CC3C[N+]4(C)CCC3CC4)n2)cc1.[I-]

Standard InChI:  InChI=1S/C18H24N3O2.HI/c1-21-9-7-13(8-10-21)15(12-21)11-17-19-18(20-23-17)14-3-5-16(22-2)6-4-14;/h3-6,13,15H,7-12H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  UHXPEBBXSNQKNU-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   14.2018  -13.6125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   15.6558  -13.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8770  -12.7380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9407  -12.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1550  -13.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9097  -11.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2709  -11.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4763  -12.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3044  -11.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6968  -11.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3609  -12.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3560  -13.2597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1389  -13.5202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6287  -12.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1484  -12.1853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4496  -12.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8564  -13.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6807  -13.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0992  -12.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6873  -12.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8644  -12.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9242  -12.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3326  -13.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8723  -13.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  1  0
  3  5  1  0
  3  6  1  0
  4  7  1  0
  5  8  1  0
  6  9  1  0
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  2  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 14 16  1  0
 19 22  1  0
 22 23  1  0
  3 24  1  0
M  CHG  2   1  -1   3   1
M  END

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: 314.41

Molecular Weight (Monoisotopic): 314.1863

AlogP: 2.77

#Rotatable Bonds: 4

Polar Surface Area: 48.15

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.60

CX LogD: -1.60

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: -0.60

References

1. Quadri M, Silnović A, Matera C, Horenstein NA, Stokes C, De Amici M, Papke RL, Dallanoce C..  (2018)  Novel 5-(quinuclidin-3-ylmethyl)-1,2,4-oxadiazoles to investigate the activation of the α7 nicotinic acetylcholine receptor subtype: Synthesis and electrophysiological evaluation.,  160  [PMID:30342362] [10.1016/j.ejmech.2018.10.015]

Source

Source(1):

• Scientific Literature