5-(Quinuclidin-3-ylmethyl)-3-(thiophen-2-yl)-1,2,4-oxadiazole methiodide

ID: ALA4474322

PubChem CID: 155536950

Max Phase: Preclinical

Molecular Formula: C15H20IN3OS

Molecular Weight: 290.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[N+]12CCC(CC1)C(Cc1nc(-c3cccs3)no1)C2.[I-]

Standard InChI:  InChI=1S/C15H20N3OS.HI/c1-18-6-4-11(5-7-18)12(10-18)9-14-16-15(17-19-14)13-3-2-8-20-13;/h2-3,8,11-12H,4-7,9-10H2,1H3;1H/q+1;/p-1

Standard InChI Key:  GLBOKBPDBHJAPW-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   26.2821   -9.3696    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   27.7258   -8.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9432   -8.5126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0122   -8.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2177   -8.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9762   -7.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3391   -7.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5406   -8.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3728   -6.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7720   -7.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4392   -8.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4345   -9.0368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2211   -9.2986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7134   -8.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2307   -7.9571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5384   -8.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0157   -9.3069    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.8020   -9.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8073   -8.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0243   -7.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9385   -9.3382    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
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
  3 21  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: 290.41

Molecular Weight (Monoisotopic): 290.1322

AlogP: 2.83

#Rotatable Bonds: 3

Polar Surface Area: 38.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.77

CX LogD: -1.77

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.82

Np Likeness Score: -1.22

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