quinuclidin-3-one O-[4-(isoxazol-3-yloxy)but-2-yn-1-yl]oxime methiodide

ID: ALA240764

PubChem CID: 44437265

Max Phase: Preclinical

Molecular Formula: C15H20IN3O3

Molecular Weight: 290.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+]12CCC(CC1)/C(=N/OCC#CCOc1ccon1)C2.[I-]

Standard InChI:  InChI=1S/C15H20N3O3.HI/c1-18-7-4-13(5-8-18)14(12-18)16-20-10-3-2-9-19-15-6-11-21-17-15;/h6,11,13H,4-5,7-10,12H2,1H3;1H/q+1;/p-1/b16-14+;

Standard InChI Key:  SHNGDBDNFQNEDJ-BACBYAOASA-M

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    3.2571   -6.9987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0585   -6.8187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1397   -6.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3843   -5.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8376   -6.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7067   -4.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0020   -5.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7026   -5.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4098   -6.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1304   -5.8622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4259   -5.3990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345   -4.9765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5753   -6.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -5.8546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7221   -5.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1129   -6.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646   -4.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4379   -5.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2154   -5.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4007   -4.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4200   -6.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8254   -7.3800    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
 10  5  1  0
  4  5  1  0
  6 11  1  0
  5  1  2  0
 11 12  1  0
  1  2  1  0
  6  7  1  0
  7  8  3  0
  2  3  1  0
  8  9  1  0
  3  4  2  0
 13 14  1  0
 13 15  1  0
 14 16  1  0
 14 17  1  0
 15 18  1  0
 16 19  1  0
 17 20  1  0
 18 19  1  0
 18 20  1  0
 15 12  2  0
  9 10  1  0
 14 21  1  0
M  CHG  2  14   1  22  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 290.34

Molecular Weight (Monoisotopic): 290.1499

AlogP: 1.30

#Rotatable Bonds: 4

Polar Surface Area: 56.85

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.03

CX LogP: -2.40

CX LogD: -2.40

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.36

Np Likeness Score: -0.33

References

1. Dallanoce C, De Amici M, Barocelli E, Bertoni S, Roth BL, Ernsberger P, De Micheli C..  (2007)  Novel oxotremorine-related heterocyclic derivatives: Synthesis and in vitro pharmacology at the muscarinic receptor subtypes.,  15  (24): [PMID:17889543] [10.1016/j.bmc.2007.09.003]

Source

Source(1):

• Scientific Literature