5'-phenyl-3'H-4-azaspiro[bicyclo[2.2.2]octane-2,2'-furo[2,3-b]pyridine]

ID: ALA189861

PubChem CID: 10085732

Max Phase: Preclinical

Molecular Formula: C19H20N2O

Molecular Weight: 292.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(-c2cnc3c(c2)CC2(CN4CCC2CC4)O3)cc1

Standard InChI:  InChI=1S/C19H20N2O/c1-2-4-14(5-3-1)16-10-15-11-19(22-18(15)20-12-16)13-21-8-6-17(19)7-9-21/h1-5,10,12,17H,6-9,11,13H2

Standard InChI Key:  GIRLVGYIIVFTLI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 26  0  0  0  0  0  0  0  0999 V2000
    2.8042   -0.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000    0.5333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167    0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1375   -0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5000    1.0708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417   -0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -0.3375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750   -0.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9292   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5167    0.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9750    0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3042    0.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3167   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667    0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0542   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417   -0.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5250   -0.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8917    0.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6917    0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3167   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9042   -0.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  6  1  0
  5  3  1  0
  6  1  1  0
  7  8  1  0
  8  1  1  0
  9  4  1  0
 10  9  2  0
 11  1  1  0
 12  5  2  0
 13 10  1  0
 14 11  1  0
 15 11  1  0
 16 15  1  0
 17 14  1  0
 18 13  2  0
 19 13  1  0
 20 19  2  0
 21 18  1  0
 22 20  1  0
  4  3  2  0
  7 16  1  0
 17  7  1  0
 12 10  1  0
 22 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA189861

   5'-Phenylspiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[2,3-b]pyridine]

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: 292.38

Molecular Weight (Monoisotopic): 292.1576

AlogP: 3.15

#Rotatable Bonds: 1

Polar Surface Area: 25.36

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.36

CX LogP: 3.18

CX LogD: 2.18

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.81

Np Likeness Score: 0.40

References

1. Jensen AA, Frølund B, Liljefors T, Krogsgaard-Larsen P..  (2005)  Neuronal nicotinic acetylcholine receptors: structural revelations, target identifications, and therapeutic inspirations.,  48  (15): [PMID:16033252] [10.1021/jm040219e]

Source

Source(1):

• Scientific Literature