(+/-)-12,12-Di(3-furyl)-6,11-ethano-9,10-methyleneoxy-6,11-dihydrobenzo[b]quinolizinium chloride

ID: ALA4524083

PubChem CID: 155543887

Max Phase: Preclinical

Molecular Formula: C19H17ClO3

Molecular Weight: 292.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.c1cc(C2(c3ccoc3)CCc3ccc4c(c3C2)OC4)co1

Standard InChI:  InChI=1S/C19H16O3.ClH/c1-2-14-10-22-18(14)17-9-19(6-3-13(1)17,15-4-7-20-11-15)16-5-8-21-12-16;/h1-2,4-5,7-8,11-12H,3,6,9-10H2;1H

Standard InChI Key:  PXWRZTFTXANPNG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    2.6312    0.3117    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190    2.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7492    1.4187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247    1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8946    2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1655    2.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5334    2.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5032    1.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2021    0.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1719    0.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4428   -0.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2561    0.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864   -1.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8406   -2.0186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -1.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9779   -0.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032   -1.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4147   -1.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9867   -2.3771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7289   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6154   -1.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2259    0.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  2  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 11 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
  8 23  2  0
 23  4  1  0
 23 12  1  0
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: 292.33

Molecular Weight (Monoisotopic): 292.1099

AlogP: 4.24

#Rotatable Bonds: 2

Polar Surface Area: 35.51

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: 1.06

References

1. Earley WG, Kumar V, Mallamo JP, Subramanyam C, Dority JA, Miller MS, DeHaven-Hudkins DL, Aimone LD, Kelly MD, Ault B..  (1995)  Novel benzo[b]quinolizinium cations as uncompetitive N-methyl-D-aspartic acid (NMDA) antagonists: the relationship between log D and agonist independent (closed) NMDA channel block.,  38  (18): [PMID:7658445] [10.1021/jm00018a018]

Source

Source(1):

• Scientific Literature