16,16-diethoxy-15,15-dimethyl-2-azoniatetracyclo[6.6.2.02,7.09,14]hexadeca-2(7),3,5,9(14),10,12-hexaene chloride

ID: ALA52124

Chembl Id: CHEMBL52124

PubChem CID: 9928805

Max Phase: Preclinical

Molecular Formula: C21H26ClNO2

Molecular Weight: 324.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC1(OCC)C2c3ccccc3C([n+]3ccccc32)C1(C)C.[Cl-]

Standard InChI:  InChI=1S/C21H26NO2.ClH/c1-5-23-21(24-6-2)18-15-11-7-8-12-16(15)19(20(21,3)4)22-14-10-9-13-17(18)22;/h7-14,18-19H,5-6H2,1-4H3;1H/q+1;/p-1

Standard InChI Key:  RAEOHAGJDWNAEH-UHFFFAOYSA-M

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: 324.44

Molecular Weight (Monoisotopic): 324.1958

AlogP: 3.82

#Rotatable Bonds: 4

Polar Surface Area: 22.34

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.12

CX LogD: 0.12

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: 0.27

References

1. Kumar V, Carabateas PM, Dority JA, Earley WG, Mallamo JP, Subramanyam C, Aimone LD, Ault B, DeHaven Hudkins DL, Miller MS..  (1995)  Novel NMDA antagonists: replacement of the pyridinium ring of 6,11-ethanobenzo[b]quinolizinium cations with heteroisoquinolinium cations.,  38  (10): [PMID:7752207] [10.1021/jm00010a028]

2. Subramanyam C, Mallamo JP, Dority JA, Earley WG, Kumar V, Aimone LD, Ault B, Miller MS, Luttinger DA, DeHaven-Hudkins DL..  (1995)  Discovery of 6,11-ethano-12,12-diaryl-6,11-dihydrobenzo[b]quinolizinium cations, a novel class of N-methyl-D-aspartate antagonists.,  38  (1): [PMID:7837234] [10.1021/jm00001a006]

3. Mallamo JP, Earley WG, Kumar V, Subramanyam C, Dority JA, Miller MS, DeHaven-Hudkins DL, Ault B, Herrmann JL, Dung JS..  (1994)  Identification, synthesis, and characterization of a unique class of N-methyl-D-aspartate antagonists. The 6,11-ethanobenzo[b]quinolizinium cation.,  37  (26): [PMID:7528282] [10.1021/jm00052a003]

4. Mallamo JP, Earley WG, Kumar V, Subramanyam C, Dority JA, Miller MS, DeHaven-Hudkins DL, Ault B, Herrmann JL, Dung JS..  (1994)  Identification, synthesis, and characterization of a unique class of N-methyl-D-aspartate antagonists. The 6,11-ethanobenzo[b]quinolizinium cation.,  37  (26): [PMID:7528282] [10.1021/jm00052a003]

5. Mallamo JP, Earley WG, Kumar V, Subramanyam C, Dority JA, Miller MS, DeHaven-Hudkins DL, Ault B, Herrmann JL, Dung JS..  (1994)  Identification, synthesis, and characterization of a unique class of N-methyl-D-aspartate antagonists. The 6,11-ethanobenzo[b]quinolizinium cation.,  37  (26): [PMID:7528282] [10.1021/jm00052a003]

Source

Source(1):

• Scientific Literature