8-Methoxy-4-methyl-2,3,4,5,6,10b-hexahydro-1H-pyrrolo[2,1-a]isoquinolin-4-ium iodide

ID: ALA4067385

PubChem CID: 137632866

Max Phase: Preclinical

Molecular Formula: C14H20INO

Molecular Weight: 218.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CC[N+]1(C)CCCC21.[I-]

Standard InChI:  InChI=1S/C14H20NO.HI/c1-15-8-3-4-14(15)13-6-5-12(16-2)10-11(13)7-9-15;/h5-6,10,14H,3-4,7-9H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  KOLCADRWYFMZFP-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   45.1684  -27.5575    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   46.1009  -29.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.8147  -29.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.8118  -28.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0991  -28.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3887  -29.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3928  -28.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9720  -29.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6806  -29.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9761  -28.4918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6856  -28.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5231  -27.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7131  -27.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3777  -27.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.5271  -29.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   47.5284  -30.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2616  -28.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  7  1  0
  6  7  2  0
  6  9  1  0
  7 11  1  0
 10  8  1  0
  8  9  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
  3 15  1  0
 15 16  1  0
 10 17  1  0
M  CHG  2   1  -1  10   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: 218.32

Molecular Weight (Monoisotopic): 218.1539

AlogP: 2.53

#Rotatable Bonds: 1

Polar Surface Area: 9.23

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.90

CX LogD: -1.90

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.66

Np Likeness Score: 1.08

References

1. Crestey F, Jensen AA, Soerensen C, Magnus CB, Andreasen JT, Peters GHJ, Kristensen JL..  (2018)  Dual Nicotinic Acetylcholine Receptor α4β2 Antagonists/α7 Agonists: Synthesis, Docking Studies, and Pharmacological Evaluation of Tetrahydroisoquinolines and Tetrahydroisoquinolinium Salts.,  61  (4): [PMID:29384668] [10.1021/acs.jmedchem.7b01895]

Source

Source(1):

• Scientific Literature