8,9-Dimethoxy-4-methyl-2,3,4,5,6,10b-hexahydro-1H-pyrrolo[2,1-a]isoquinolin-4-ium iodide

ID: ALA4083684

PubChem CID: 12621483

Max Phase: Preclinical

Molecular Formula: C15H22INO2

Molecular Weight: 248.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)C1CCC[N+]1(C)CC2.[I-]

Standard InChI:  InChI=1S/C15H22NO2.HI/c1-16-7-4-5-13(16)12-10-15(18-3)14(17-2)9-11(12)6-8-16;/h9-10,13H,4-8H2,1-3H3;1H/q+1;/p-1

Standard InChI Key:  DYXDGMZLSAHNNL-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   32.3699  -27.6813    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   33.2900  -29.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0037  -29.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0009  -28.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2882  -28.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5819  -29.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5860  -28.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1652  -29.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8738  -29.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1693  -28.5248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8788  -28.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7122  -27.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9063  -27.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5668  -27.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7112  -28.1125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7162  -29.7622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7175  -30.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4246  -28.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4548  -28.9319    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
  4 15  1  0
  3 16  1  0
 16 17  1  0
 15 18  1  0
 10 19  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: 248.35

Molecular Weight (Monoisotopic): 248.1645

AlogP: 2.54

#Rotatable Bonds: 2

Polar Surface Area: 18.46

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -2.06

CX LogD: -2.06

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: 1.33

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