2,2-Dimethyl-6-methoxy-1,2,3,4-tetrahydroisoquinolin-2-ium iodide

ID: ALA4097677

PubChem CID: 137661099

Max Phase: Preclinical

Molecular Formula: C12H18INO

Molecular Weight: 192.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CC[N+](C)(C)C2.[I-]

Standard InChI:  InChI=1S/C12H18NO.HI/c1-13(2)7-6-10-8-12(14-3)5-4-11(10)9-13;/h4-5,8H,6-7,9H2,1-3H3;1H/q+1;/p-1

Standard InChI Key:  YWASSVRYTISOMT-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
   10.5162  -20.3803    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    9.7650  -21.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5822  -21.6308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1772  -20.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7033  -22.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4130  -22.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4102  -21.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7015  -21.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9953  -22.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9994  -21.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2956  -21.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5791  -22.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2874  -22.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1213  -22.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1226  -23.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  9  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 10  1  0
  9 10  2  0
  9 13  1  0
 10 11  1  0
 11  3  1  0
  3 12  1  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
M  CHG  2   1  -1   3   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: 192.28

Molecular Weight (Monoisotopic): 192.1383

AlogP: 1.83

#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: -2.37

CX LogD: -2.37

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.62

Np Likeness Score: 0.56

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