6,7-Methylenedioxy-2,2-dimethyl-1,2,3,4-tetrahydroisoquinolin-2-ium iodide

ID: ALA4073109

PubChem CID: 137640337

Max Phase: Preclinical

Molecular Formula: C12H16INO2

Molecular Weight: 206.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+]1(C)CCc2cc3c(cc2C1)OCO3.[I-]

Standard InChI:  InChI=1S/C12H16NO2.HI/c1-13(2)4-3-9-5-11-12(15-8-14-11)6-10(9)7-13;/h5-6H,3-4,7-8H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  CCAVELLKNATYAJ-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   33.0508  -15.5225    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   31.9282  -16.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7454  -16.5213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3368  -15.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8666  -17.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8648  -16.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1585  -17.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1626  -16.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4588  -16.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7423  -17.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4506  -17.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5734  -16.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5782  -17.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3582  -17.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8356  -16.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3505  -16.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  7  5  1  0
  5 13  2  0
 12  6  2  0
  6  8  1  0
  7  8  2  0
  7 11  1  0
  8  9  1  0
  9  3  1  0
  3 10  1  0
 10 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  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: 206.26

Molecular Weight (Monoisotopic): 206.1176

AlogP: 1.55

#Rotatable Bonds: ┄

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: -2.58

CX LogD: -2.58

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.60

Np Likeness Score: 0.91

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