(11bS)-4-methyl-2,3,4,5,6,11b-hexahydro-1H-[1,3]dioxolo[4,5-g]pyrrolo[2,1-a]isoquinolin-4-ium iodide

ID: ALA4086188

PubChem CID: 24823533

Max Phase: Preclinical

Molecular Formula: C14H19NO2

Molecular Weight: 233.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)[C@@H]1CCCN1CC2

Standard InChI:  InChI=1S/C14H19NO2/c1-16-13-8-10-5-7-15-6-3-4-12(15)11(10)9-14(13)17-2/h8-9,12H,3-7H2,1-2H3/t12-/m0/s1

Standard InChI Key:  MVIOZTSBCZNBFR-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   20.1970  -11.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1952  -10.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4803  -11.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4845  -10.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0548  -11.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7678  -11.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0590  -10.5450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7728  -10.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6085   -9.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7928   -9.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4533   -9.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4871   -9.7206    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9124  -10.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9127  -11.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6259  -10.1299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6284  -11.7829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3413  -10.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3416  -11.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0
  1 14  2  0
 13  2  2  0
  2  4  1  0
  3  4  2  0
  3  6  1  0
  4  8  1  0
  7  5  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  8 12  1  6
 13 14  1  0
 13 15  1  0
 14 16  1  0
 15 17  1  0
 16 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086188

   (10bS)-8,9-dimethoxy-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline

Molecule Features

Natural Product: Yes

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: 233.31

Molecular Weight (Monoisotopic): 233.1416

AlogP: 2.40

#Rotatable Bonds: 2

Polar Surface Area: 21.70

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.12

CX LogP: 2.10

CX LogD: 0.38

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.78

Np Likeness Score: 0.35

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