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

ID: ALA4087050

PubChem CID: 137642243

Max Phase: Preclinical

Molecular Formula: C13H18IN

Molecular Weight: 188.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+]12CCCC1c1ccccc1CC2.[I-]

Standard InChI:  InChI=1S/C13H18N.HI/c1-14-9-4-7-13(14)12-6-3-2-5-11(12)8-10-14;/h2-3,5-6,13H,4,7-10H2,1H3;1H/q+1;/p-1

Standard InChI Key:  LOYQHWLBTCKUNI-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    1.5477   -4.4244    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.2095   -4.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9192   -3.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9163   -2.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2077   -2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5015   -3.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5055   -2.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -3.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7974   -4.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0971   -2.8452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8025   -2.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6400   -1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8341   -1.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4987   -2.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3867   -3.2481    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
 10 15  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: 188.29

Molecular Weight (Monoisotopic): 188.1434

AlogP: 2.52

#Rotatable Bonds: ┄

Polar Surface Area: 0.00

Molecular Species: NEUTRAL

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.74

CX LogD: -1.74

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.55

Np Likeness Score: 1.00

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