4-Methyl-8,9-methylenedioxy-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolinium iodide

ID: ALA4101688

PubChem CID: 137660807

Max Phase: Preclinical

Molecular Formula: C14H18INO2

Molecular Weight: 232.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+]12CCCC1c1cc3c(cc1CC2)OCO3.[I-]

Standard InChI:  InChI=1S/C14H18NO2.HI/c1-15-5-2-3-12(15)11-8-14-13(16-9-17-14)7-10(11)4-6-15;/h7-8,12H,2-6,9H2,1H3;1H/q+1;/p-1

Standard InChI Key:  WTWBYKLODFKUNB-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   26.1254  -28.1766    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   26.9670  -30.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9653  -28.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2549  -29.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2589  -29.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8382  -29.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5467  -30.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8423  -29.0118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5518  -28.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3893  -27.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5793  -27.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2438  -28.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6780  -29.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6828  -29.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4670  -30.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9443  -29.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4592  -28.7533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1278  -29.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  2 14  2  0
 13  3  2  0
  3  5  1  0
  4  5  2  0
  4  7  1  0
  5  9  1  0
  8  6  1  0
  6  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
  8 18  1  0
M  CHG  2   1  -1   8   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: 232.30

Molecular Weight (Monoisotopic): 232.1332

AlogP: 2.25

#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: -2.12

CX LogD: -2.12

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.64

Np Likeness Score: 1.56

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