9-Methoxy-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline

ID: ALA4102579

PubChem CID: 137658478

Max Phase: Preclinical

Molecular Formula: C13H17NO

Molecular Weight: 203.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)C1CCCN1CC2

Standard InChI:  InChI=1S/C13H17NO/c1-15-11-5-4-10-6-8-14-7-2-3-13(14)12(10)9-11/h4-5,9,13H,2-3,6-8H2,1H3

Standard InChI Key:  XRXHNMAIEJGUEL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 17  0  0  0  0  0  0  0  0999 V2000
   44.5697  -24.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2835  -23.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2806  -23.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5679  -22.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8575  -23.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8616  -23.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4408  -23.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1494  -24.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4449  -23.0397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.1544  -22.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9919  -21.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1819  -21.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8465  -22.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9909  -22.6274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.7043  -23.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  5  8  1  0
  6 10  1  0
  9  7  1  0
  7  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  9  1  0
  3 14  1  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4102579

   ---

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: 203.28

Molecular Weight (Monoisotopic): 203.1310

AlogP: 2.39

#Rotatable Bonds: 1

Polar Surface Area: 12.47

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.56

CX LogP: 2.26

CX LogD: 0.12

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.69

Np Likeness Score: 0.03

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