(R)-1,2,3,5,6,11b-hexahydro-[1,3]dioxolo[4,5-g]pyrrolo[2,1-a]isoquinoline

ID: ALA4064684

PubChem CID: 137635810

Max Phase: Preclinical

Molecular Formula: C13H15NO2

Molecular Weight: 217.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1c2c(cc3c1OCO3)[C@H]1CCCN1CC2

Standard InChI:  InChI=1S/C13H15NO2/c1-2-11-10-7-13-12(15-8-16-13)6-9(10)3-5-14(11)4-1/h6-7,11H,1-5,8H2/t11-/m1/s1

Standard InChI Key:  JIMJBWVPDMZLDI-LLVKDONJSA-N

Molfile:  

     RDKit          2D

 17 20  0  0  0  0  0  0  0  0999 V2000
   11.2756   -5.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2738   -3.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5590   -4.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5630   -3.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1332   -4.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8463   -5.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1373   -3.7615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8514   -3.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6869   -2.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8711   -2.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5316   -3.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5657   -2.9370    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9911   -3.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9914   -4.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7797   -4.8451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2665   -4.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7791   -3.5042    0.0000 O   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  1
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4064684

   ---

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: 217.27

Molecular Weight (Monoisotopic): 217.1103

AlogP: 2.11

#Rotatable Bonds: ┄

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: 9.07

CX LogP: 2.04

CX LogD: 0.37

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.66

Np Likeness Score: 0.53

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