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

ID: ALA4078302

PubChem CID: 137649812

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-/m0/s1

Standard InChI Key:  JIMJBWVPDMZLDI-NSHDSACASA-N

Molfile:  

     RDKit          2D

 17 20  0  0  0  0  0  0  0  0999 V2000
   11.7463  -11.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7445  -10.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0296  -11.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0338  -10.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6041  -11.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3171  -11.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6083  -10.5785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3222  -10.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1578   -9.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3421   -9.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0026  -10.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0364   -9.7540    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4617  -10.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4620  -11.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2500  -11.6618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7370  -10.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2496  -10.3212    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  6
 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:

   

   ALA4078302

   ---

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