1,2,3,5,6,10b-Hexahydropyrrolo[2,1-a]isoquinoline

ID: ALA4073899

Cas Number: 3327-29-5

PubChem CID: 12272373

Max Phase: Preclinical

Molecular Formula: C12H15N

Molecular Weight: 173.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)CCN1CCCC21

Standard InChI:  InChI=1S/C12H15N/c1-2-5-11-10(4-1)7-9-13-8-3-6-12(11)13/h1-2,4-5,12H,3,6-9H2

Standard InChI Key:  UFFWABKYFLFHDG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 15  0  0  0  0  0  0  0  0999 V2000
    8.8609  -29.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5747  -29.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5718  -28.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8591  -28.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1487  -29.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1528  -28.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7362  -29.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4406  -29.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7402  -28.6073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4497  -28.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2831  -27.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4731  -27.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1377  -28.0560    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
M  END

Alternative Forms

1. Parent:

   

   ALA4073899

   1,2,3,5,6,10b-Hexahydropyrrolo[2,1-a]isoquinoline

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: 173.26

Molecular Weight (Monoisotopic): 173.1204

AlogP: 2.38

#Rotatable Bonds: ┄

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.25

CX LogP: 2.42

CX LogD: -0.35

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.58

Np Likeness Score: -0.25

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