(+/-)-Epibatidine

ID: ALA4562737

PubChem CID: 14976739

Max Phase: Preclinical

Molecular Formula: C11H13ClN2

Molecular Weight: 208.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(C2C[C@@H]3CC[C@H]2N3)cn1

Standard InChI:  InChI=1S/C11H13ClN2/c12-11-4-1-7(6-13-11)9-5-8-2-3-10(9)14-8/h1,4,6,8-10,14H,2-3,5H2/t8-,9?,10+/m0/s1

Standard InChI Key:  NLPRAJRHRHZCQQ-DJBFQZMMSA-N

Molfile:  

 
     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    8.6053   -5.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9354   -4.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5174   -4.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3069   -4.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3688   -3.5247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2397   -4.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9714   -5.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2231   -3.8548    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3028   -5.7368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9454   -4.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6553   -4.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3606   -4.2715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3564   -3.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6412   -3.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9388   -3.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0613   -3.0396    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  4  5  1  0
  5  3  1  0
  3  6  1  0
  6  7  1  0
  7  4  1  0
  3  8  1  6
  4  9  1  1
  6 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4562737

   (1R,4S)-2-(6-Chloropyridin-3-yl)-7-azabicyclo[2.2.1]heptane

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 208.69

Molecular Weight (Monoisotopic): 208.0767

AlogP: 2.34

#Rotatable Bonds: 1

Polar Surface Area: 24.92

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.54

CX LogP: 1.84

CX LogD: -1.04

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.72

Np Likeness Score: 0.83

References

1. Arias HR, Ortells MO, Feuerbach D, Burgos V, Paz C..  (2019)  Alkaloids Purified from Aristotelia chilensis Inhibit the Human α3β4 Nicotinic Acetylcholine Receptor with Higher Potencies Compared with the Human α4β2 and α7 Subtypes.,  82  (7): [PMID:31276409] [10.1021/acs.jnatprod.9b00314]

Source

Source(1):

• Scientific Literature