endo-3-(Pyridin-3-yl)bicyclo[2.2.1]heptan-2-amine

ID: ALA4550498

PubChem CID: 155555203

Max Phase: Preclinical

Molecular Formula: C12H16N2

Molecular Weight: 188.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H]1[C@@H]2CC[C@@H](C2)[C@H]1c1cccnc1

Standard InChI:  InChI=1S/C12H16N2/c13-12-9-4-3-8(6-9)11(12)10-2-1-5-14-7-10/h1-2,5,7-9,11-12H,3-4,6,13H2/t8-,9+,11-,12+/m0/s1

Standard InChI Key:  LOMLRBVYEJFUID-BSJXLVFVSA-N

Molfile:  

 
     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    3.9092   -3.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6293   -3.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465   -4.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5823   -3.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1744   -3.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9644   -3.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0274   -2.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6363   -4.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6322   -5.0303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3478   -3.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0674   -3.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0678   -2.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3427   -1.9656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6261   -2.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9644   -4.6838    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7578   -2.6079    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  5  1  1  0
  1  8  1  0
  8  6  1  0
  8  9  1  6
  7  5  1  0
  2 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  2  1  0
  6 15  1  1
  5 16  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4550498

   ---

Molecule Features

Natural Product: No

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: 188.27

Molecular Weight (Monoisotopic): 188.1313

AlogP: 1.92

#Rotatable Bonds: 1

Polar Surface Area: 38.91

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.03

CX LogP: 1.20

CX LogD: -1.29

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.73

Np Likeness Score: 0.11

References

1. Manetti D, Garifulina A, Bartolucci G, Bazzicalupi C, Bellucci C, Chiaramonte N, Dei S, Di Cesare Mannelli L, Ghelardini C, Gratteri P, Spirova E, Shelukhina I, Teodori E, Varani K, Tsetlin V, Romanelli MN..  (2019)  New Rigid Nicotine Analogues, Carrying a Norbornane Moiety, Are Potent Agonists of α7 and α3* Nicotinic Receptors.,  62  (4): [PMID:30681854] [10.1021/acs.jmedchem.8b01372]

Source

Source(1):

• Scientific Literature