2-Pyrimidin-5-yl-9-aza-bicyclo[4.2.1]non-2-ene

ID: ALA10886

PubChem CID: 44266905

Max Phase: Preclinical

Molecular Formula: C12H15N3

Molecular Weight: 201.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=C(c2cncnc2)C2CC[C@H](CC1)N2

Standard InChI:  InChI=1S/C12H15N3/c1-2-10-4-5-12(15-10)11(3-1)9-6-13-8-14-7-9/h3,6-8,10,12,15H,1-2,4-5H2/t10-,12?/m0/s1

Standard InChI Key:  PAOZWTXNJKJBTG-NUHJPDEHSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  1  0  0  0  0  0999 V2000
    1.8667   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -2.7250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667   -2.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7875   -2.2042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9417   -1.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2417   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8042   -3.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792   -4.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -2.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -2.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917   -4.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750   -4.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0477   -4.8146    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  1  1  0
  5 12  1  0
  6 13  2  0
  7  1  2  0
  8  3  1  0
  9  6  1  0
 10  2  1  0
 11  8  1  0
 12  4  2  0
 13  4  1  0
 14  7  1  0
 14 15  1  0
 10 15  1  0
 10 11  1  0
  9  5  2  0
 10 16  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA10886

   2-Pyrimidin-5-yl-9-aza-bicyclo[4.2.1]non-2-ene

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: 201.27

Molecular Weight (Monoisotopic): 201.1266

AlogP: 1.77

#Rotatable Bonds: 1

Polar Surface Area: 37.81

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.11

CX LogP: 1.01

CX LogD: -1.58

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.75

Np Likeness Score: 0.92

References

1. Gohlke H, Gündisch D, Schwarz S, Seitz G, Tilotta MC, Wegge T..  (2002)  Synthesis and nicotinic binding studies on enantiopure diazine analogues of the novel (2-chloro-5-pyridyl)-9-azabicyclo[4.2.1]non-2-ene UB-165.,  45  (5): [PMID:11855986] [10.1021/jm010936y]

2. Sharples CG, Karig G, Simpson GL, Spencer JA, Wright E, Millar NS, Wonnacott S, Gallagher T..  (2002)  Synthesis and pharmacological characterization of novel analogues of the nicotinic acetylcholine receptor agonist (+/-)-UB-165.,  45  (15): [PMID:12109907] [10.1021/jm020814l]

Source

Source(1):

• Scientific Literature