(1S,4S)-2-(6-chloropyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane

ID: ALA1083027

PubChem CID: 10058979

Max Phase: Preclinical

Molecular Formula: C9H11ClN4

Molecular Weight: 210.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(N2C[C@@H]3C[C@H]2CN3)nn1

Standard InChI:  InChI=1S/C9H11ClN4/c10-8-1-2-9(13-12-8)14-5-6-3-7(14)4-11-6/h1-2,6-7,11H,3-5H2/t6-,7-/m0/s1

Standard InChI Key:  RDBYUTPLHXVJKE-BQBZGAKWSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
   -5.4547    0.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7439   -0.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0289    0.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0289    0.9966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7439    1.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1471    0.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3181    1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6050    0.9886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8894    1.4009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8850    2.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6054    2.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3165    2.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1694    2.6377    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7439    2.2401    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7439   -1.0632    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4599    0.1716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  4  7  1  0
 10 13  1  0
  5 14  1  6
  2 15  1  6
  1 16  1  0
 16  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1083027

   (1S,4S)-2-(6-chloropyridazin-3-yl)-2,5-diazabicyclo[2.2.1]heptane

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: 210.67

Molecular Weight (Monoisotopic): 210.0672

AlogP: 0.68

#Rotatable Bonds: 1

Polar Surface Area: 41.05

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.58

CX LogP: 0.77

CX LogD: -1.37

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.74

Np Likeness Score: -1.25

References

1. Li T, Bunnelle WH, Ryther KB, Anderson DJ, Malysz J, Helfrich R, Grønlien JH, Håkerud M, Peters D, Schrimpf MR, Gopalakrishnan M, Ji J..  (2010)  Syntheses and structure-activity relationship (SAR) studies of 2,5-diazabicyclo[2.2.1]heptanes as novel alpha7 neuronal nicotinic receptor (NNR) ligands.,  20  (12): [PMID:20472430] [10.1016/j.bmcl.2010.04.105]

Source

Source(1):

• Scientific Literature