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

ID: ALA1083278

PubChem CID: 10443633

Max Phase: Preclinical

Molecular Formula: C10H13ClN4

Molecular Weight: 224.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C[C@H]2C[C@@H]1CN2c1ccc(Cl)nn1

Standard InChI:  InChI=1S/C10H13ClN4/c1-14-5-8-4-7(14)6-15(8)10-3-2-9(11)12-13-10/h2-3,7-8H,4-6H2,1H3/t7-,8-/m1/s1

Standard InChI Key:  WKMLUGOFDWMYKZ-HTQZYQBOSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   13.0520    1.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0520    0.3651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7628   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4779    0.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4779    1.1900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7628    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3597    0.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1887    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9019    1.1820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6177    1.5943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6220    2.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9016    2.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1903    2.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3376    2.8311    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.7628    2.4336    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7628   -0.8699    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3305   -0.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  3  7  1  0
  6  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  5  8  1  0
 11 14  1  0
  6 15  1  1
  3 16  1  1
  2 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1083278

   (1R,4R)-2-(6-chloropyridazin-3-yl)-5-methyl-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: 224.69

Molecular Weight (Monoisotopic): 224.0829

AlogP: 1.02

#Rotatable Bonds: 1

Polar Surface Area: 32.26

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.64

CX LogP: 1.16

CX LogD: 0.72

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.71

Np Likeness Score: -0.95

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