(1S,4S)-5-(6-chloropyridazin-3-yl)-2,2-dimethyl-5-aza-2-azoniabicyclo[2.2.1]heptane iodide

ID: ALA1083279

PubChem CID: 10861492

Max Phase: Preclinical

Molecular Formula: C11H16ClIN4

Molecular Weight: 239.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+]1(C)C[C@@H]2C[C@H]1CN2c1ccc(Cl)nn1.[I-]

Standard InChI:  InChI=1S/C11H16ClN4.HI/c1-16(2)7-8-5-9(16)6-15(8)11-4-3-10(12)13-14-11;/h3-4,8-9H,5-7H2,1-2H3;1H/q+1;/p-1/t8-,9-;/m0./s1

Standard InChI Key:  BDQRCADDNGPCNL-OZZZDHQUSA-M

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -5.1563   -4.4063    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5807   -4.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5807   -5.5055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8699   -5.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1548   -5.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1548   -4.6806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8699   -4.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2730   -5.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4440   -4.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7308   -4.6886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0151   -4.2763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0107   -3.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7311   -3.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4424   -3.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2951   -3.0395    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.8699   -3.4370    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8699   -6.7405    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3908   -5.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8017   -6.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  7  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6  9  1  0
 12 15  1  0
  7 16  1  6
  4 17  1  6
  3 18  1  0
  2  3  1  0
  3 19  1  0
M  CHG  2   1  -1   3   1
M  END

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: 239.73

Molecular Weight (Monoisotopic): 239.1058

AlogP: 1.17

#Rotatable Bonds: 1

Polar Surface Area: 29.02

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.96

CX LogP: -3.00

CX LogD: -3.00

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.69

Np Likeness Score: -0.78

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