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

ID: ALA1083281

PubChem CID: 16068385

Max Phase: Preclinical

Molecular Formula: C17H21IN4

Molecular Weight: 281.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+]1(C)C[C@@H]2C[C@H]1CN2c1ccc(-c2ccccc2)nn1.[I-]

Standard InChI:  InChI=1S/C17H21N4.HI/c1-21(2)12-14-10-15(21)11-20(14)17-9-8-16(18-19-17)13-6-4-3-5-7-13;/h3-9,14-15H,10-12H2,1-2H3;1H/q+1;/p-1/t14-,15-;/m0./s1

Standard InChI Key:  FHDXZGSLWZLETO-YYLIZZNMSA-M

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   14.4062   -5.0625    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   15.1321   -5.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1321   -6.0002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8383   -6.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5487   -6.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5487   -5.1809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8383   -4.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4377   -5.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2548   -4.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9633   -5.1888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6743   -4.7791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6786   -3.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9629   -3.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2564   -3.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8383   -3.9454    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8383   -7.2273    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3273   -5.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9126   -6.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3938   -3.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1099   -3.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8273   -3.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8297   -2.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1088   -2.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3944   -2.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  7 15  1  6
  4 16  1  6
  3 17  1  0
  2  3  1  0
  3 18  1  0
  2  7  1  0
  3  4  1  0
 19 20  2  0
  4  5  1  0
 20 21  1  0
  5  6  1  0
 21 22  2  0
  6  7  1  0
 22 23  1  0
  4  8  1  0
 23 24  2  0
 24 19  1  0
 12 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: 281.38

Molecular Weight (Monoisotopic): 281.1761

AlogP: 2.18

#Rotatable Bonds: 2

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: 3.45

CX LogP: -1.80

CX LogD: -1.80

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.79

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