5-(6-((1S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl)pyridazin-3-yl)-1H-indole

ID: ALA1083304

PubChem CID: 46891530

Max Phase: Preclinical

Molecular Formula: C18H19N5

Molecular Weight: 305.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C[C@@H]2C[C@H]1CN2c1ccc(-c2ccc3[nH]ccc3c2)nn1

Standard InChI:  InChI=1S/C18H19N5/c1-22-10-15-9-14(22)11-23(15)18-5-4-17(20-21-18)12-2-3-16-13(8-12)6-7-19-16/h2-8,14-15,19H,9-11H2,1H3/t14-,15-/m0/s1

Standard InChI Key:  QFTDXJSULDICOM-GJZGRUSLSA-N

Molfile:  

     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
   -4.2996  -21.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4851  -21.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0791  -20.6628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4851  -19.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2996  -19.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7125  -20.6628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2672  -20.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8602  -21.3714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0468  -21.3737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6346  -20.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0451  -19.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8606  -19.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5270  -20.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3059  -20.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3059  -19.1326    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914  -22.1808    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1908  -20.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272  -19.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6022  -19.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047  -21.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445  -20.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4315  -21.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9855  -21.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7410  -21.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6536  -20.8403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
  6 13  1  0
  5 14  1  0
  2 14  1  0
  5 15  1  1
  2 16  1  1
 17 20  2  0
  1  2  1  0
 21 18  1  0
  1  6  1  0
 18 19  2  0
 19 17  1  0
 10 17  1  0
 22 20  1  0
  2  3  1  0
 21 22  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1083304

   5-(6-((1S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl)pyridazin-3-yl)-1H-indole

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: 305.38

Molecular Weight (Monoisotopic): 305.1640

AlogP: 2.52

#Rotatable Bonds: 2

Polar Surface Area: 48.05

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.69

CX LogP: 2.47

CX LogD: 2.00

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -0.80

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