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

ID: ALA1083615

PubChem CID: 46891587

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(-c2ccc3cc[nH]c3c2)nn1

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

Standard InChI Key:  GXDHZTRIXRWLLN-GJZGRUSLSA-N

Molfile:  

     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
   -4.8975  -26.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0829  -26.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6769  -25.3570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0829  -24.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8975  -24.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3104  -25.3570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8648  -25.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4578  -26.0657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444  -26.0679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2322  -25.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427  -24.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4582  -24.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1325  -25.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9039  -25.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9039  -23.8265    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0892  -26.8751    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4066  -25.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049  -24.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0074  -26.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8343  -26.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8299  -24.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2497  -25.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0593  -25.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398  -24.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3801  -24.0240    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 19  2  0
  1  2  1  0
 21 18  2  0
 18 17  1  0
 10 17  1  0
 20 19  1  0
  1  6  1  0
 22 20  2  0
  2  3  1  0
 21 22  1  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:

   

   ALA1083615

   6-(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: -0.75

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