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

ID: ALA1082315

PubChem CID: 46891586

Max Phase: Preclinical

Molecular Formula: C18H19N5

Molecular Weight: 305.38

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CN1C[C@@H]2C[C@H]1CN2c1ccc(-c2cccc3[nH]ccc23)nn1

Standard InChI:  InChI=1S/C18H19N5/c1-22-10-13-9-12(22)11-23(13)18-6-5-17(20-21-18)14-3-2-4-16-15(14)7-8-19-16/h2-8,12-13,19H,9-11H2,1H3/t12-,13-/m0/s1

Standard InChI Key:  WWJUMKBYECETBC-STQMWFEESA-N

Molfile:  

     RDKit          2D

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   15.3188  -21.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1335  -21.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5394  -20.3771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1335  -19.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3188  -19.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9059  -20.3771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3515  -20.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7585  -21.0857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5719  -21.0880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9841  -20.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5737  -19.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7581  -19.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0912  -20.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3125  -20.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3125  -18.8467    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1271  -21.8952    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.8097  -20.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0462  -19.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2212  -19.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4635  -20.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0540  -21.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2237  -21.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9642  -21.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6340  -22.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3074  -21.8930    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 22  2  0
  1  2  1  0
 20 18  1  0
  1  6  1  0
 18 19  2  0
 19 17  1  0
 10 17  1  0
 20 21  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
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 23 24  2  0
 24 25  1  0
 25 21  1  0
M  END

Associated Targets(Human)

CHRNA7 Tchem Neuronal acetylcholine receptor protein alpha-7 subunit (3524 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Chrna7 Neuronal acetylcholine receptor protein alpha-7 subunit (3047 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 305.38Molecular Weight (Monoisotopic): 305.1640AlogP: 2.52#Rotatable Bonds: 2
Polar Surface Area: 48.05Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 7.68CX LogP: 2.47CX LogD: 2.00
Aromatic Rings: 3Heavy Atoms: 23QED Weighted: 0.79Np Likeness Score: -0.65

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