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

ID: ALA1083303

PubChem CID: 46891529

Max Phase: Preclinical

Molecular Formula: C17H18N6

Molecular Weight: 306.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C[C@@H]2C[C@H]1CN2c1ccc(-c2ccc3[nH]ncc3c2)nn1

Standard InChI:  InChI=1S/C17H18N6/c1-22-9-14-7-13(22)10-23(14)17-5-4-15(20-21-17)11-2-3-16-12(6-11)8-18-19-16/h2-6,8,13-14H,7,9-10H2,1H3,(H,18,19)/t13-,14-/m0/s1

Standard InChI Key:  YFKOVEAYCFZGHJ-KBPBESRZSA-N

Molfile:  

     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
   14.1473  -16.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9618  -16.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3678  -15.6501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9618  -14.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1473  -14.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7344  -15.6501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1797  -15.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5867  -16.3587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4001  -16.3610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8123  -15.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4018  -14.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5862  -14.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9198  -15.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1409  -15.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1409  -14.1199    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9555  -17.1680    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.6377  -15.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8741  -14.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0491  -14.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0516  -16.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2914  -15.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8784  -16.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4324  -16.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1878  -16.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1005  -15.8275    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:

   

   ALA1083303

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

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: 306.37

Molecular Weight (Monoisotopic): 306.1593

AlogP: 1.91

#Rotatable Bonds: 2

Polar Surface Area: 60.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.67

CX Basic pKa: 7.69

CX LogP: 1.69

CX LogD: 1.22

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -1.30

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