(1S,4S)-2-(6-(benzo[b]thiophen-5-yl)pyridazin-3-yl)-5-methyl-2,5-diazabicyclo[2.2.1]heptane

ID: ALA1083302

PubChem CID: 46891528

Max Phase: Preclinical

Molecular Formula: C18H18N4S

Molecular Weight: 322.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C[C@@H]2C[C@H]1CN2c1ccc(-c2ccc3sccc3c2)nn1

Standard InChI:  InChI=1S/C18H18N4S/c1-21-10-15-9-14(21)11-22(15)18-5-3-16(19-20-18)12-2-4-17-13(8-12)6-7-23-17/h2-8,14-15H,9-11H2,1H3/t14-,15-/m0/s1

Standard InChI Key:  SLGFKQGLWGSOOE-GJZGRUSLSA-N

Molfile:  

     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
    4.4686  -16.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831  -16.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6890  -15.8756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831  -15.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4686  -15.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0557  -15.8756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5010  -15.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9080  -16.5842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7213  -16.5865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1335  -15.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7230  -15.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9076  -15.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2411  -15.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4621  -16.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4621  -14.3455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2767  -17.3936    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9590  -15.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1953  -15.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3703  -15.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3728  -16.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6126  -15.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1997  -16.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7537  -17.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5091  -16.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4218  -16.0531    0.0000 S   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:

   

   ALA1083302

   (1S,4S)-2-(6-(benzo[b]thiophen-5-yl)pyridazin-3-yl)-5-methyl-2,5-diazabicyclo[2.2.1]heptane

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: 322.44

Molecular Weight (Monoisotopic): 322.1252

AlogP: 3.25

#Rotatable Bonds: 2

Polar Surface Area: 32.26

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.69

CX LogP: 3.24

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -1.34

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