(1S,4S)-2-(3-pyridinyl)-2,5-diazabicyclo[2.2.1]heptane

ID: ALA389964

Chembl Id: CHEMBL389964

PubChem CID: 9837971

Max Phase: Preclinical

Molecular Formula: C10H13N3

Molecular Weight: 175.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cncc(N2CC3CC2CN3)c1

Standard InChI:  InChI=1S/C10H13N3/c1-2-9(5-11-3-1)13-7-8-4-10(13)6-12-8/h1-3,5,8,10,12H,4,6-7H2

Standard InChI Key:  ZGHKBXCWIZHPBZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA389964

   2-(Pyridin-3-yl)-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: 175.24

Molecular Weight (Monoisotopic): 175.1109

AlogP: 0.63

#Rotatable Bonds: 1

Polar Surface Area: 28.16

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.67

CX LogP: 0.34

CX LogD: -1.90

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.68

Np Likeness Score: -0.74

References

1. Bunnelle WH, Daanen JF, Ryther KB, Schrimpf MR, Dart MJ, Gelain A, Meyer MD, Frost JM, Anderson DJ, Buckley M, Curzon P, Cao YJ, Puttfarcken P, Searle X, Ji J, Putman CB, Surowy C, Toma L, Barlocco D..  (2007)  Structure-activity studies and analgesic efficacy of N-(3-pyridinyl)-bridged bicyclic diamines, exceptionally potent agonists at nicotinic acetylcholine receptors.,  50  (15): [PMID:17585748] [10.1021/jm070018l]

2. Bunnelle WH, Daanen JF, Ryther KB, Schrimpf MR, Dart MJ, Gelain A, Meyer MD, Frost JM, Anderson DJ, Buckley M, Curzon P, Cao YJ, Puttfarcken P, Searle X, Ji J, Putman CB, Surowy C, Toma L, Barlocco D..  (2007)  Structure-activity studies and analgesic efficacy of N-(3-pyridinyl)-bridged bicyclic diamines, exceptionally potent agonists at nicotinic acetylcholine receptors.,  50  (15): [PMID:17585748] [10.1021/jm070018l]

3. Sippy KB, Anderson DJ, Bunnelle WH, Hutchins CW, Schrimpf MR..  (2009)  Preparation and characterization of N-(3-pyridinyl) spirocyclic diamines as ligands for nicotinic acetylcholine receptors.,  19  (6): [PMID:19232492] [10.1016/j.bmcl.2009.01.099]

4. Zhang HK, Eaton JB, Fedolak A, Gunosewoyo H, Onajole OK, Brunner D, Lukas RJ, Yu LF, Kozikowski AP..  (2016)  Synthesis and biological evaluation of novel hybrids of highly potent and selective α4β2-Nicotinic acetylcholine receptor (nAChR) partial agonists.,  124  [PMID:27639361] [10.1016/j.ejmech.2016.09.016]

Source

Source(1):

• Scientific Literature