(1'S,3'R,4'S)-N-(6-methoxypyrimidin-4-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine

ID: ALA4079623

Chembl Id: CHEMBL4079623

PubChem CID: 52920232

Max Phase: Preclinical

Molecular Formula: C14H19N5O2

Molecular Weight: 289.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(NC2=NC[C@@]3(CN4CCC3CC4)O2)ncn1

Standard InChI:  InChI=1S/C14H19N5O2/c1-20-12-6-11(16-9-17-12)18-13-15-7-14(21-13)8-19-4-2-10(14)3-5-19/h6,9-10H,2-5,7-8H2,1H3,(H,15,16,17,18)/t14-/m0/s1

Standard InChI Key:  OHUNPVCHRGBDHH-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA4079623

   (R)-N-(6-methoxypyrimidin-4-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine

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: 289.34

Molecular Weight (Monoisotopic): 289.1539

AlogP: 0.75

#Rotatable Bonds: 2

Polar Surface Area: 71.87

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.49

CX LogP: 1.27

CX LogD: 0.14

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.87

Np Likeness Score: 0.01

References

1. Iwuagwu C, King D, McDonald IM, Cook J, Zusi FC, Hill MD, Mate RA, Fang H, Knox R, Gallagher L, Post-Munson Amy Easton D, Miller R, Benitex Y, Siuciak J, Lodge N, Zaczek R, Morgan D, Bristow L, Macor JE, Olson RE..  (2017)  Design and synthesis of a novel series of 4-heteroarylamino-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octanes as α7 nicotinic receptor agonists 2. Development of 4-heteroaryl SAR.,  27  (5): [PMID:28169167] [10.1016/j.bmcl.2017.01.058]

Source

Source(1):

• Scientific Literature