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

ID: ALA4071766

Chembl Id: CHEMBL4071766

PubChem CID: 58081870

Max Phase: Preclinical

Molecular Formula: C20H23N5O

Molecular Weight: 349.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2cnc(NC3=NC[C@@]4(CN5CCC4CC5)O3)nc2)c1

Standard InChI:  InChI=1S/C20H23N5O/c1-14-3-2-4-15(9-14)16-10-21-18(22-11-16)24-19-23-12-20(26-19)13-25-7-5-17(20)6-8-25/h2-4,9-11,17H,5-8,12-13H2,1H3,(H,21,22,23,24)/t20-/m0/s1

Standard InChI Key:  IHFSAWMMWMGJNC-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA4071766

   (R)-N-(5-m-tolylpyrimidin-2-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: 349.44

Molecular Weight (Monoisotopic): 349.1903

AlogP: 2.71

#Rotatable Bonds: 2

Polar Surface Area: 62.64

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.46

CX LogP: 3.08

CX LogD: 1.98

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.90

Np Likeness Score: -0.16

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