3-(3-Methyl-[1,2,4]oxadiazol-5-yl)-1-aza-bicyclo[2.2.2]octane

ID: ALA279356

Cas Number: 114724-64-0

PubChem CID: 9794157

Max Phase: Preclinical

Molecular Formula: C10H15N3O

Molecular Weight: 193.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1noc(C2CN3CCC2CC3)n1

Standard InChI:  InChI=1S/C10H15N3O/c1-7-11-10(14-12-7)9-6-13-4-2-8(9)3-5-13/h8-9H,2-6H2,1H3

Standard InChI Key:  CJZKUTNGRZKBRH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 16  0  0  0  0  0  0  0  0999 V2000
    0.7500   -2.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250   -2.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2167   -3.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375   -3.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792   -3.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3208   -4.1042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2167   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3208   -2.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8458   -3.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -3.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8458   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750   -3.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -2.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  5  1  0
  5  1  1  0
  6  2  1  0
  7  8  1  0
  8  3  1  0
  9  3  1  0
 10  9  1  0
 11  9  1  0
 12 10  1  0
 13 11  1  0
 14  6  1  0
  6  4  2  0
  7 13  1  0
  7 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA279356

   1-Azabicyclo[2.2.2]octane, 3-(3-methyl-1,2,4-oxadiazol-5-yl)-

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: 193.25

Molecular Weight (Monoisotopic): 193.1215

AlogP: 1.19

#Rotatable Bonds: 1

Polar Surface Area: 42.16

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.24

CX LogP: 0.92

CX LogD: -0.92

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.67

Np Likeness Score: -0.83

References

1. Saunders J, Cassidy M, Freedman SB, Harley EA, Iversen LL, Kneen C, MacLeod AM, Merchant KJ, Snow RJ, Baker R..  (1990)  Novel quinuclidine-based ligands for the muscarinic cholinergic receptor.,  33  (4): [PMID:2319559] [10.1021/jm00166a008]

2. Wadsworth HJ, Jenkins SM, Orlek BS, Cassidy F, Clark MS, Brown F, Riley GJ, Graves D, Hawkins J, Naylor CB..  (1992)  Synthesis and muscarinic activities of quinuclidin-3-yltriazole and -tetrazole derivatives.,  35  (7): [PMID:1560440] [10.1021/jm00085a016]

3. MacLeod AM, Baker R, Freedman SB, Patel S, Merchant KJ, Roe M, Saunders J..  (1990)  Synthesis and muscarinic activities of 1,2,4-thiadiazoles.,  33  (7): [PMID:2362286] [10.1021/jm00169a041]

4. Street LJ, Baker R, Book T, Kneen CO, MacLeod AM, Merchant KJ, Showell GA, Saunders J, Herbert RH, Freedman SB..  (1990)  Synthesis and biological activity of 1,2,4-oxadiazole derivatives: highly potent and efficacious agonists for cortical muscarinic receptors.,  33  (10): [PMID:2213823] [10.1021/jm00172a003]

5. Orlek BS, Blaney FE, Brown F, Clark MS, Hadley MS, Hatcher J, Riley GJ, Rosenberg HE, Wadsworth HJ, Wyman P..  (1991)  Comparison of azabicyclic esters and oxadiazoles as ligands for the muscarinic receptor.,  34  (9): [PMID:1895293] [10.1021/jm00113a009]

6. Street LJ, Baker R, Book T, Reeve AJ, Saunders J, Willson T, Marwood RS, Patel S, Freedman SB..  (1992)  Synthesis and muscarinic activity of quinuclidinyl- and (1-azanorbornyl)pyrazine derivatives.,  35  (2): [PMID:1732546] [10.1021/jm00080a014]

7. Dunbar PG, Durant GJ, Fang Z, Abuh YF, el-Assadi AA, Ngur DO, Periyasamy S, Hoss WP, Messer WS..  (1993)  Design, synthesis, and neurochemical evaluation of 5-(3-alkyl-1,2,4- oxadiazol-5-yl)-1,4,5,6-tetrahydropyrimidines as M1 muscarinic receptor agonists.,  36  (7): [PMID:8464038] [10.1021/jm00059a008]

8. Honda H, Tomizawa M, Casida JE..  (2007)  Insect muscarinic acetylcholine receptor: pharmacological and toxicological profiles of antagonists and agonists.,  55  (6): [PMID:17319687] [10.1021/jf0631934]

Source

Source(1):

• Scientific Literature