(S)-3-(4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl)quinuclidine

ID: ALA3745799

Chembl Id: CHEMBL3745799

PubChem CID: 70675110

Max Phase: Preclinical

Molecular Formula: C15H17FN4

Molecular Weight: 272.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(-c2cn([C@@H]3CN4CCC3CC4)nn2)cc1

Standard InChI:  InChI=1S/C15H17FN4/c16-13-3-1-11(2-4-13)14-9-20(18-17-14)15-10-19-7-5-12(15)6-8-19/h1-4,9,12,15H,5-8,10H2/t15-/m1/s1

Standard InChI Key:  AGNZBWKVIGAWTQ-OAHLLOKOSA-N

Alternative Forms

1. Parent:

   

   ALA3745799

   (3S)-3-[4-(4-fluorophenyl)triazol-1-yl]-1-azabicyclo[2.2.2]octane

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: 272.33

Molecular Weight (Monoisotopic): 272.1437

AlogP: 2.35

#Rotatable Bonds: 2

Polar Surface Area: 33.95

Molecular Species: BASE

HBA: 4

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.17

CX LogP: 2.57

CX LogD: 0.80

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.84

Np Likeness Score: -1.31

References

1. Ouach A, Pin F, Bertrand E, Vercouillie J, Gulhan Z, Mothes C, Deloye JB, Guilloteau D, Suzenet F, Chalon S, Routier S..  (2016)  Design of α7 nicotinic acetylcholine receptor ligands using the (het)Aryl-1,2,3-triazole core: Synthesis, in vitro evaluation and SAR studies.,  107  [PMID:26580980] [10.1016/j.ejmech.2015.11.001]

2. Sarasamkan J, Scheunemann M, Apaijai N, Palee S, Parichatikanond W, Arunrungvichian K, Fischer S, Chattipakorn S, Deuther-Conrad W, Schüürmann G, Brust P, Vajragupta O..  (2016)  Varying Chirality Across Nicotinic Acetylcholine Receptor Subtypes: Selective Binding of Quinuclidine Triazole Compounds.,  7  (10): [PMID:27774124] [10.1021/acsmedchemlett.6b00146]

Source

Source(1):

• Scientific Literature