4-(1-(quinuclidin-3-yl)-1H-1,2,3-triazol-4-yl)phenol

ID: ALA4472617

PubChem CID: 122553341

Max Phase: Preclinical

Molecular Formula: C15H18N4O

Molecular Weight: 270.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2cn(C3CN4CCC3CC4)nn2)cc1

Standard InChI:  InChI=1S/C15H18N4O/c20-13-3-1-11(2-4-13)14-9-19(17-16-14)15-10-18-7-5-12(15)6-8-18/h1-4,9,12,15,20H,5-8,10H2

Standard InChI Key:  ZRCMYKLGYHVJGO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    5.7615  -23.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4874  -23.0994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9127  -22.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3016  -23.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3518  -22.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6256  -22.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4084  -22.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5924  -21.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1217  -22.3161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8633  -22.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4190  -22.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0208  -21.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2191  -21.5047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2362  -22.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6395  -22.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4560  -22.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8684  -22.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4584  -21.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6433  -21.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6856  -22.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  2  5  1  0
  3  6  1  0
  4  7  1  0
  5  8  1  0
  6  7  1  0
  6  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  7  9  1  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4472617

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 270.34

Molecular Weight (Monoisotopic): 270.1481

AlogP: 1.92

#Rotatable Bonds: 2

Polar Surface Area: 54.18

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.54

CX Basic pKa: 8.93

CX LogP: 1.57

CX LogD: 0.37

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: -0.61

References

1. 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