3-(1-((1-phenyl-1H-1,2,3-triazol-4-yl)methyl)piperidin-4-yl)phenol

ID: ALA5283278

Max Phase: Preclinical

Molecular Formula: C20H22N4O

Molecular Weight: 334.42

Names and Identifiers

Canonical SMILES:  Oc1cccc(C2CCN(Cc3cn(-c4ccccc4)nn3)CC2)c1

Standard InChI:  InChI=1S/C20H22N4O/c25-20-8-4-5-17(13-20)16-9-11-23(12-10-16)14-18-15-24(22-21-18)19-6-2-1-3-7-19/h1-8,13,15-16,25H,9-12,14H2

Standard InChI Key:  COPMCELBSXFHKX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   -2.2475    2.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5330    3.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8211    2.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8211    1.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311    1.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2475    1.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311    0.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165    0.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165   -0.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311   -0.9458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458   -0.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458    0.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311   -1.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165   -2.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0631   -1.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888   -2.4611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0764   -3.1754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7304   -3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3140   -2.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7268   -1.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -1.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9622   -2.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5530   -3.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7283   -3.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9622    3.1788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  7  5  1  0
  7  8  1  0
  9  8  1  0
 10  9  1  0
 11 10  1  0
 12 11  1  0
  7 12  1  0
 10 13  1  0
 13 14  1  0
 15 14  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 16 19  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 19 24  1  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283278

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 334.42

Molecular Weight (Monoisotopic): 334.1794

AlogP: 3.35

#Rotatable Bonds: 4

Polar Surface Area: 54.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.07

CX Basic pKa: 7.06

CX LogP: 3.67

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -1.39

References

1. Zhuang T, Xiong J, Hao S, Du W, Liu Z, Liu B, Zhang G, Chen Y..  (2021)  Bifunctional μ opioid and σ₁ receptor ligands as novel analgesics with reduced side effects.,  223  [PMID:34175542] [10.1016/j.ejmech.2021.113658]

Source

Source(1):

• Scientific Literature