1-[(3R)-3-(4-Methoxyphenyl)hexyl]-1H-1,2,4-triazole

ID: ALA2228876

PubChem CID: 25170485

Max Phase: Preclinical

Molecular Formula: C15H21N3O

Molecular Weight: 259.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC[C@H](CCn1cncn1)c1ccc(OC)cc1

Standard InChI:  InChI=1S/C15H21N3O/c1-3-4-13(9-10-18-12-16-11-17-18)14-5-7-15(19-2)8-6-14/h5-8,11-13H,3-4,9-10H2,1-2H3/t13-/m1/s1

Standard InChI Key:  SCOUYOIYHUKZFE-CYBMUJFWSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.3982  -15.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971  -15.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1051  -16.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8148  -15.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8119  -15.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1033  -14.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6904  -14.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9828  -15.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750  -14.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5674  -15.0609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214  -14.7248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2747  -15.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835  -16.0399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4827  -15.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6902  -13.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3978  -13.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1056  -13.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5231  -16.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5244  -17.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  7 15  1  1
 15 16  1  0
 16 17  1  0
  4 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228876

   1-[(3R)-3-(4-methoxyphenyl)hexyl]-1,2,4-triazole

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: 259.35

Molecular Weight (Monoisotopic): 259.1685

AlogP: 3.26

#Rotatable Bonds: 7

Polar Surface Area: 39.94

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.07

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.77

Np Likeness Score: -0.81

References

1. Cao X, Li F, Hu M, Lu W, Yu GA, Liu SH..  (2008)  Chiral gamma-aryl-1H-1,2,4-triazole derivatives as highly potential antifungal agents: Design, synthesis, structure, and in vitro fungicidal activities.,  56  (23): [PMID:18998696] [10.1021/jf8026843]

2. Cao X, Hu M, Zhang J, Li F, Yang Y, Liu D, Liu SH..  (2009)  Determination of stereoselective interaction between enantiomers of chiral gamma-aryl-1H-1,2,4-triazole derivatives and Penicillium digitatum.,  57  (15): [PMID:19572650] [10.1021/jf901554x]

3. Cao X, Wang W, Wang S, Bao L..  (2017)  Asymmetric synthesis of novel triazole derivatives and their in vitro antiviral activity and mechanism of action.,  139  [PMID:28858766] [10.1016/j.ejmech.2017.08.057]

Source

Source(1):

• Scientific Literature