1-[(3R)-3-(4-Fluorophenyl)heptyl]-1H-1,2,4-triazole

ID: ALA2228880

PubChem CID: 25170867

Max Phase: Preclinical

Molecular Formula: C15H20FN3

Molecular Weight: 261.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](CCn1cncn1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C15H20FN3/c1-2-3-4-13(9-10-19-12-17-11-18-19)14-5-7-15(16)8-6-14/h5-8,11-13H,2-4,9-10H2,1H3/t13-/m1/s1

Standard InChI Key:  WDPNKKGNWZRQSI-CYBMUJFWSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.5468  -19.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5456  -20.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2537  -20.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9634  -20.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9605  -19.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2519  -18.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390  -18.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1314  -19.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4236  -18.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160  -19.2253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9700  -18.8891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4233  -19.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8321  -20.2042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313  -20.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8388  -17.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5464  -17.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2542  -17.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618  -17.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6717  -20.4511    0.0000 F   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
 17 18  1  0
  4 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228880

   1-[(3R)-3-(4-fluorophenyl)heptyl]-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: 261.34

Molecular Weight (Monoisotopic): 261.1641

AlogP: 3.78

#Rotatable Bonds: 7

Polar Surface Area: 30.71

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.07

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: -1.14

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