1-[(3S)-3-(4-Methoxyphenyl)pentyl]-1H-1,2,4-triazole

ID: ALA2228871

PubChem CID: 25170666

Max Phase: Preclinical

Molecular Formula: C14H19N3O

Molecular Weight: 245.33

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H19N3O/c1-3-12(8-9-17-11-15-10-16-17)13-4-6-14(18-2)7-5-13/h4-7,10-12H,3,8-9H2,1-2H3/t12-/m0/s1

Standard InChI Key:  XTFHBRLCGCCBDB-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   25.4842   -6.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4831   -7.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1911   -7.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9008   -7.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8980   -6.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1893   -6.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7764   -6.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0688   -6.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3610   -6.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6534   -6.6826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9074   -6.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3607   -6.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7695   -7.6616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5688   -7.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7762   -5.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4838   -5.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6091   -7.9085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3162   -7.4988    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  6
 15 16  1  0
  4 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228871

   1-[(3S)-3-(4-methoxyphenyl)pentyl]-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: 245.33

Molecular Weight (Monoisotopic): 245.1528

AlogP: 2.87

#Rotatable Bonds: 6

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: 2.75

CX LogD: 2.75

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.79

Np Likeness Score: -0.92

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