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

ID: ALA2228869

PubChem CID: 25170872

Max Phase: Preclinical

Molecular Formula: C13H16ClN3

Molecular Weight: 249.75

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H16ClN3/c1-2-11(7-8-17-10-15-9-16-17)12-3-5-13(14)6-4-12/h3-6,9-11H,2,7-8H2,1H3/t11-/m0/s1

Standard InChI Key:  FGAHRGKCLCDNNS-NSHDSACASA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   11.5383   -6.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5372   -7.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2452   -8.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9549   -7.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9520   -6.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2434   -6.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8305   -6.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1229   -6.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4151   -6.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7075   -6.8683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9615   -6.5322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4148   -7.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8236   -7.8473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6229   -7.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8303   -5.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5379   -5.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6632   -8.0942    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA2228869

   1-[(3S)-3-(4-chlorophenyl)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: 249.75

Molecular Weight (Monoisotopic): 249.1033

AlogP: 3.52

#Rotatable Bonds: 5

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: 3.51

CX LogD: 3.51

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.81

Np Likeness Score: -1.28

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