1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-5-pentyl-1H-1,2,3-triazole

ID: ALA236209

PubChem CID: 11631687

Max Phase: Preclinical

Molecular Formula: C14H14Cl2F3N3

Molecular Weight: 352.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCc1cnnn1-c1c(Cl)cc(C(F)(F)F)cc1Cl

Standard InChI:  InChI=1S/C14H14Cl2F3N3/c1-2-3-4-5-10-8-20-21-22(10)13-11(15)6-9(7-12(13)16)14(17,18)19/h6-8H,2-5H2,1H3

Standard InChI Key:  UMMILIJIYFWZHO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -0.4860    1.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2991    1.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3023    2.2431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4842    2.5005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9674    1.8329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7924    1.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2005    2.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247    2.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389    1.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0228    1.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2000    1.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2639    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0959    1.7986    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2822    2.6602    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2375    1.0108    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7849    0.4074    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857    3.2618    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432    0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1930   -0.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4502   -1.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1000   -1.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
 11  6  1  0
  1  2  2  0
  9 12  1  0
  5  6  1  0
 12 13  1  0
 12 14  1  0
  6  7  2  0
 12 15  1  0
  2  3  1  0
 11 16  1  0
  7  8  1  0
  7 17  1  0
  3  4  2  0
  1 18  1  0
  8  9  2  0
 18 19  1  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 20 21  1  0
  5  1  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA236209

   1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-5-pentyl-1H-1,2,3-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: 352.19

Molecular Weight (Monoisotopic): 351.0517

AlogP: 5.33

#Rotatable Bonds: 5

Polar Surface Area: 30.71

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.75

CX LogP: 5.82

CX LogD: 5.82

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -1.11

References

1. Alam MS, Huang J, Ozoe F, Matsumura F, Ozoe Y..  (2007)  Synthesis, 3D-QSAR, and docking studies of 1-phenyl-1H-1,2,3-triazoles as selective antagonists for beta3 over alpha1beta2gamma2 GABA receptors.,  15  (15): [PMID:17544280] [10.1016/j.bmc.2007.05.039]

Source

Source(1):

• Scientific Literature