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

ID: ALA235785

PubChem CID: 11653358

Max Phase: Preclinical

Molecular Formula: C15H8Cl2F3N3

Molecular Weight: 358.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cc(Cl)c(-n2nncc2-c2ccccc2)c(Cl)c1

Standard InChI:  InChI=1S/C15H8Cl2F3N3/c16-11-6-10(15(18,19)20)7-12(17)14(11)23-13(8-21-22-23)9-4-2-1-3-5-9/h1-8H

Standard InChI Key:  QMZUSVDSLQQUJW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    2.1098  -10.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8949  -10.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8982   -9.5819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1116   -9.3245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6285   -9.9921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4493   -9.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0412   -9.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7831   -9.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1972   -9.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7812  -10.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417  -10.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0222   -9.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8542  -10.0264    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0405   -9.1648    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958  -10.8142    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.4568  -11.4176    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4560   -8.5632    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8526  -11.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457  -11.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7884  -12.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3389  -13.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500  -12.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4035  -12.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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  2  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 20 21  2  0
  5  1  1  0
 21 22  1  0
 10 11  2  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA235785

   1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-5-phenyl-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: 358.15

Molecular Weight (Monoisotopic): 357.0047

AlogP: 5.26

#Rotatable Bonds: 2

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: 0.25

CX LogP: 5.33

CX LogD: 5.33

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -1.46

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