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

ID: ALA397814

PubChem CID: 11653357

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(-n2cc(-c3ccccc3)nn2)c(Cl)c1

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

Standard InChI Key:  BIFRWXWQOHESSZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   14.6900   -5.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4752   -4.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4784   -4.0572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6918   -3.7998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2086   -4.4674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3835   -4.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9754   -3.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1511   -3.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7369   -4.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1530   -5.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9759   -5.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9119   -4.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0798   -4.5017    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.8936   -3.6401    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.9383   -5.2896    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.3910   -5.8930    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.3902   -3.0384    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.1412   -5.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0474   -6.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7128   -6.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4684   -6.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5547   -5.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8885   -5.0333    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
  2 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:

   

   ALA397814

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

CX LogP: 5.80

CX LogD: 5.80

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -1.56

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