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

ID: ALA235787

PubChem CID: 44434484

Max Phase: Preclinical

Molecular Formula: C15H9Cl2F3N4

Molecular Weight: 373.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1c(-c2ccccc2)nnn1-c1c(Cl)cc(C(F)(F)F)cc1Cl

Standard InChI:  InChI=1S/C15H9Cl2F3N4/c16-10-6-9(15(18,19)20)7-11(17)13(10)24-14(21)12(22-23-24)8-4-2-1-3-5-8/h1-7H,21H2

Standard InChI Key:  PBZAEFOIGADQGW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   11.8223  -10.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6074  -10.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6107   -9.8819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8241   -9.6245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3410  -10.2921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3410  -10.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9328   -9.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1086   -9.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6944  -10.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1105  -11.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9334  -11.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8694  -10.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0374  -10.2639    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8512   -9.4648    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8959  -11.1142    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.3485  -11.7176    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.3476   -8.8632    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.2735  -11.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1797  -12.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8449  -12.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6005  -12.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6869  -11.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0206  -10.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5651  -11.7445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  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
 11  6  1  0
  1 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA235787

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

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: 373.17

Molecular Weight (Monoisotopic): 372.0156

AlogP: 4.84

#Rotatable Bonds: 2

Polar Surface Area: 56.73

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.41

CX LogP: 5.06

CX LogD: 5.06

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: -1.58

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