3-(4-methyl-1,2,3-thiadiazol-5-yl)-6-(3-(trifluoromethoxy)phenyl)-1,7a-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole

ID: ALA2228060

PubChem CID: 136224244

Max Phase: Preclinical

Molecular Formula: C13H9F3N6OS2

Molecular Weight: 386.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nnsc1C1=NNC2SC(c3cccc(OC(F)(F)F)c3)=NN12

Standard InChI:  InChI=1S/C13H9F3N6OS2/c1-6-9(25-21-17-6)10-18-19-12-22(10)20-11(24-12)7-3-2-4-8(5-7)23-13(14,15)16/h2-5,12,19H,1H3

Standard InChI Key:  UTOUCCMOLKNTBY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   10.4568   -9.3846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7898   -8.9024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1310   -9.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2025  -10.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3812  -10.1654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1286  -10.9467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7898  -11.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4549  -10.9467    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.3495   -9.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0925   -8.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2712   -8.3471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0190   -9.1286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6845   -9.6085    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5766   -7.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7917  -12.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0824  -12.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0820  -13.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7903  -13.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5045  -13.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5013  -12.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2178  -13.8850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2207  -14.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5103  -15.1174    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.9340  -15.1124    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.2137  -15.5266    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  1  0
  2  3  2  0
  3  5  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  4  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
  3  9  1  0
 10 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 15  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228060

   ---

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: 386.38

Molecular Weight (Monoisotopic): 386.0231

AlogP: 2.70

#Rotatable Bonds: 3

Polar Surface Area: 75.00

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.87

Np Likeness Score: -1.50

References

1. Fan Z, Yang Z, Zhang H, Mi N, Wang H, Cai F, Zuo X, Zheng Q, Song H..  (2010)  Synthesis, crystal structure, and biological activity of 4-methyl-1,2,3-thiadiazole-containing 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles.,  58  (5): [PMID:20014761] [10.1021/jf9029628]

Source

Source(1):

• Scientific Literature