2-(2-(1H-1,2,4-triazol-1-yl)-5-(trifluoromethoxy)phenyl)-5-(2-methoxypyridin-4-yl)-1,3,4-oxadiazole

ID: ALA4567091

PubChem CID: 155543925

Max Phase: Preclinical

Molecular Formula: C17H11F3N6O3

Molecular Weight: 404.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2nnc(-c3cc(OC(F)(F)F)ccc3-n3cncn3)o2)ccn1

Standard InChI:  InChI=1S/C17H11F3N6O3/c1-27-14-6-10(4-5-22-14)15-24-25-16(28-15)12-7-11(29-17(18,19)20)2-3-13(12)26-9-21-8-23-26/h2-9H,1H3

Standard InChI Key:  QVGARJDDCADCNR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   23.7785  -20.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6541  -18.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6530  -19.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3611  -20.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0707  -19.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0679  -18.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3593  -18.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3568  -17.7674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0633  -17.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0609  -16.5395    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.7722  -17.7632    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.7687  -16.9423    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.3609  -21.0392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7010  -21.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9533  -22.2993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7705  -22.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0231  -21.5223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8623  -21.0392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6622  -21.2105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0723  -20.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5258  -19.8940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8860  -20.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2933  -21.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1062  -21.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2864  -19.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0949  -19.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5064  -20.4951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4991  -19.0814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3163  -19.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  5  1  1  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
  1 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21  1  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 27  2  0
 26 25  2  0
 25 22  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567091

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 404.31

Molecular Weight (Monoisotopic): 404.0845

AlogP: 3.29

#Rotatable Bonds: 5

Polar Surface Area: 100.98

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.57

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.73

References

1. Reed CW, Washecheck JP, Quitlag MC, Jenkins MT, Rodriguez AL, Engers DW, Blobaum AL, Conn PJ, Niswender CM, Lindsley CW..  (2019)  Surveying heterocycles as amide bioisosteres within a series of mGlu7 NAMs: Discovery of VU6019278.,  29  (10): [PMID:30910459] [10.1016/j.bmcl.2019.03.016]

Source

Source(1):

• Scientific Literature