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

ID: ALA4560911

PubChem CID: 155558595

Max Phase: Preclinical

Molecular Formula: C18H10F5N5O3

Molecular Weight: 439.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nnc(-c3cc(OC(F)(F)F)ccc3-n3cncn3)o2)c(F)c1F

Standard InChI:  InChI=1S/C18H10F5N5O3/c1-29-13-5-3-10(14(19)15(13)20)16-26-27-17(30-16)11-6-9(31-18(21,22)23)2-4-12(11)28-8-24-7-25-28/h2-8H,1H3

Standard InChI Key:  GQSIJIZTJDSDQV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.8897  -12.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7653  -11.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7642  -12.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4722  -12.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1819  -12.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1790  -11.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4704  -11.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4680  -10.2517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1745   -9.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1720   -9.0238    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.8834  -10.2475    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.8799   -9.4266    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.4720  -13.5235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8121  -14.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0645  -14.7836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8817  -14.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1343  -14.0066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9734  -13.5235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7733  -13.6948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1835  -12.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6370  -12.3783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9971  -12.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4045  -13.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2173  -13.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3976  -12.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2060  -12.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6176  -12.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4347  -12.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8485  -13.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6103  -11.5657    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.9846  -11.5760    0.0000 F   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
 27 28  1  0
 28 29  1  0
 26 30  1  0
 25 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560911

   ---

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: 439.30

Molecular Weight (Monoisotopic): 439.0704

AlogP: 4.17

#Rotatable Bonds: 5

Polar Surface Area: 88.09

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.54

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -1.31

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