N-Methyl-4-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenoxy)picolinamide

ID: ALA4214736

PubChem CID: 138549834

Max Phase: Preclinical

Molecular Formula: C16H11F3N4O3

Molecular Weight: 364.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc(-c3noc(C(F)(F)F)n3)cc2)ccn1

Standard InChI:  InChI=1S/C16H11F3N4O3/c1-20-14(24)12-8-11(6-7-21-12)25-10-4-2-9(3-5-10)13-22-15(26-23-13)16(17,18)19/h2-8H,1H3,(H,20,24)

Standard InChI Key:  NHGFWYNSFVVIPH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   17.7484  -24.8987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7415  -25.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4466  -26.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1591  -25.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1621  -24.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4563  -24.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0306  -26.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3261  -25.7072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0242  -26.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6152  -26.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8646  -26.1402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5745  -25.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2767  -26.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2806  -24.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5740  -24.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9910  -24.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9845  -25.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6704  -24.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4366  -24.7523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9422  -24.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4877  -23.4310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7014  -23.6533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7587  -24.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1944  -23.4505    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.1397  -24.8648    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.5723  -24.1402    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 17  1  0
 16 14  1  0
 14 15  2  0
 15 12  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 18  2  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4214736

   ---

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: 364.28

Molecular Weight (Monoisotopic): 364.0783

AlogP: 3.30

#Rotatable Bonds: 4

Polar Surface Area: 90.14

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 14.00

CX Basic pKa: 3.02

CX LogP: 3.04

CX LogD: 3.04

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -1.42

References

1. Kim J, Shin JS, Ahn S, Han SB, Jung YS..  (2018)  3-Aryl-1,2,4-oxadiazole Derivatives Active Against Human Rhinovirus.,  9  (7): [PMID:30034598] [10.1021/acsmedchemlett.8b00134]

Source

Source(1):

• Scientific Literature