4-(4-(5-(Methoxymethyl)-1,2,4-oxadiazol-3-yl)phenoxy)-N-methylpicolinamide

ID: ALA4203081

PubChem CID: 138549826

Max Phase: Preclinical

Molecular Formula: C17H16N4O4

Molecular Weight: 340.34

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H16N4O4/c1-18-17(22)14-9-13(7-8-19-14)24-12-5-3-11(4-6-12)16-20-15(10-23-2)25-21-16/h3-9H,10H2,1-2H3,(H,18,22)

Standard InChI Key:  RNRAESWTNSEYNV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.4451  -25.0556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4382  -25.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1433  -26.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8559  -25.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8588  -25.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1531  -24.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7273  -26.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0228  -25.8640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7209  -27.0953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3119  -26.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5613  -26.2970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2713  -25.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9734  -26.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9773  -24.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2708  -25.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6878  -25.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6812  -25.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3671  -24.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1333  -24.9091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6389  -24.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1845  -23.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3982  -23.8102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4555  -24.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8364  -25.0217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4007  -25.7130    0.0000 C   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
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4203081

   ---

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: 340.34

Molecular Weight (Monoisotopic): 340.1172

AlogP: 2.43

#Rotatable Bonds: 6

Polar Surface Area: 99.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 14.00

CX Basic pKa: 3.02

CX LogP: 1.75

CX LogD: 1.75

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.58

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