4-(4-(5-Isopropyl-1,2,4-oxadiazol-3-yl)-2,6-dimethylphenoxy)-N-methylpicolinamide

ID: ALA4206409

PubChem CID: 142556476

Max Phase: Preclinical

Molecular Formula: C20H22N4O3

Molecular Weight: 366.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2c(C)cc(-c3noc(C(C)C)n3)cc2C)ccn1

Standard InChI:  InChI=1S/C20H22N4O3/c1-11(2)20-23-18(24-27-20)14-8-12(3)17(13(4)9-14)26-15-6-7-22-16(10-15)19(25)21-5/h6-11H,1-5H3,(H,21,25)

Standard InChI Key:  UAHHWNAURYQQNC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   37.9512   -3.0285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9442   -3.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6494   -4.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3619   -3.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3649   -3.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6591   -2.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2334   -4.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5289   -3.8370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2270   -5.0683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8180   -4.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0674   -4.2700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7773   -3.8653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4794   -4.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4834   -2.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7768   -3.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1938   -3.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1872   -3.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8732   -2.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6394   -2.8821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.1450   -2.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6905   -1.5608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.9042   -1.7832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.9615   -2.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0693   -2.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3424   -2.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3972   -1.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4759   -5.0953    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
 15 24  1  0
 23 25  1  0
 23 26  1  0
 13 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4206409

   ---

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: 366.42

Molecular Weight (Monoisotopic): 366.1692

AlogP: 4.02

#Rotatable Bonds: 5

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: 13.99

CX Basic pKa: 3.02

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.73

Np Likeness Score: -1.25

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