4-(4-(5-Ethyl-1,2,4-oxadiazol-3-yl)-2-methylphenoxy)-N-methylpicolinamide

ID: ALA4217193

PubChem CID: 145971675

Max Phase: Preclinical

Molecular Formula: C18H18N4O3

Molecular Weight: 338.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1nc(-c2ccc(Oc3ccnc(C(=O)NC)c3)c(C)c2)no1

Standard InChI:  InChI=1S/C18H18N4O3/c1-4-16-21-17(22-25-16)12-5-6-15(11(2)9-12)24-13-7-8-20-14(10-13)18(23)19-3/h5-10H,4H2,1-3H3,(H,19,23)

Standard InChI Key:  PETPETWMXOFPEC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   30.0227  -24.5892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0158  -25.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7210  -25.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4335  -25.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4365  -24.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7307  -24.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3050  -25.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6005  -25.3976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2986  -26.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8896  -25.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1390  -25.8307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8489  -25.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5510  -25.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5550  -24.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8484  -24.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2654  -24.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2588  -25.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9447  -24.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7110  -24.4427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2165  -23.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7621  -23.1214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9758  -23.3438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0331  -23.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4140  -24.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1409  -24.2018    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
 15 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4217193

   ---

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: 338.37

Molecular Weight (Monoisotopic): 338.1379

AlogP: 3.15

#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: 3.13

CX LogD: 3.13

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.73

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