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

ID: ALA4215735

PubChem CID: 145972562

Max Phase: Preclinical

Molecular Formula: C19H20N4O3

Molecular Weight: 352.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc(-c3noc(C(C)C)n3)c(C)c2)ccn1

Standard InChI:  InChI=1S/C19H20N4O3/c1-11(2)19-22-17(23-26-19)15-6-5-13(9-12(15)3)25-14-7-8-21-16(10-14)18(24)20-4/h5-11H,1-4H3,(H,20,24)

Standard InChI Key:  WCMYMZDKVKNPAZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   26.7127   -3.0946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7058   -3.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4109   -4.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1235   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1264   -3.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4207   -2.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9949   -4.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2904   -3.9030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9885   -5.1343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5795   -4.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8289   -4.3361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5389   -3.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2410   -4.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2449   -2.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5384   -3.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9554   -3.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9488   -3.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6347   -2.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4009   -2.9481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9065   -2.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4521   -1.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6658   -1.8492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7231   -2.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1040   -3.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1588   -1.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2465   -1.8926    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
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 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
 14 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4215735

   ---

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: 352.39

Molecular Weight (Monoisotopic): 352.1535

AlogP: 3.72

#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: 14.00

CX Basic pKa: 3.02

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.75

Np Likeness Score: -1.36

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