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

ID: ALA4210780

PubChem CID: 138549860

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)cc2C)ccn1

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

Standard InChI Key:  QVHZPWRHPSJMNL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   15.0409   -3.3422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0340   -4.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7391   -4.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4517   -4.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4546   -3.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7489   -2.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3231   -4.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6186   -4.1506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3167   -5.3819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9077   -4.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1571   -4.5837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8671   -4.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5692   -4.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5731   -2.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8666   -3.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2836   -3.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2770   -4.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9629   -2.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7291   -3.1958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2347   -2.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7803   -1.8744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9940   -2.0968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0513   -2.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1591   -2.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4322   -3.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4870   -1.8940    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
M  END

Alternative Forms

1. Parent:

   

   ALA4210780

   ---

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: 13.99

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: -1.50

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