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

ID: ALA4212210

PubChem CID: 145966717

Max Phase: Preclinical

Molecular Formula: C19H18N4O3

Molecular Weight: 350.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc(-c3noc(C4CC4)n3)cc2C)ccn1

Standard InChI:  InChI=1S/C19H18N4O3/c1-11-9-13(17-22-19(26-23-17)12-3-4-12)5-6-16(11)25-14-7-8-21-15(10-14)18(24)20-2/h5-10,12H,3-4H2,1-2H3,(H,20,24)

Standard InChI Key:  DSWSGDBQWYQXFT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    4.1657   -3.7467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587   -4.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8639   -4.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5764   -4.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5794   -3.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8736   -3.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -4.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7434   -4.5551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4415   -5.7864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325   -4.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2819   -4.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9918   -4.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6940   -4.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6979   -3.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9913   -3.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4083   -3.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4018   -4.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0877   -3.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8539   -3.6002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3595   -2.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9050   -2.2789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1187   -2.5013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1760   -2.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2838   -3.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8626   -3.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8942   -2.6090    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
 25 23  1  0
 26 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4212210

   ---

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: 350.38

Molecular Weight (Monoisotopic): 350.1379

AlogP: 3.47

#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: 3.19

CX LogD: 3.19

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -1.52

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