N-Methyl-4-(4-(5-methyl-1,2,4-oxadiazol-3-yl)phenoxy)picolinamide

ID: ALA4211277

PubChem CID: 138549896

Max Phase: Preclinical

Molecular Formula: C16H14N4O3

Molecular Weight: 310.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc(-c3noc(C)n3)cc2)ccn1

Standard InChI:  InChI=1S/C16H14N4O3/c1-10-19-15(20-23-10)11-3-5-12(6-4-11)22-13-7-8-18-14(9-13)16(21)17-2/h3-9H,1-2H3,(H,17,21)

Standard InChI Key:  WBQQHLLDUILVHP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   19.4612  -14.9645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4543  -15.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1594  -16.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8719  -15.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8749  -14.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1691  -14.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7434  -16.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0389  -15.7729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7370  -17.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3280  -16.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5774  -16.2060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2873  -15.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9895  -16.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9934  -14.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2868  -14.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7038  -14.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6973  -15.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4815  -14.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1377  -15.2225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8006  -14.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5510  -13.9665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7338  -13.9636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5768  -15.0002    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
M  END

Alternative Forms

1. Parent:

   

   ALA4211277

   ---

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: 310.31

Molecular Weight (Monoisotopic): 310.1066

AlogP: 2.59

#Rotatable Bonds: 4

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: 1.98

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -1.56

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