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

ID: ALA4206906

PubChem CID: 138549835

Max Phase: Preclinical

Molecular Formula: C18H16N4O3

Molecular Weight: 336.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc(-c3noc(C4CC4)n3)cc2)ccn1

Standard InChI:  InChI=1S/C18H16N4O3/c1-19-17(23)15-10-14(8-9-20-15)24-13-6-4-11(5-7-13)16-21-18(25-22-16)12-2-3-12/h4-10,12H,2-3H2,1H3,(H,19,23)

Standard InChI Key:  SLLKJZPJXJSDBY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    7.0300  -19.5581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0230  -20.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7282  -20.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4407  -20.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4437  -19.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7379  -19.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3122  -20.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6077  -20.3665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3058  -21.5978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8968  -20.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1462  -20.7996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8561  -20.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5582  -20.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5622  -19.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8556  -19.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2726  -19.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2661  -20.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9520  -19.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7182  -19.4116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2238  -18.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7693  -18.0903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9830  -18.3127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0403  -18.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7293  -19.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7609  -18.4166    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
 24 23  1  0
 25 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4206906

   ---

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: 336.35

Molecular Weight (Monoisotopic): 336.1222

AlogP: 3.16

#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: 2.69

CX LogD: 2.69

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.51

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