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

ID: ALA4207432

PubChem CID: 138549833

Max Phase: Preclinical

Molecular Formula: C18H18N4O3

Molecular Weight: 338.37

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H18N4O3/c1-11(2)18-21-16(22-25-18)12-4-6-13(7-5-12)24-14-8-9-20-15(10-14)17(23)19-3/h4-11H,1-3H3,(H,19,23)

Standard InChI Key:  YOSWEZSCGRKAQU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.6233  -20.1029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6164  -20.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3216  -21.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0341  -20.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0371  -20.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3313  -19.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9055  -21.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2011  -20.9113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8991  -22.1426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4902  -21.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7396  -21.3444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4495  -20.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1516  -21.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1556  -19.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4490  -20.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8660  -20.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8594  -20.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5453  -19.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3116  -19.9564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8171  -19.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3627  -18.6351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5764  -18.8575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6337  -19.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0146  -20.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0694  -18.6546    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
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4207432

    ---

Associated Targets(Human)

H1-HeLa (123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

rhinovirus B14 (1052 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rhinovirus A21 (119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Biocomponents

Calculated Properties

Molecular Weight: 338.37Molecular Weight (Monoisotopic): 338.1379AlogP: 3.41#Rotatable Bonds: 5
Polar Surface Area: 90.14Molecular Species: NEUTRALHBA: 6HBD: 1
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 14.00CX Basic pKa: 3.02CX LogP: 3.16CX LogD: 3.16
Aromatic Rings: 3Heavy Atoms: 25QED Weighted: 0.77Np Likeness Score: -1.47

References

1. Kim J, Shin JS, Ahn S, Han SB, Jung YS..  (2018)  3-Aryl-1,2,4-oxadiazole Derivatives Active Against Human Rhinovirus.,  (7): [PMID:30034598] [10.1021/acsmedchemlett.8b00134]

Source