5-ethyl-3-(4'-propoxybiphenyl-4-yl)-1,2,4-oxadiazole

ID: ALA3110094

PubChem CID: 2258378

Max Phase: Preclinical

Molecular Formula: C19H20N2O2

Molecular Weight: 308.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(-c2ccc(-c3noc(CC)n3)cc2)cc1

Standard InChI:  InChI=1S/C19H20N2O2/c1-3-13-22-17-11-9-15(10-12-17)14-5-7-16(8-6-14)19-20-18(4-2)23-21-19/h5-12H,3-4,13H2,1-2H3

Standard InChI Key:  KIDNZWCWEXJSCA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.7619   -2.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3655   -1.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5402   -1.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1103   -2.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5117   -2.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3356   -2.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5861   -2.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9818   -2.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8058   -3.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2351   -2.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8344   -1.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0116   -1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0568   -2.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5276   -3.0043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3174   -2.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3348   -1.9412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5558   -1.6699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2855   -2.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -1.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0634   -1.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6660   -0.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9745   -3.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8709   -4.0834    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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  1  7  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 13  2  0
 10 13  1  0
  4 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3110094

   5-Ethyl-3-(4'-propoxybiphenyl-4-yl)-1,2,4-oxadiazole

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: 308.38

Molecular Weight (Monoisotopic): 308.1525

AlogP: 4.75

#Rotatable Bonds: 6

Polar Surface Area: 48.15

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.31

CX LogD: 5.31

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -1.58

References

1. Bourbeau MP, Siegmund A, Allen JG, Shu H, Fotsch C, Bartberger MD, Kim KW, Komorowski R, Graham M, Busby J, Wang M, Meyer J, Xu Y, Salyers K, Fielden M, Véniant MM, Gu W..  (2013)  Piperazine oxadiazole inhibitors of acetyl-CoA carboxylase.,  56  (24): [PMID:24294923] [10.1021/jm401601s]

Source

Source(1):

• Scientific Literature