5-(2-(3-hydroxyphenyl)ethyl)-3-(4-(thiophen-3-yl)phenyl)-1,2,4-oxadiazole

ID: ALA4859292

PubChem CID: 164616440

Max Phase: Preclinical

Molecular Formula: C20H16N2O2S

Molecular Weight: 348.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cccc(CCc2nc(-c3ccc(-c4ccsc4)cc3)no2)c1

Standard InChI:  InChI=1S/C20H16N2O2S/c23-18-3-1-2-14(12-18)4-9-19-21-20(22-24-19)16-7-5-15(6-8-16)17-10-11-25-13-17/h1-3,5-8,10-13,23H,4,9H2

Standard InChI Key:  VWXCSDOHVLIGHX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.8190   -3.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8178   -3.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5259   -4.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2355   -3.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2327   -3.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5241   -2.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9389   -2.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1098   -4.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6886   -3.0177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2331   -2.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8218   -1.7021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0232   -1.8752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3639   -3.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8166   -4.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2247   -5.3064    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.0241   -5.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0461   -2.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5240   -1.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3370   -1.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6663   -2.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4786   -2.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9573   -2.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6180   -1.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8067   -1.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8134   -3.4836    0.0000 O   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
  5  7  1  0
  2  8  1  0
  7  9  1  0
  9 10  2  0
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  8 13  1  0
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 24 19  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859292

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 348.43

Molecular Weight (Monoisotopic): 348.0932

AlogP: 4.96

#Rotatable Bonds: 5

Polar Surface Area: 59.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.08

CX Basic pKa: ┄

CX LogP: 5.70

CX LogD: 5.70

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.55

Np Likeness Score: -1.65

References

1. Potenza M, Sciarretta M, Chini MG, Saviano A, Maione F, D'Auria MV, De Marino S, Giordano A, Hofstetter RK, Festa C, Werz O, Bifulco G..  (2021)  Structure-based screening for the discovery of 1,2,4-oxadiazoles as promising hits for the development of new anti-inflammatory agents interfering with eicosanoid biosynthesis pathways.,  224  [PMID:34315041] [10.1016/j.ejmech.2021.113693]

Source

Source(1):

• Scientific Literature