5-(4-(hydroxymethyl)benzyl)-3-(4-(thiophen-3-yl)phenyl)-1,2,4-oxadiazole

ID: ALA4879376

PubChem CID: 164628402

Max Phase: Preclinical

Molecular Formula: C20H16N2O2S

Molecular Weight: 348.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OCc1ccc(Cc2nc(-c3ccc(-c4ccsc4)cc3)no2)cc1

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

Standard InChI Key:  RDCZUIFVEPRNFL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.5935   -3.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5923   -4.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3004   -4.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0100   -4.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0072   -3.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2986   -3.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7134   -3.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8843   -4.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4631   -3.3850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0076   -2.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5963   -2.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7977   -2.2425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1384   -4.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5911   -4.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9992   -5.6737    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.7986   -5.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8206   -2.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1558   -3.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6750   -4.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0095   -5.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8234   -5.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3016   -4.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9644   -3.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1596   -5.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6826   -6.5011    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
 10 11  1  0
 11 12  1  0
 12  7  2  0
  8 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
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 10 17  1  0
 17 18  1  0
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 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879376

   ---

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: 4.55

#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: ┄

CX Basic pKa: ┄

CX LogP: 4.80

CX LogD: 4.80

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -1.66

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