5-Methoxy-3-phenyl-1,3,4-oxadiazol-2(3H)-one

ID: ALA2171699

Chembl Id: CHEMBL2171699

PubChem CID: 20366964

Max Phase: Preclinical

Molecular Formula: C9H8N2O3

Molecular Weight: 192.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nn(-c2ccccc2)c(=O)o1

Standard InChI:  InChI=1S/C9H8N2O3/c1-13-8-10-11(9(12)14-8)7-5-3-2-4-6-7/h2-6H,1H3

Standard InChI Key:  RBPWSXBBSLDLJS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2171699

   5-Methoxy-3-phenyl-1,3,4-oxadiazol-2-one

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: 192.17

Molecular Weight (Monoisotopic): 192.0535

AlogP: 0.83

#Rotatable Bonds: 2

Polar Surface Area: 57.26

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.28

CX LogD: 2.28

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.71

Np Likeness Score: -1.04

References

1. Point V, Pavan Kumar KV, Marc S, Delorme V, Parsiegla G, Amara S, Carrière F, Buono G, Fotiadu F, Canaan S, Leclaire J, Cavalier JF..  (2012)  Analysis of the discriminative inhibition of mammalian digestive lipases by 3-phenyl substituted 1,3,4-oxadiazol-2(3H)-ones.,  58  [PMID:23153815] [10.1016/j.ejmech.2012.10.040]

2. Point V,Bénarouche A,Zarrillo J,Guy A,Magnez R,Fonseca L,Raux B,Leclaire J,Buono G,Fotiadu F,Durand T,Carrière F,Vaysse C,Couëdelo L,Cavalier JF.  (2016)  Slowing down fat digestion and absorption by an oxadiazolone inhibitor targeting selectively gastric lipolysis.,  123  [PMID:27543878] [10.1016/j.ejmech.2016.08.009]

3. Cavalier JF, Spilling CD, Durand T, Camoin L, Canaan S..  (2021)  Lipolytic enzymes inhibitors: A new way for antibacterial drugs discovery.,  209  [PMID:33071055] [10.1016/j.ejmech.2020.112908]

Source

Source(1):

• Scientific Literature