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

ID: ALA4743027

Cas Number: 119933-33-4

PubChem CID: 14173559

Max Phase: Preclinical

Molecular Formula: C9H8N2O2

Molecular Weight: 176.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2n[nH]c(=O)o2)c1

Standard InChI:  InChI=1S/C9H8N2O2/c1-6-3-2-4-7(5-6)8-10-11-9(12)13-8/h2-5H,1H3,(H,11,12)

Standard InChI Key:  XMCUHRQSGWGCCI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
   35.8848  -19.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8837  -20.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5917  -20.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3014  -20.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2986  -19.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5899  -19.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5853  -18.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2450  -18.0492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9902  -17.2727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1729  -17.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9228  -18.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6906  -16.6155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0097  -20.9877    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  1  0
 10 11  1  0
 11  7  1  0
  6  7  1  0
 10 12  2  0
  4 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743027

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

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: 176.17

Molecular Weight (Monoisotopic): 176.0586

AlogP: 1.34

#Rotatable Bonds: 1

Polar Surface Area: 58.89

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.25

CX Basic pKa: ┄

CX LogP: 2.18

CX LogD: 1.86

Aromatic Rings: 2

Heavy Atoms: 13

QED Weighted: 0.71

Np Likeness Score: -1.09

References

1. Mahy W,Willis NJ,Zhao Y,Woodward HL,Svensson F,Sipthorp J,Vecchia L,Ruza RR,Hillier J,Kjær S,Frew S,Monaghan A,Bictash M,Salinas PC,Whiting P,Vincent JP,Jones EY,Fish PV.  (2020)  5-Phenyl-1,3,4-oxadiazol-2(3H)-ones Are Potent Inhibitors of Notum Carboxylesterase Activity Identified by the Optimization of a Crystallographic Fragment Screening Hit.,  63  (21): [PMID:33124429] [10.1021/acs.jmedchem.0c01391]

Source

Source(1):

• Scientific Literature