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

ID: ALA4744661

PubChem CID: 64194371

Max Phase: Preclinical

Molecular Formula: C9H5N3O2

Molecular Weight: 187.16

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(-c2n[nH]c(=O)o2)cc1

Standard InChI:  InChI=1S/C9H5N3O2/c10-5-6-1-3-7(4-2-6)8-11-12-9(13)14-8/h1-4H,(H,12,13)

Standard InChI Key:  PAPSULCRMMWHDW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   28.3279   -5.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3267   -5.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0348   -6.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7444   -5.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7416   -5.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0330   -4.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0284   -3.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6880   -3.4099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4332   -2.6334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6160   -2.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3659   -3.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1336   -1.9762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0375   -7.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0373   -7.9807    0.0000 N   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
 13 14  3  0
  3 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744661

   4-(5-Hydroxy-1,3,4-oxadiazol-2-yl)benzonitrile

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: 187.16

Molecular Weight (Monoisotopic): 187.0382

AlogP: 0.90

#Rotatable Bonds: 1

Polar Surface Area: 82.68

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.25

CX Basic pKa: ┄

CX LogP: 1.52

CX LogD: 1.20

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.72

Np Likeness Score: -1.23

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