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

ID: ALA4745403

Cas Number: 41125-77-3

PubChem CID: 12777258

Product Number: N184418, Order Now?

Max Phase: Preclinical

Molecular Formula: C8H5N3O4

Molecular Weight: 207.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]nc(-c2ccc([N+](=O)[O-])cc2)o1

Standard InChI:  InChI=1S/C8H5N3O4/c12-8-10-9-7(15-8)5-1-3-6(4-2-5)11(13)14/h1-4H,(H,10,12)

Standard InChI Key:  ADUFTMJBLYUADS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   35.0553   -4.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0541   -5.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7622   -5.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4718   -5.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4690   -4.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7604   -4.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7558   -3.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4154   -3.0137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1606   -2.2372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3433   -2.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0933   -3.0176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8610   -1.5800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7640   -6.7759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4716   -7.1847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0562   -7.1843    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
  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  2  0
 13 15  1  0
  3 13  1  0
M  CHG  2  13   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4745403

   5-(4-Nitrophenyl)-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: 207.15

Molecular Weight (Monoisotopic): 207.0280

AlogP: 0.94

#Rotatable Bonds: 2

Polar Surface Area: 102.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.25

CX Basic pKa: ┄

CX LogP: 1.60

CX LogD: 1.28

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.58

Np Likeness Score: -1.19

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