3-(4-chlorophenyl)isoxazol-5(4H)-one

ID: ALA4089882

Chembl Id: CHEMBL4089882

Cas Number: 25755-85-5

PubChem CID: 606879

Max Phase: Preclinical

Molecular Formula: C9H6ClNO2

Molecular Weight: 195.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CC(c2ccc(Cl)cc2)=NO1

Standard InChI:  InChI=1S/C9H6ClNO2/c10-7-3-1-6(2-4-7)8-5-9(12)13-11-8/h1-4H,5H2

Standard InChI Key:  NPFADJVBJNWTOJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4089882

   3-(4-Chlorophenyl)isoxazol-5(4H)-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: 195.60

Molecular Weight (Monoisotopic): 195.0087

AlogP: 1.99

#Rotatable Bonds: 1

Polar Surface Area: 38.66

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.12

CX Basic pKa: 0.56

CX LogP: 2.40

CX LogD: 2.40

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.64

Np Likeness Score: -0.73

References

1. Andersen JL, Lindberg S, Langgård M, Maltas PJ, Rønn LCB, Bundgaard C, Strandbygaard D, Thirup S, Watson SP..  (2017)  The identification of novel acid isostere based inhibitors of the VPS10P family sorting receptor Sortilin.,  27  (11): [PMID:28462834] [10.1016/j.bmcl.2017.02.028]

2. 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