5-phenyl-1,3,4-oxathiazol-2-one

ID: ALA1632533

Chembl Id: CHEMBL1632533

Cas Number: 5852-49-3

PubChem CID: 853170

Max Phase: Preclinical

Molecular Formula: C8H5NO2S

Molecular Weight: 179.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1oc(-c2ccccc2)ns1

Standard InChI:  InChI=1S/C8H5NO2S/c10-8-11-7(9-12-8)6-4-2-1-3-5-6/h1-5H

Standard InChI Key:  NDAURKDIFHXVHE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1632533

   5-Phenyl-1,3,4-oxathiazol-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: 179.20

Molecular Weight (Monoisotopic): 179.0041

AlogP: 1.76

#Rotatable Bonds: 1

Polar Surface Area: 43.10

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.83

CX LogD: 2.83

Aromatic Rings: 2

Heavy Atoms: 12

QED Weighted: 0.67

Np Likeness Score: -1.15

References

1. Alvarez G, Aguirre-López B, Varela J, Cabrera M, Merlino A, López GV, Lavaggi ML, Porcal W, Di Maio R, González M, Cerecetto H, Cabrera N, Pérez-Montfort R, de Gómez-Puyou MT, Gómez-Puyou A..  (2010)  Massive screening yields novel and selective Trypanosoma cruzi triosephosphate isomerase dimer-interface-irreversible inhibitors with anti-trypanosomal activity.,  45  (12): [PMID:20889239] [10.1016/j.ejmech.2010.09.034]

2. Fan H, Angelo NG, Warren JD, Nathan CF, Lin G..  (2014)  Oxathiazolones Selectively Inhibit the Human Immunoproteasome over the Constitutive Proteasome.,  5  (4): [PMID:24900849] [10.1021/ml400531d]

Source

Source(1):

• Scientific Literature