SID87350305

ID: ALA1709906

Chembl Id: CHEMBL1709906

PubChem CID: 44602374

Max Phase: Preclinical

Molecular Formula: C15H12N2O2S

Molecular Weight: 284.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cn1sc2ccccc2c1=O)Nc1ccccc1

Standard InChI:  InChI=1S/C15H12N2O2S/c18-14(16-11-6-2-1-3-7-11)10-17-15(19)12-8-4-5-9-13(12)20-17/h1-9H,10H2,(H,16,18)

Standard InChI Key:  OCAUOKFPSQKCAA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1709906

   2-(3-oxo-1,2-benzothiazol-2-yl)-N-phenylacetamide

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: 284.34

Molecular Weight (Monoisotopic): 284.0619

AlogP: 2.70

#Rotatable Bonds: 3

Polar Surface Area: 51.10

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.04

CX Basic pKa: ┄

CX LogP: 2.49

CX LogD: 2.49

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.80

Np Likeness Score: -1.57

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. Dou D, Alex D, Du B, Tiew KC, Aravapalli S, Mandadapu SR, Calderone R, Groutas WC..  (2011)  Antifungal activity of a series of 1,2-benzisothiazol-3(2H)-one derivatives.,  19  (19): [PMID:21903403] [10.1016/j.bmc.2011.08.029]

4. Chen W, Feng B, Han S, Wang P, Chen W, Zang Y, Li J, Hu Y..  (2022)  Discovery of highly potent SARS-CoV-2 M^pro inhibitors based on benzoisothiazolone scaffold.,  58  [PMID:34998903] [10.1016/j.bmcl.2022.128526]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays