2-(4-Chloro-phenyl)-benzo[d]isothiazol-3-one

ID: ALA98386

Chembl Id: CHEMBL98386

Cas Number: 2620-91-9

PubChem CID: 11219195

Max Phase: Preclinical

Molecular Formula: C13H8ClNOS

Molecular Weight: 261.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2sn1-c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C13H8ClNOS/c14-9-5-7-10(8-6-9)15-13(16)11-3-1-2-4-12(11)17-15/h1-8H

Standard InChI Key:  XZZLYYYXSWYYKL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA98386

   2-(4-Chlorophenyl)-1,2-benzothiazol-3-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: 261.73

Molecular Weight (Monoisotopic): 261.0015

AlogP: 3.71

#Rotatable Bonds: 1

Polar Surface Area: 22.00

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.65

Np Likeness Score: -1.34

References

1. Wright SW, Petraitis JJ, Abelman MM, Bostrom LL, Corbett RL, Green AM, Kindt RM, Sherk SR, Magolda RL.  (1993)  Inhibition of cartilage breakdown by isothiazolones,  3  (12): [10.1016/S0960-894X(01)80782-4]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. Dahl R, Bravo Y, Sharma V, Ichikawa M, Dhanya RP, Hedrick M, Brown B, Rascon J, Vicchiarelli M, Mangravita-Novo A, Yang L, Stonich D, Su Y, Smith LH, Sergienko E, Freeze HH, Cosford ND..  (2011)  Potent, selective, and orally available benzoisothiazolone phosphomannose isomerase inhibitors as probes for congenital disorder of glycosylation Ia.,  54  (10): [PMID:21539312] [10.1021/jm101401a]

6. Ngo HX, Shrestha SK, Green KD, Garneau-Tsodikova S..  (2016)  Development of ebsulfur analogues as potent antibacterials against methicillin-resistant Staphylococcus aureus.,  24  (24): [PMID:27073054] [10.1016/j.bmc.2016.03.060]

7. Gopinath P, Yadav RK, Shukla PK, Srivastava K, Puri SK, Muraleedharan KM..  (2017)  Broad spectrum anti-infective properties of benzisothiazolones and the parallels in their anti-bacterial and anti-fungal effects.,  27  (5): [PMID:28159413] [10.1016/j.bmcl.2017.01.027]

8.  (2021)  Identification of compounds that inhibit stress granule formation and tau aggregation by targeting tia1, 

9. Gao K, Wang R, Chen J, Tepe JJ, Huang F, Wei GW..  (2021)  Perspectives on SARS-CoV-2 Main Protease Inhibitors.,  64  (23.0): [PMID:34798775] [10.1021/acs.jmedchem.1c00409]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Patent Bioactivity Data