SID57287622

ID: ALA1698123

Chembl Id: CHEMBL1698123

PubChem CID: 13186954

Max Phase: Preclinical

Molecular Formula: C13H8ClNOS

Molecular Weight: 261.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2sn1-c1cccc(Cl)c1

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

Standard InChI Key:  BFXLBNPIMRUZFI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1698123

   2-(3-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: -1.52

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. 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]

5. Bravo Y, Teriete P, Dhanya RP, Dahl R, Lee PS, Kiffer-Moreira T, Ganji SR, Sergienko E, Smith LH, Farquharson C, Millán JL, Cosford ND..  (2014)  Design, synthesis and evaluation of benzoisothiazolones as selective inhibitors of PHOSPHO1.,  24  (17): [PMID:25124115] [10.1016/j.bmcl.2014.07.013]

6. 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]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays