SID56405542

ID: ALA1369613

Chembl Id: CHEMBL1369613

PubChem CID: 25067463

Max Phase: Preclinical

Molecular Formula: C15H11NO3S

Molecular Weight: 285.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(-n2sc3ccccc3c2=O)c1

Standard InChI:  InChI=1S/C15H11NO3S/c1-19-15(18)10-5-4-6-11(9-10)16-14(17)12-7-2-3-8-13(12)20-16/h2-9H,1H3

Standard InChI Key:  YZRVQRVLCVYTKC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1369613

   Methyl 3-(3-oxo-1,2-benzothiazol-2-yl)benzoate

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: 285.32

Molecular Weight (Monoisotopic): 285.0460

AlogP: 2.84

#Rotatable Bonds: 2

Polar Surface Area: 48.30

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -1.07

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. 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]

4. 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]

5. Gordhan HM, Patrick SL, Swasy MI, Hackler AL, Anayee M, Golden JE, Morris JC, Whitehead DC..  (2017)  Evaluation of substituted ebselen derivatives as potential trypanocidal agents.,  27  (3): [PMID:28043795] [10.1016/j.bmcl.2016.12.021]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays