ID: ALA181852

Max Phase: Preclinical

Molecular Formula: C17H13NO3S

Molecular Weight: 311.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1NC(=O)/C(=C/c2ccccc2OCc2ccccc2)S1

Standard InChI:  InChI=1S/C17H13NO3S/c19-16-15(22-17(20)18-16)10-13-8-4-5-9-14(13)21-11-12-6-2-1-3-7-12/h1-10H,11H2,(H,18,19,20)/b15-10-

Standard InChI Key:  CAHCXHIKGCIUCO-GDNBJRDFSA-N

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

Properties

Molecular Weight: 311.36

Molecular Weight (Monoisotopic): 311.0616

AlogP: 3.59

#Rotatable Bonds: 4

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.20

CX Basic pKa:

CX LogP: 3.42

CX LogD: 3.01

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.88

Np Likeness Score: -1.19

References

1. Chen H, Fan YH, Natarajan A, Guo Y, Iyasere J, Harbinski F, Luus L, Christ W, Aktas H, Halperin JA..  (2004)  Synthesis and biological evaluation of thiazolidine-2,4-dione and 2,4-thione derivatives as inhibitors of translation initiation.,  14  (21): [PMID:15454234] [10.1016/j.bmcl.2004.08.017]

2. PubChem BioAssay data set, 

3.  (2014)  Identification of stabilizers of multimeric proteins, 

4. Gandini A, Bartolini M, Tedesco D, Martinez-Gonzalez L, Roca C, Campillo NE, Zaldivar-Diez J, Perez C, Zuccheri G, Miti A, Feoli A, Castellano S, Petralla S, Monti B, Rossi M, Moda F, Legname G, Martinez A, Bolognesi ML..  (2018)  Tau-Centric Multitarget Approach for Alzheimer's Disease: Development of First-in-Class Dual Glycogen Synthase Kinase 3β and Tau-Aggregation Inhibitors.,  61  (17): [PMID:30078314] [10.1021/acs.jmedchem.8b00610]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• BindingDB Database