ethyl 2-(2,4-dioxo-5-((5-(phenylthio)furan-2-yl)methylene)thiazolidin-3-yl)acetate

ID: ALA4558690

Chembl Id: CHEMBL4558690

PubChem CID: 2289587

Max Phase: Preclinical

Molecular Formula: C18H15NO5S2

Molecular Weight: 389.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)CN1C(=O)S/C(=C\c2ccc(Sc3ccccc3)o2)C1=O

Standard InChI:  InChI=1S/C18H15NO5S2/c1-2-23-15(20)11-19-17(21)14(26-18(19)22)10-12-8-9-16(24-12)25-13-6-4-3-5-7-13/h3-10H,2,11H2,1H3/b14-10-

Standard InChI Key:  MHNBREYZXGPNIT-UVTDQMKNSA-N

Alternative Forms

1. Parent:

   

   ALA4558690

   ethyl 2-[(5Z)-2,4-dioxo-5-[(5-phenylsulfanylfuran-2-yl)methylidene]-1,3-thiazolidin-3-yl]acetate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 389.45

Molecular Weight (Monoisotopic): 389.0392

AlogP: 4.03

#Rotatable Bonds: 6

Polar Surface Area: 76.82

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -1.84

References

1. Hansen SW, Erichsen MN, Fu B, Bjørn-Yoshimoto WE, Abrahamsen B, Hansen JC, Jensen AA, Bunch L..  (2016)  Identification of a New Class of Selective Excitatory Amino Acid Transporter Subtype 1 (EAAT1) Inhibitors Followed by a Structure-Activity Relationship Study.,  59  (19): [PMID:27626828] [10.1021/acs.jmedchem.6b01058]

Source

Source(1):

• Scientific Literature