ethyl 2-(2,4-dioxo-5-((5-(piperidin-1-yl)furan-2-yl)methylene)thiazolidin-3-yl)acetate

ID: ALA4577809

Chembl Id: CHEMBL4577809

PubChem CID: 2289624

Max Phase: Preclinical

Molecular Formula: C17H20N2O5S

Molecular Weight: 364.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)CN1C(=O)S/C(=C\c2ccc(N3CCCCC3)o2)C1=O

Standard InChI:  InChI=1S/C17H20N2O5S/c1-2-23-15(20)11-19-16(21)13(25-17(19)22)10-12-6-7-14(24-12)18-8-4-3-5-9-18/h6-7,10H,2-5,8-9,11H2,1H3/b13-10-

Standard InChI Key:  TXUHRMCLKOJDLK-RAXLEYEMSA-N

Alternative Forms

1. Parent:

   

   ALA4577809

   ethyl [(5Z)-2,4-dioxo-5-{[5-(piperidin-1-yl)furan-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: 364.42

Molecular Weight (Monoisotopic): 364.1093

AlogP: 2.87

#Rotatable Bonds: 5

Polar Surface Area: 80.06

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.16

CX LogD: 2.16

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: -1.73

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