3-(5-{[3-(2-Ethoxy-2-oxoethyl)-2,4-dioxothiazolidin-5-ylidene]-methyl}-2-furyl)-4-methoxybenzoic Acid

ID: ALA4456318

Chembl Id: CHEMBL4456318

PubChem CID: 155524441

Max Phase: Preclinical

Molecular Formula: C20H17NO8S

Molecular Weight: 431.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)CN1C(=O)S/C(=C\c2ccc(-c3cc(C(=O)O)ccc3OC)o2)C1=O

Standard InChI:  InChI=1S/C20H17NO8S/c1-3-28-17(22)10-21-18(23)16(30-20(21)26)9-12-5-7-15(29-12)13-8-11(19(24)25)4-6-14(13)27-2/h4-9H,3,10H2,1-2H3,(H,24,25)/b16-9-

Standard InChI Key:  XRUFVKCPMYREJZ-SXGWCWSVSA-N

Alternative Forms

1. Parent:

   

   ALA4456318

   ---

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: 431.42

Molecular Weight (Monoisotopic): 431.0675

AlogP: 3.25

#Rotatable Bonds: 7

Polar Surface Area: 123.35

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.25

CX Basic pKa: ┄

CX LogP: 2.18

CX LogD: -0.82

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -1.28

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