4-chloro-3-(5-((3-(2-methoxy-2-oxoethyl)-2,4-dioxothiazolidin-5-ylidene)methyl)furan-2-yl)benzoic acid

ID: ALA4574162

Chembl Id: CHEMBL4574162

PubChem CID: 2177697

Max Phase: Preclinical

Molecular Formula: C18H12ClNO7S

Molecular Weight: 421.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)CN1C(=O)S/C(=C\c2ccc(-c3cc(C(=O)O)ccc3Cl)o2)C1=O

Standard InChI:  InChI=1S/C18H12ClNO7S/c1-26-15(21)8-20-16(22)14(28-18(20)25)7-10-3-5-13(27-10)11-6-9(17(23)24)2-4-12(11)19/h2-7H,8H2,1H3,(H,23,24)/b14-7-

Standard InChI Key:  LXTFAHBNDNREFA-AUWJEWJLSA-N

Alternative Forms

1. Parent:

   

   ALA4574162

   3-Thiazolidineacetic acid, 5-[[5-(5-carboxy-2-chlorophenyl)-2-furanyl]methylene]-2,4-dioxo-, methyl ester, (5Z)-

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: 421.81

Molecular Weight (Monoisotopic): 421.0023

AlogP: 3.51

#Rotatable Bonds: 5

Polar Surface Area: 114.12

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.97

CX Basic pKa: ┄

CX LogP: 2.59

CX LogD: -0.59

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -1.60

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